Knowledge (XXG)

Haematoxylin

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692: 294: 205: 1223:. In reaction to this perceived inferiority of the quality of the blue colour produced with haematoxylin, its use to dye fabric was barred in England from 1581 to 1662. After the introduction of synthetic black dyes in the late 19th century, haematoxylin was first replaced as a dye for cotton. A 1902 German treatise on the dyeing textiles notes "...logwood in the black dyeing of cotton has suffered considerably from the competition of aniline black". Haematoxylin remained important as a black dye (using 637: 3559: 58: 49: 40: 791: 655:, although never in commercially viable amounts. Historically the logwood was exported and the haematoxylin extracted in Europe. More recently extraction takes place closer to where the logwood is harvested. Extraction of haematoxylin from logwood on industrial scales has been accomplished in the 'French process' by boiling the wood chips or in the 'American process' with 428: 806:. Commonly only enough oxidizer is added to convert one half of the haematoxylin to haematein, allowing the remainder to naturally oxidize during use, this extends the staining solution's useful life as more haematein is produced, while some haematein is further oxidized to oxyhaematein. Of the metallic salts used as mordants, 1134:
published a formulation using a chemical oxidizer to convert haematoxylin into haematein. The first use of haematoxylin with eosin as a counterstain, which is currently the most used stain combination in histology, was first suggested by A. Wissowzky in 1876. By the early 1900s, haematoxylin had
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The commercial product may vary from batch to batch and between manufacturers in both the level of impurities and in the ratio of haematoxylin to haematein. For histologic use, this variability can affect the stain's interaction with biological tissue samples, and is therefore of concern to
628:, which forms strongly coloured complexes with certain metal ions (commonly Fe(III) and Al(III) salts). In its pure form, haematoxylin is a colourless and crystalline solid, although commercial samples are typically light to dark brown based on the level of impurities present. 1151:, the early 1970s (summer 1973) and in 2008, there were shortages of haematoxylin due to interruptions in its extraction from logwood. These shortages prompted a search for alternative nuclear stains. Several synthetic dyes have been recommended as replacements, notably 1129:
used haematoxylin on animal tissue without a mordant (with limited success), and is sometimes credited as being the first to do so, although this is not universally accepted. Franz Böhmer in 1865 published a haematoxylin formula using alum as a mordant, and in 1891,
802:) and by choice of the mordant used. Haematoxylin stain formulations may either be natural oxidized by exposure to air and sunlight, or more commonly, especially in commercially prepared solutions, chemically oxidized using 1211:, and soon after was widely adopted. Haematoxylin was used to produce blacks, blues and purples on various textiles, and remained an important industrial dye until the introduction of suitable replacements in the form of 1227:
or chrome as a mordant) for wool until the 1920s when a black synthetic dye compatible with wool became available. Contemporary usage of haematoxylin includes the dyeing of silk, leather, and
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Neevel, Johan (2003). "24: The Identification of Van Gogh's Inks for Drawing and Writing". In Vellekoop, Marije; Geldof, Muriel; Hendriks, Ella; Jansen, Leo; de Tagle, Alberto (eds.).
441: 1247:, which take time to fully darken when applied to paper. In this case the Haematoxylin provided some initial colour before the iron gall reached its full depth of colour. 463: 2920:
Centeno, Silvia A.; Ropret, Polonca; Federico, Eleonora Del; et al. (2010). "Characterization of Al(III) complexes with hematein in artistic alum logwood inks".
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Puchtler, H., Meloan, S.N. & Waldrop, F.S. 1986. Application of current chemical concepts to metal-haematein and -brazilein stains. Histochemistry 85: 353–364.
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Meloan, S. M. & Puchtler, H. 1987. "Harris hematoxylin," what Harris really wrote and the mechanism of hemalum stains. Journal of Histotechnology 10: 257–261.
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must also not disrupt the ability of histologists and pathologists, who have spent years of training with H&E stained slides, to examine the slides and make
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and pressure. Once extracted, the dye can be sold as a liquid concentrate or dried and sold in a crystalline form. Modern production methods use water,
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and as a dye in the textile and leather industry. As a dye, haematoxylin has been called palo de Campeche, logwood extract, bluewood and blackwood. In
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Centeno, Silvia A.; Bronzato, Maddalena; Ropret, Polonca; et al. (2016). "Composition and spectroscopic properties of historic Cr logwood inks".
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dark blue to black. The colour and specificity of haematoxylin stains are controlled by the chemical nature, and amount, of the mordant used, and the
4008: 1675:"Hematoxylin: Mesoamerica's Gift to Histopathology. Palo de Campeche (Logwood Tree), Pirates' Most Desired Treasure, and Irreplaceable Tissue Stain" 833:
manner, in which the length of time the tissue remains in contact with the staining solution is used to control the amount of colouration, or in a
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produced a heamatoxylin ink that was non-acidic, using a potassium chromate as the mordant, which had the advantage of not corroding steel pens.
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manner, in which the tissue is over-stained, and excess stain is removed in a secondary step of the procedure. Removal of unwanted staining, or
3972: 3967: 691: 3357: 2650: 142: 2314:"Hematoxylin and related compounds--an annotated bibliography concerning their origin, properties, chemistry, and certain applications" 4024: 2727: 2119:"New investigations on hematoxylin, hematein, and hematein-aluminium complexes. II. Hematein-aluminium complexes and hemalum staining" 4034: 2491:"Does progressive nuclear staining with hemalum (alum hematoxylin) involve DNA, and what is the nature of the dye-chromatin complex?" 2185:"Hematoxylin shortages: their causes and duration, and other dyes that can replace hemalum in routine hematoxylin and eosin staining" 1572: 1061: 683:, signifying that a particular batch of stain works in a standardized test, although this does not specify the dye's actual purity. 308: 2895:
The Chemical Technology of Textile Fibres: Their Origin, Structure, Preparation, Washing, Bleaching, Dyeing, Printing and Dressing
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InChI=1S/C16H14O6/c17-10-2-1-8-13-9-4-12(19)11(18)3-7(9)5-16(13,21)6-22-15(8)14(10)20/h1-4,13,17-21H,5-6H2/t13?,16-/m0/s1
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InChI=1/C16H14O6/c17-10-2-1-8-13-9-4-12(19)11(18)3-7(9)5-16(13,21)6-22-15(8)14(10)20/h1-4,13,17-21H,5-6H2/t13?,16-/m0/s1
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in an 1852 book, suggests using "logwood" (haematoxylin) to dye translucent material for examination under the
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Jocelyn H. Bruce-Gregorios, M.D.: Histopathologic Techniques, JMC Press Inc., Quezon City, Philippines, 1974.
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A history of microtechnique : the evolution of the microtome and the development of tissue preparation
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in 1763 is credited with being the first to use haematoxylin as an additive in iron gall inks. In 1848,
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Depending on the formulation or staining technique, haematoxylin stains may be used in what is called a
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Haematoxylin stain formulations can be broadly classified based on how the haematoxylin is oxidized (or
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Harris, H. F. (1900). "On the rapid conversion of haematoxylin into haematein in staining reactions".
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is known to have used haematoxylin ink with a chrome mordant in a number of his drawings and letters.
1175:, which differs from haematoxylin by only one hydroxyl group. A replacement stain for haematoxylin in 4100: 4090: 3952: 3948: 3944: 3940: 3421: 3235: 2974: 2929: 1522: 1438: 1069: 70: 1152: 3962: 3010: 1293: 1118: 1031: 289: 108: 2899: 2824: 4080: 3641: 3620: 3352: 2596: 2518: 2429: 2341: 2291: 2212: 2146: 2072: 2018: 1870: 1804: 1638: 1298: 1268: 1167:
also called chromoxane cyanine R and solochrome cyanine (CI 43820). All four have Fe(III) as the
1058: 960: 716: 652: 610: 3892: 3901: 3691: 3681: 3369: 3204: 3078: 3073: 2945: 2874: 2777: 2723: 2691: 2656: 2646: 2588: 2510: 2468: 2421: 2377: 2333: 2283: 2204: 2138: 2064: 2010: 1958: 1914: 1862: 1796: 1748: 1696: 1630: 1568: 1538: 1492: 1156: 1094: 902: 846: 534: 182: 3935: 3930: 2801:. Library of illustrated standard scientific works. Vol. VI. Paris: Hippolyte Bailliere. 1243:, although the timing of first use as an ink is unclear. Haematoxylin was also added to some 1160: 3862: 3746: 3721: 3332: 3230: 2937: 2864: 2856: 2767: 2759: 2683: 2638: 2580: 2502: 2460: 2413: 2325: 2275: 2239: 2196: 2130: 2099: 2054: 2002: 1948: 1854: 1788: 1686: 1622: 1530: 1482: 1446: 995: 782:
of the staining solution, thus, a variety of haematoxylin formulations have been developed.
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Haematoxylin stain is commonly followed (or counterstained) with another histologic stain,
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Hematoxylin; Natural Black 1; Hematoxyline; Hydroxybrazilin; Hydroxybrasilin; C.I. 75290
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Kahr, Bart; Lovell, Scott; Subramony, Anand (1998). "The progress of logwood extract".
1212: 1047: 954: 886: 755: 609:. In addition to its use in the H&E stain, haematoxylin is also a component of the 419: 2869: 2844: 2772: 2747: 1777:"The wonderful colors of the hematoxylin-eosin stain in diagnostic surgical pathology" 4074: 3736: 3646: 3506: 3327: 3302: 3270: 3154: 3145: 3129: 3053: 2600: 2243: 1953: 1936: 1874: 1244: 935: 910: 803: 660: 407: 193: 2959: 2522: 2433: 2150: 2076: 2022: 1808: 1642: 1388:
Stevens, Alan (1982). "The Haematoxylins". In Bancroft, John; Stevens, Alan (eds.).
790: 671:, at which point the extracts may be further refined to the level of purity needed. 57: 3914: 3910: 3819: 3706: 3615: 3590: 3347: 3307: 3065: 2345: 2295: 2216: 1148: 1009: 877: 594: 39: 3285: 2506: 2264:"Application of current chemical concepts to metal-hematein and -brazilein stains" 2043:"Progress in the Development of Microscopical Techniques for Diagnostic Pathology" 1283: 708: 696: 602: 240: 2796: 2642: 2230:
Morsingh, F.; Robinson, R. (1970). "The syntheses of brazilin and haematoxylin".
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Hematoxylin staining shown as "basophilic" at top, seen with dual staining with
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Although the stain is commonly called haematoxylin, the active colourant is the
578: 48: 3701: 3605: 3537: 3390: 3245: 3180: 3124: 3106: 2687: 2584: 2464: 2329: 2200: 2006: 1858: 1626: 1220: 1122: 819: 394: 173: 3830: 2949: 2695: 2660: 2068: 1962: 1792: 1752: 1691: 1674: 1542: 1496: 3798: 3661: 3477: 3101: 3048: 3038: 2059: 2042: 1288: 1273: 1216: 1180: 807: 771: 743: 712: 676: 625: 606: 590: 2781: 2592: 2568: 2514: 2490: 2402:"Standardization of biological dyes and stains: pitfalls and possibilities" 2337: 2313: 2208: 2184: 2014: 1990: 1918: 1902: 1866: 1842: 1800: 1776: 1700: 1634: 1239:
Haematoxylin has been used as the primary component of writing and drawing
17: 2878: 2472: 2448: 2425: 2401: 2381: 2365: 2287: 2263: 2142: 2118: 1215:. As a blue dye (with alum as a mordant), the initial results were not as 4054: 3876: 3731: 3676: 3656: 3585: 3546: 3484: 3163: 3138: 3116: 3043: 3033: 2990: 2860: 2763: 1450: 1256: 1224: 1172: 815: 763: 747: 724: 720: 621: 614: 582: 2366:"The hematoxylin shortage and the availability of synthetic substitutes" 3793: 3726: 3686: 3671: 3625: 3610: 3530: 3525: 3496: 3491: 3295: 3275: 3093: 2417: 2279: 2134: 1168: 1164: 842: 767: 668: 664: 227: 679:. Haematoxylin, like other biological stains, may be certified by the 3666: 3468: 3456: 3437: 2941: 1668: 1666: 1664: 1662: 1660: 1658: 1656: 1654: 1652: 1534: 1204: 1196: 1192: 1077: 1051: 1042: 1001: 976: 959:
Nuclear stain in H&E, also used in the classical versions of the
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3-(4'-hydroxy-benzyl)-5,7-dihydroxy-6-methyl-8-methoxy-chroman-4-one
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3-(4'-methoxy-benzyl)-5,7-dihydroxy-6-methyl-8-methoxy-chroman-4-one
2103: 1937:"Dyes and other colorants in microtechnique and biomedical research" 1427:"English inks: their composition and differentiation in handwriting" 1426: 1176: 895: 418:
Except where otherwise noted, data are given for materials in their
2449:"A simple assay procedure for mixtures of hematoxylin and hematein" 1203:
where logwood trees grow natively. The dye was first introduced to
3783: 3716: 3696: 3451: 3020: 1278: 1208: 789: 704: 690: 656: 635: 598: 141: 131: 1414:(9th ed.). Baltimore: Williams & Wilkins. pp. 692p. 3461: 2998: 1240: 1183:. None of proposed replacement stains have been widely adopted. 823: 811: 738:
stain (to stain the cell nucleus), haematoxylin will also stain
538: 3834: 3410: 2963: 2637:. Essentials in Cytopathology. Vol. 12. pp. 143–189. 3999:
3-(4'-hydroxy-benzyl)-5,7-dihydroxy-6,8-dimethyl-chroman-4-one
3994:
3-(4'-methoxy-benzyl)-5,7-dihydroxy-6,8-dimethyl-chroman-4-one
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used haemotoxylin, without a mordant, to stain plant tissues.
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Natural stain derived from hearthwood and used in histology
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3-(4'-hydroxy-benzyl)-5,7-dihydroxy-6-methyl-chroman-4-one
2544: 2542: 2540: 2538: 2536: 2534: 2532: 1903:"Our debt to the logwood tree: the history of hematoxylin" 496: 3973:
5,7-Dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-chroman-4-one
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Cole, Elbert C. (1943). "Studies on Hematoxylin Stains".
762:. Haematoxylin alone is not an effective stain, but when 511: 505: 2257: 2255: 2253: 2722:(2nd ed.). Lincolnwood, IL: Science Heritage Ltd. 1613:
Titford, M. (2005). "The long history of hematoxylin".
711:, and is one of the most commonly used combinations in 436: 3544: 3535: 3516: 3482: 3466: 2553:(11th ed.). Philadelphia: The Blackstone Company. 2178: 2176: 2174: 2172: 2170: 2168: 2166: 2164: 2162: 2160: 1171:. An alternative is the aluminium complex of oxidized 3968:
3-(4'-Methoxybenzyl)-7,8-methylenedioxy-chroman-4-one
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and is one of the most commonly used combinations in
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is the most common, other mordants include salts of
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Hematoxylin solution for staining microscopy slides.
719:(or PAP stain) which is widely used in the study of 613:(or Pap stain) which is widely used in the study of 508: 493: 4047: 4017: 3981: 3923: 3885: 3869: 3807: 3776: 3755: 3634: 3568: 3444: 3378: 3263: 3203: 3115: 3092: 3064: 3019: 2997: 2713: 2711: 2709: 2707: 2705: 1392:(2nd ed.). Longman Group Limited. p. 109. 707:. When paired, this staining procedure is known as 601:. When paired, this staining procedure is known as 490: 484: 478: 1836: 1834: 1832: 1830: 1828: 1826: 1824: 1822: 1820: 1818: 1390:The Theory and Practice of Histological Techniques 2798:A Practical treatise on the use of the microscope 2616:Journal of Applied Microscopic Laboratory Methods 4025:(-)-7-O-methyleucomol 5-O-beta-D-glucopyranoside 2845:"Origins of ... tinctorial methods in histology" 2741: 2739: 2484: 2482: 2395: 2393: 2391: 2307: 2305: 2036: 2034: 2032: 1930: 1928: 1730: 1608: 1606: 1604: 593:, haematoxylin staining is commonly followed by 239: 4035:(-)-7-O-methyleucomol 5-O-beta-neohesperidoside 2915: 2913: 2911: 2909: 2359: 2357: 2355: 1728: 1726: 1724: 1722: 1720: 1718: 1716: 1714: 1712: 1710: 1602: 1600: 1598: 1596: 1594: 1592: 1590: 1588: 1586: 1584: 117: 1991:"Dyes from a twenty-first century perspective" 1896: 1894: 1892: 1890: 1888: 1886: 1884: 1558: 1556: 1554: 1552: 1508: 1506: 1464: 1462: 1460: 1405: 1403: 1401: 1399: 1135:become widely accepted as a histologic stain. 83:)-7,11b-Dihydroindolo benzopyran-3,4,6a,9,10(6 3846: 3422: 2975: 2838: 2836: 2834: 2812: 2810: 2808: 2562: 2560: 1770: 1768: 1766: 1764: 1762: 1026:Nuclear stain in H&E, resistant to acids 8: 2633:Gill, Gary W. (2013). "Papanicolaou Stain". 1191:Haematoxylin was first used as a dye by the 2820:Physiological Histology, Methods and Theory 841:, typically involves a solution of diluted 3978: 3853: 3839: 3831: 3768:Traditional dyes of the Scottish Highlands 3429: 3415: 3407: 2982: 2968: 2960: 2262:Puchtler H, Meloan SN, Waldrop FS (1986). 1471:"Black Writing Ink of the Colonial Period" 856: 715:. Haematoxylin is also a component of the 292: 203: 181: 31: 4030:(-)-7-O-methyleucomol 5-O-beta-rutinoside 2868: 2771: 2569:"Gill hematoxylins: first person account" 2058: 1952: 1690: 1486: 259: 2183:Dapson R, Horobin RW, Kiernan J (2010). 1843:"Nuclear staining with alum hematoxylin" 1673:Ortiz-Hidalgo C, Pina-Oviedo S (2019). 1343: 348: 313: 288: 217: 3281:Jaswant Singh–Bhattacharji (JSB) stain 194: 2898:. Scott, Greenwood & Co. p.  2549:Gatenby, J. B.; Beams, H. W. (1950). 320:Key: WZUVPPKBWHMQCE-VYIIXAMBSA-N 161: 7: 1741:Journal of European Economic History 1088:Gill's Haematoxylin (I, II, and III) 2117:Bettinger C, Zimmermann HW (1991). 1567:. Mercatorfonds. pp. 420–435. 1488:10.17723/aarc.11.4.903256p5lp2g3354 1139:Shortages and possible alternatives 351:Oc2cc3C4(O)COc1c(O)c(O)ccc1C4c3cc2O 330:Key: WZUVPPKBWHMQCE-VYIIXAMBBJ 230: 3358:Grocott's methenamine silver stain 25: 2991:Microbial and histological stains 1062:phosphotungstic acid Haematoxylin 1000:Nuclear stain in H&E, urgent 853:Table of significant formulations 766:to hematein, and combined with a 2447:Marshall PN, Horobin RW (1974). 1954:10.1111/j.1478-4408.2006.00009.x 1235:Use as a writing and drawing ink 471: 426: 378: 56: 47: 38: 1615:Biotechnic & Histochemistry 1109:Early use as a histologic stain 697:hematoxylin and eosin (H&E) 422:(at 25 Â°C , 100 kPa). 3982:C-Methylated homoisoflavanones 2892:Georg von Georgievics (1902). 1989:Dapson RW, Horobin RW (2009). 1412:H. J. Conn's Biological stains 1410:Lillie, Ralph Dougall (1977). 384: 372: 1: 2922:Journal of Raman Spectroscopy 2795:Quekett, John Thomas (1848). 2748:"Haematoxylin--from the wood" 2507:10.1080/10520295.2017.1399466 1737:"Logwood: an interesting Dye" 1515:Journal of Raman Spectroscopy 547:) with a chemical formula of 2643:10.1007/978-1-4614-4933-1_10 2551:The Microtomist's Vade-Mecum 2244:10.1016/0040-4020(70)85029-3 4018:Homoisoflavanone glycosides 3870:3,4-Dihydroxyhomoisoflavans 3545: 3536: 3517: 3483: 3467: 2823:. Clarendon Press. p.  2718:Bracegirdle, Brian (1986). 740:rough endoplasmic reticulum 681:Biological Stain Commission 632:Extraction and purification 4127: 3084:Periodic acid–Schiff stain 2047:Journal of Histotechnology 1565:Van Gogh's studio practice 1127:Wilhelm von Waldeyer-Hartz 932:Potassium or Ammonium alum 723:specimens, notably in the 3555: 2688:10.3109/10520294309105804 2585:10.3109/10520290903048376 2465:10.3109/10520297409116964 2330:10.3109/10520290903048418 2201:10.3109/10520290903048400 2041:Titford, Michael (2009). 2007:10.1080/10520290902908802 1859:10.1080/10520290903052899 1627:10.1080/10520290500138372 1310:Haematoxylum campechianum 1253:Friedlieb Ferdinand Runge 1102:Nuclear stain in H&E 981:Nuclear stain in H&E 940:Nuclear stain in H&E 918:Nuclear stain in H&E 687:Use as a histologic stain 645:Haematoxylum campechianum 544:Haematoxylum campechianum 416: 359: 339: 304: 101: 93: 69: 64: 55: 46: 37: 3815:Glossary of dyeing terms 3635:Traditional textile dyes 3226:Light Green SF yellowish 3217:Masson's trichrome stain 3176:Auramine–rhodamine stain 1793:10.1177/1066896913517939 1692:10.1177/1066896918787652 1469:Barrow, William (1948). 1219:as those produced using 903:Delafield's Haematoxylin 2060:10.1179/his.2009.32.1.9 1735:Ponting, K. G. (1973). 1115:Georg Christian Reichel 1032:Verhoeff's Haematoxylin 3897:3,9-dihydro-autumnalin 3562: 3343:Schaeffer–Fulton stain 3313:Gömöri trichrome stain 1475:The American Archivist 986:Carazzi's Haematoxylin 795: 734:Principally used as a 700: 651:Haematoxylin has been 648: 3906:4â€Č-o-Methyl-punctatin 3561: 3502:Reactive dye printing 3318:Luxol fast blue stain 3193:Auramine phenol stain 2817:Mann, Gustav (1902). 1941:Coloration Technology 1935:Kiernan, J A (2006). 1841:Llewellyn BD (2009). 1425:Mitchell, A. (1908). 945:Harris's Haematoxylin 793: 694: 639: 579:naturally derived dye 541:of the logwood tree ( 3363:Warthin–Starry stain 3236:Phosphomolybdic acid 2861:10.1136/jcp.50.9.716 2764:10.1136/jcp.52.7.527 1451:10.1039/AN9083300080 1187:Use as a textile dye 1165:eriochrome cyanine R 1091:Culling et al. 1985 1070:Phosphotungstic acid 71:Preferred IUPAC name 3379:Tissue stainability 3151:Ziehl–Neelsen stain 3011:Perls Prussian blue 2934:2010JRSp...41..445C 2746:Allison RT (1999). 2489:Kiernan JA (2018). 2400:Schulte EK (1991). 1527:2016JRSp...47.1422C 1443:1908Ana....33...80M 1119:John Thomas Quekett 1074:Natural or chemical 967:Cole's Haematoxylin 581:has been used as a 402: g·mol 34: 3642:Armenian cochineal 3563: 3353:Bielschowsky stain 3255:Van Gieson's stain 3221:Lillie's trichrome 2418:10.1007/BF00266958 2364:Lillie RD (1974). 2312:Cooksey C (2010). 2280:10.1007/BF00982665 2135:10.1007/BF00271540 1299:Papanicolaou stain 1269:Staining (biology) 1147:, the late 1920s, 961:Papanicolaou stain 796: 786:Stain formulations 717:Papanicolaou stain 701: 649: 611:Papanicolaou stain 449:Infobox references 32: 4111:Tertiary alcohols 4096:Homoisoflavonoids 4068: 4067: 4043: 4042: 3924:Homoisoflavanones 3863:homoisoflavonoids 3828: 3827: 3404: 3403: 3205:Connective tissue 2652:978-1-4614-4932-4 2573:Biotech Histochem 2495:Biotech Histochem 2318:Biotech Histochem 2189:Biotech Histochem 1995:Biotech Histochem 1847:Biotech Histochem 1781:Int J Surg Pathol 1679:Int J Surg Pathol 1521:(12): 1422–1428. 1181:medical diagnoses 1106: 1105: 1095:Aluminium sulfate 1082:muscle striations 894:Nuclear stain in 847:hydrochloric acid 675:histologists and 457:Chemical compound 455: 454: 273:CompTox Dashboard 143:Interactive image 16:(Redirected from 4118: 3979: 3941:Portulacanones A 3855: 3848: 3841: 3832: 3722:Polish cochineal 3550: 3541: 3522: 3488: 3472: 3431: 3424: 3417: 3408: 3231:Biebrich scarlet 2984: 2977: 2970: 2961: 2954: 2953: 2942:10.1002/jrs.2455 2917: 2904: 2903: 2889: 2883: 2882: 2872: 2843:Cook HC (1997). 2840: 2829: 2828: 2814: 2803: 2802: 2792: 2786: 2785: 2775: 2743: 2734: 2733: 2715: 2700: 2699: 2676:Stain Technology 2671: 2665: 2664: 2630: 2624: 2623: 2611: 2605: 2604: 2567:Gill GW (2010). 2564: 2555: 2554: 2546: 2527: 2526: 2486: 2477: 2476: 2444: 2438: 2437: 2397: 2386: 2385: 2370:Am J Med Technol 2361: 2350: 2349: 2309: 2300: 2299: 2259: 2248: 2247: 2227: 2221: 2220: 2180: 2155: 2154: 2114: 2108: 2107: 2087: 2081: 2080: 2062: 2038: 2027: 2026: 1986: 1967: 1966: 1956: 1932: 1923: 1922: 1901:Smith C (2006). 1898: 1879: 1878: 1838: 1813: 1812: 1775:Chan JK (2014). 1772: 1757: 1756: 1732: 1705: 1704: 1694: 1670: 1647: 1646: 1610: 1579: 1578: 1560: 1547: 1546: 1535:10.1002/jrs.4938 1510: 1501: 1500: 1490: 1466: 1455: 1454: 1422: 1416: 1415: 1407: 1394: 1393: 1385: 1294:Verhoeff's stain 1177:H&E staining 996:Potassium iodate 869:Oxidation method 857: 709:H&E staining 603:H&E staining 583:histologic stain 576: 575: 574: 566: 565: 557: 556: 521: 520: 517: 516: 513: 510: 507: 504: 501: 498: 495: 492: 489: 486: 483: 480: 477: 439: 433: 430: 429: 401: 386: 380: 374: 367:Chemical formula 297: 296: 281: 279: 263: 243: 232: 221: 207: 196: 185: 165: 145: 121: 60: 51: 42: 35: 21: 4126: 4125: 4121: 4120: 4119: 4117: 4116: 4115: 4071: 4070: 4069: 4064: 4039: 4013: 3977: 3919: 3886:Homoisoflavones 3881: 3865: 3859: 3829: 3824: 3803: 3772: 3751: 3630: 3564: 3553: 3440: 3435: 3405: 3400: 3374: 3259: 3213:trichrome stain 3199: 3111: 3088: 3060: 3015: 2993: 2988: 2958: 2957: 2919: 2918: 2907: 2891: 2890: 2886: 2842: 2841: 2832: 2816: 2815: 2806: 2794: 2793: 2789: 2745: 2744: 2737: 2730: 2717: 2716: 2703: 2673: 2672: 2668: 2653: 2635:Cytopreparation 2632: 2631: 2627: 2613: 2612: 2608: 2566: 2565: 2558: 2548: 2547: 2530: 2488: 2487: 2480: 2446: 2445: 2441: 2399: 2398: 2389: 2363: 2362: 2353: 2311: 2310: 2303: 2261: 2260: 2251: 2229: 2228: 2224: 2182: 2181: 2158: 2116: 2115: 2111: 2104:10.1002/chir.12 2089: 2088: 2084: 2040: 2039: 2030: 1988: 1987: 1970: 1934: 1933: 1926: 1913:(5): 18, 20–2. 1907:MLO Med Lab Obs 1900: 1899: 1882: 1840: 1839: 1816: 1774: 1773: 1760: 1734: 1733: 1708: 1672: 1671: 1650: 1612: 1611: 1582: 1575: 1562: 1561: 1550: 1512: 1511: 1504: 1468: 1467: 1458: 1424: 1423: 1419: 1409: 1408: 1397: 1387: 1386: 1345: 1340: 1319: 1317:Further reading 1265: 1237: 1201:Central America 1189: 1163:(CI 45445) and 1141: 1111: 1039:Ferric chloride 1019:Ferric chloride 855: 839:differentiation 788: 729:cervical cancer 727:used to detect 689: 634: 595:counterstaining 573: 570: 569: 568: 564: 561: 560: 559: 555: 552: 551: 550: 548: 537:extracted from 524:natural black 1 522:), also called 474: 470: 458: 451: 446: 445: 444:  ?) 435: 431: 427: 423: 399: 389: 383: 377: 369: 355: 352: 347: 346: 335: 332: 331: 328: 322: 321: 318: 312: 311: 300: 282: 275: 266: 246: 233: 188: 168: 148: 135: 124: 111: 97: 89: 88: 28: 23: 22: 15: 12: 11: 5: 4124: 4122: 4114: 4113: 4108: 4103: 4098: 4093: 4088: 4083: 4073: 4072: 4066: 4065: 4063: 4062: 4057: 4051: 4049: 4045: 4044: 4041: 4040: 4038: 4037: 4032: 4027: 4021: 4019: 4015: 4014: 4012: 4011: 4006: 4001: 3996: 3991: 3985: 3983: 3976: 3975: 3970: 3965: 3960: 3955: 3938: 3933: 3927: 3925: 3921: 3920: 3918: 3917: 3908: 3899: 3889: 3887: 3883: 3882: 3880: 3879: 3873: 3871: 3867: 3866: 3860: 3858: 3857: 3850: 3843: 3835: 3826: 3825: 3823: 3822: 3817: 3811: 3809: 3805: 3804: 3802: 3801: 3796: 3791: 3786: 3780: 3778: 3774: 3773: 3771: 3770: 3765: 3763:Use of saffron 3759: 3757: 3753: 3752: 3750: 3749: 3744: 3739: 3734: 3729: 3724: 3719: 3714: 3709: 3704: 3699: 3694: 3689: 3684: 3679: 3674: 3669: 3664: 3659: 3654: 3649: 3644: 3638: 3636: 3632: 3631: 3629: 3628: 3623: 3618: 3613: 3608: 3603: 3598: 3593: 3588: 3583: 3578: 3572: 3570: 3566: 3565: 3556: 3554: 3552: 3551: 3542: 3533: 3528: 3523: 3514: 3509: 3504: 3499: 3494: 3489: 3480: 3475: 3474: 3473: 3459: 3454: 3448: 3446: 3442: 3441: 3436: 3434: 3433: 3426: 3419: 3411: 3402: 3401: 3399: 3398: 3393: 3388: 3382: 3380: 3376: 3375: 3373: 3372: 3370:Wright's stain 3367: 3366: 3365: 3360: 3355: 3345: 3340: 3335: 3330: 3325: 3320: 3315: 3310: 3305: 3300: 3299: 3298: 3293: 3283: 3278: 3273: 3267: 3265: 3261: 3260: 3258: 3257: 3251: 3250: 3249: 3248: 3243: 3241:Fast Green FCF 3238: 3233: 3228: 3209: 3207: 3201: 3200: 3198: 3197: 3196: 3195: 3190: 3189: 3188: 3183: 3173: 3172: 3171: 3169:Methylene blue 3166: 3160:Carbol fuchsin 3143: 3142: 3141: 3136: 3134:Gentian violet 3121: 3119: 3113: 3112: 3110: 3109: 3104: 3098: 3096: 3090: 3089: 3087: 3086: 3081: 3076: 3070: 3068: 3062: 3061: 3059: 3058: 3057: 3056: 3051: 3046: 3041: 3036: 3025: 3023: 3017: 3016: 3014: 3013: 3007: 3005: 2995: 2994: 2989: 2987: 2986: 2979: 2972: 2964: 2956: 2955: 2928:(4): 445–451. 2905: 2884: 2830: 2804: 2787: 2735: 2729:978-0940095007 2728: 2701: 2682:(3): 125–142. 2666: 2651: 2625: 2606: 2556: 2528: 2501:(2): 133–148. 2478: 2439: 2406:Histochemistry 2387: 2376:(11): 455–61. 2351: 2301: 2268:Histochemistry 2249: 2238:(1): 281–289. 2222: 2156: 2123:Histochemistry 2109: 2098:(1–2): 66–77. 2082: 2028: 1968: 1924: 1880: 1814: 1758: 1747:(1): 109–119. 1706: 1648: 1580: 1573: 1548: 1502: 1481:(4): 291–307. 1456: 1437:(384): 80–85. 1417: 1395: 1342: 1341: 1339: 1336: 1335: 1334: 1329: 1326: 1323: 1318: 1315: 1314: 1313: 1306: 1301: 1296: 1291: 1286: 1281: 1276: 1271: 1264: 1261: 1245:iron gall inks 1236: 1233: 1213:synthetic dyes 1188: 1185: 1153:celestine blue 1140: 1137: 1110: 1107: 1104: 1103: 1100: 1097: 1092: 1089: 1085: 1084: 1075: 1072: 1067: 1064: 1055: 1054: 1048:elastic fibers 1045: 1040: 1037: 1036:Verhoeff, 1908 1034: 1028: 1027: 1024: 1021: 1016: 1013: 1006: 1005: 998: 993: 992:Potassium alum 990: 987: 983: 982: 979: 974: 973:Potassium alum 971: 968: 964: 963: 957: 955:Mercuric oxide 952: 951:Potassium alum 949: 946: 942: 941: 938: 933: 930: 927: 920: 919: 916: 913: 908: 905: 899: 898: 892: 889: 887:Potassium alum 884: 881: 874: 873: 870: 867: 864: 861: 854: 851: 787: 784: 756:elastic fibers 688: 685: 633: 630: 571: 562: 553: 456: 453: 452: 447: 425: 424: 420:standard state 417: 414: 413: 410: 404: 403: 397: 391: 390: 387: 381: 375: 370: 365: 362: 361: 357: 356: 354: 353: 350: 342: 341: 340: 337: 336: 334: 333: 329: 326: 325: 323: 319: 316: 315: 307: 306: 305: 302: 301: 299: 298: 285: 283: 271: 268: 267: 265: 264: 256: 254: 248: 247: 245: 244: 236: 234: 226: 223: 222: 215: 209: 208: 198: 190: 189: 187: 186: 178: 176: 170: 169: 167: 166: 158: 156: 150: 149: 147: 146: 138: 136: 129: 126: 125: 123: 122: 114: 112: 107: 104: 103: 99: 98: 95: 91: 90: 74: 73: 67: 66: 62: 61: 53: 52: 44: 43: 26: 24: 14: 13: 10: 9: 6: 4: 3: 2: 4123: 4112: 4109: 4107: 4106:Staining dyes 4104: 4102: 4099: 4097: 4094: 4092: 4089: 4087: 4084: 4082: 4079: 4078: 4076: 4061: 4058: 4056: 4053: 4052: 4050: 4048:Brazilin-type 4046: 4036: 4033: 4031: 4028: 4026: 4023: 4022: 4020: 4016: 4010: 4007: 4005: 4002: 4000: 3997: 3995: 3992: 3990: 3987: 3986: 3984: 3980: 3974: 3971: 3969: 3966: 3964: 3963:Scillascillin 3961: 3959: 3956: 3954: 3950: 3946: 3942: 3939: 3937: 3934: 3932: 3929: 3928: 3926: 3922: 3916: 3912: 3911:Scillavones A 3909: 3907: 3903: 3900: 3898: 3894: 3891: 3890: 3888: 3884: 3878: 3875: 3874: 3872: 3868: 3864: 3856: 3851: 3849: 3844: 3842: 3837: 3836: 3833: 3821: 3818: 3816: 3813: 3812: 3810: 3806: 3800: 3797: 3795: 3792: 3790: 3787: 3785: 3782: 3781: 3779: 3775: 3769: 3766: 3764: 3761: 3760: 3758: 3754: 3748: 3745: 3743: 3740: 3738: 3737:Tyrian purple 3735: 3733: 3730: 3728: 3725: 3723: 3720: 3718: 3715: 3713: 3710: 3708: 3705: 3703: 3700: 3698: 3695: 3693: 3690: 3688: 3685: 3683: 3680: 3678: 3675: 3673: 3670: 3668: 3665: 3663: 3660: 3658: 3655: 3653: 3650: 3648: 3645: 3643: 3640: 3639: 3637: 3633: 3627: 3624: 3622: 3619: 3617: 3614: 3612: 3609: 3607: 3604: 3602: 3599: 3597: 3594: 3592: 3589: 3587: 3584: 3582: 3579: 3577: 3574: 3573: 3571: 3569:Types of dyes 3567: 3560: 3549: 3548: 3543: 3540: 3539: 3534: 3532: 3529: 3527: 3524: 3521: 3520: 3515: 3513: 3510: 3508: 3505: 3503: 3500: 3498: 3495: 3493: 3490: 3487: 3486: 3481: 3479: 3476: 3471: 3470: 3465: 3464: 3463: 3460: 3458: 3455: 3453: 3450: 3449: 3447: 3443: 3439: 3432: 3427: 3425: 3420: 3418: 3413: 3412: 3409: 3397: 3394: 3392: 3389: 3387: 3384: 3383: 3381: 3377: 3371: 3368: 3364: 3361: 3359: 3356: 3354: 3351: 3350: 3349: 3346: 3344: 3341: 3339: 3336: 3334: 3333:Movat's stain 3331: 3329: 3328:Moeller stain 3326: 3324: 3321: 3319: 3316: 3314: 3311: 3309: 3306: 3304: 3303:Janus Green B 3301: 3297: 3294: 3292: 3289: 3288: 3287: 3286:H&E stain 3284: 3282: 3279: 3277: 3274: 3272: 3271:Cresyl violet 3269: 3268: 3266: 3262: 3256: 3253: 3252: 3247: 3244: 3242: 3239: 3237: 3234: 3232: 3229: 3227: 3224: 3223: 3222: 3218: 3214: 3211: 3210: 3208: 3206: 3202: 3194: 3191: 3187: 3184: 3182: 3179: 3178: 3177: 3174: 3170: 3167: 3165: 3161: 3158: 3157: 3156: 3155:Kinyoun stain 3152: 3149: 3148: 3147: 3144: 3140: 3137: 3135: 3131: 3130:Methyl violet 3128: 3127: 3126: 3123: 3122: 3120: 3118: 3114: 3108: 3105: 3103: 3100: 3099: 3097: 3095: 3091: 3085: 3082: 3080: 3077: 3075: 3072: 3071: 3069: 3067: 3066:Carbohydrates 3063: 3055: 3054:Sudan Black B 3052: 3050: 3047: 3045: 3042: 3040: 3037: 3035: 3032: 3031: 3030: 3027: 3026: 3024: 3022: 3018: 3012: 3009: 3008: 3006: 3004: 3000: 2996: 2992: 2985: 2980: 2978: 2973: 2971: 2966: 2965: 2962: 2951: 2947: 2943: 2939: 2935: 2931: 2927: 2923: 2916: 2914: 2912: 2910: 2906: 2901: 2897: 2896: 2888: 2885: 2880: 2876: 2871: 2866: 2862: 2858: 2855:(9): 716–20. 2854: 2850: 2849:J Clin Pathol 2846: 2839: 2837: 2835: 2831: 2826: 2822: 2821: 2813: 2811: 2809: 2805: 2800: 2799: 2791: 2788: 2783: 2779: 2774: 2769: 2765: 2761: 2757: 2753: 2752:J Clin Pathol 2749: 2742: 2740: 2736: 2731: 2725: 2721: 2714: 2712: 2710: 2708: 2706: 2702: 2697: 2693: 2689: 2685: 2681: 2677: 2670: 2667: 2662: 2658: 2654: 2648: 2644: 2640: 2636: 2629: 2626: 2621: 2617: 2610: 2607: 2602: 2598: 2594: 2590: 2586: 2582: 2578: 2574: 2570: 2563: 2561: 2557: 2552: 2545: 2543: 2541: 2539: 2537: 2535: 2533: 2529: 2524: 2520: 2516: 2512: 2508: 2504: 2500: 2496: 2492: 2485: 2483: 2479: 2474: 2470: 2466: 2462: 2459:(3): 137–42. 2458: 2454: 2453:Stain Technol 2450: 2443: 2440: 2435: 2431: 2427: 2423: 2419: 2415: 2412:(4): 319–28. 2411: 2407: 2403: 2396: 2394: 2392: 2388: 2383: 2379: 2375: 2371: 2367: 2360: 2358: 2356: 2352: 2347: 2343: 2339: 2335: 2331: 2327: 2323: 2319: 2315: 2308: 2306: 2302: 2297: 2293: 2289: 2285: 2281: 2277: 2274:(5): 353–64. 2273: 2269: 2265: 2258: 2256: 2254: 2250: 2245: 2241: 2237: 2233: 2226: 2223: 2218: 2214: 2210: 2206: 2202: 2198: 2194: 2190: 2186: 2179: 2177: 2175: 2173: 2171: 2169: 2167: 2165: 2163: 2161: 2157: 2152: 2148: 2144: 2140: 2136: 2132: 2129:(3): 215–28. 2128: 2124: 2120: 2113: 2110: 2105: 2101: 2097: 2093: 2086: 2083: 2078: 2074: 2070: 2066: 2061: 2056: 2052: 2048: 2044: 2037: 2035: 2033: 2029: 2024: 2020: 2016: 2012: 2008: 2004: 2000: 1996: 1992: 1985: 1983: 1981: 1979: 1977: 1975: 1973: 1969: 1964: 1960: 1955: 1950: 1946: 1942: 1938: 1931: 1929: 1925: 1920: 1916: 1912: 1908: 1904: 1897: 1895: 1893: 1891: 1889: 1887: 1885: 1881: 1876: 1872: 1868: 1864: 1860: 1856: 1853:(4): 159–77. 1852: 1848: 1844: 1837: 1835: 1833: 1831: 1829: 1827: 1825: 1823: 1821: 1819: 1815: 1810: 1806: 1802: 1798: 1794: 1790: 1786: 1782: 1778: 1771: 1769: 1767: 1765: 1763: 1759: 1754: 1750: 1746: 1742: 1738: 1731: 1729: 1727: 1725: 1723: 1721: 1719: 1717: 1715: 1713: 1711: 1707: 1702: 1698: 1693: 1688: 1684: 1680: 1676: 1669: 1667: 1665: 1663: 1661: 1659: 1657: 1655: 1653: 1649: 1644: 1640: 1636: 1632: 1628: 1624: 1620: 1616: 1609: 1607: 1605: 1603: 1601: 1599: 1597: 1595: 1593: 1591: 1589: 1587: 1585: 1581: 1576: 1574:9780300191875 1570: 1566: 1559: 1557: 1555: 1553: 1549: 1544: 1540: 1536: 1532: 1528: 1524: 1520: 1516: 1509: 1507: 1503: 1498: 1494: 1489: 1484: 1480: 1476: 1472: 1465: 1463: 1461: 1457: 1452: 1448: 1444: 1440: 1436: 1432: 1428: 1421: 1418: 1413: 1406: 1404: 1402: 1400: 1396: 1391: 1384: 1382: 1380: 1378: 1376: 1374: 1372: 1370: 1368: 1366: 1364: 1362: 1360: 1358: 1356: 1354: 1352: 1350: 1348: 1344: 1337: 1333: 1330: 1327: 1324: 1321: 1320: 1316: 1312: 1311: 1307: 1305: 1302: 1300: 1297: 1295: 1292: 1290: 1287: 1285: 1284:H&E stain 1282: 1280: 1277: 1275: 1272: 1270: 1267: 1266: 1262: 1260: 1258: 1254: 1250: 1249:William Lewis 1246: 1242: 1234: 1232: 1230: 1226: 1222: 1218: 1214: 1210: 1206: 1202: 1198: 1194: 1186: 1184: 1182: 1178: 1174: 1170: 1166: 1162: 1158: 1154: 1150: 1146: 1138: 1136: 1133: 1128: 1124: 1120: 1116: 1108: 1101: 1099:Sodium iodate 1098: 1096: 1093: 1090: 1087: 1086: 1083: 1079: 1076: 1073: 1071: 1068: 1066:Mallory, 1897 1065: 1063: 1060: 1057: 1056: 1053: 1049: 1046: 1044: 1041: 1038: 1035: 1033: 1030: 1029: 1025: 1022: 1020: 1017: 1015:Weigert, 1904 1014: 1011: 1008: 1007: 1003: 999: 997: 994: 991: 989:Carazzi, 1911 988: 985: 984: 980: 978: 975: 972: 969: 966: 965: 962: 958: 956: 953: 950: 947: 944: 943: 939: 937: 936:Sodium iodate 934: 931: 928: 925: 922: 921: 917: 914: 912: 911:Ammonium alum 909: 907:Prudden, 1855 906: 904: 901: 900: 897: 893: 890: 888: 885: 883:Ehrlich, 1886 882: 879: 876: 875: 871: 868: 865: 862: 859: 858: 852: 850: 848: 844: 840: 836: 832: 827: 825: 821: 817: 813: 809: 805: 804:sodium iodate 801: 792: 785: 783: 781: 777: 773: 769: 765: 761: 757: 753: 749: 745: 741: 737: 732: 730: 726: 722: 718: 714: 710: 706: 698: 693: 686: 684: 682: 678: 672: 670: 666: 662: 658: 654: 646: 642: 638: 631: 629: 627: 623: 618: 616: 612: 608: 604: 600: 596: 592: 588: 584: 580: 546: 545: 540: 536: 532: 530: 525: 519: 468: 465: 462: 450: 443: 438: 421: 415: 411: 409: 408:Melting point 406: 405: 398: 396: 393: 392: 371: 368: 364: 363: 358: 349: 345: 338: 324: 314: 310: 303: 295: 291: 290:DTXSID8020678 287: 286: 284: 274: 270: 269: 262: 258: 257: 255: 253: 250: 249: 242: 238: 237: 235: 229: 225: 224: 220: 216: 214: 211: 210: 206: 202: 199: 197: 195:ECHA InfoCard 192: 191: 184: 180: 179: 177: 175: 172: 171: 164: 160: 159: 157: 155: 152: 151: 144: 140: 139: 137: 133: 128: 127: 120: 116: 115: 113: 110: 106: 105: 100: 92: 86: 82: 78: 72: 68: 63: 59: 54: 50: 45: 41: 36: 33:Haematoxylin 30: 19: 4086:Natural dyes 4060:Haematoxylin 4059: 3820:List of dyes 3692:Dyer's broom 3647:Black walnut 3396:Chromophobic 3348:Silver stain 3308:Giemsa stain 3291:Haematoxylin 3290: 2925: 2921: 2894: 2887: 2852: 2848: 2819: 2797: 2790: 2758:(7): 527–8. 2755: 2751: 2719: 2679: 2675: 2669: 2634: 2628: 2619: 2615: 2609: 2576: 2572: 2550: 2498: 2494: 2456: 2452: 2442: 2409: 2405: 2373: 2369: 2324:(1): 65–82. 2321: 2317: 2271: 2267: 2235: 2231: 2225: 2195:(1): 55–63. 2192: 2188: 2126: 2122: 2112: 2095: 2091: 2085: 2050: 2046: 2001:(4): 135–7. 1998: 1994: 1944: 1940: 1910: 1906: 1850: 1846: 1787:(1): 12–32. 1784: 1780: 1744: 1740: 1682: 1678: 1621:(2): 73–80. 1618: 1614: 1564: 1518: 1514: 1478: 1474: 1434: 1430: 1420: 1411: 1389: 1308: 1238: 1190: 1159:(CI 51030), 1157:gallocyanine 1155:(CI 51050), 1149:World War II 1142: 1112: 1012:Haematoxylin 948:Harris, 1900 926:Haematoxylin 880:Haematoxylin 872:Typical use 860:Formula name 838: 834: 830: 828: 799: 797: 733: 702: 677:pathologists 673: 650: 644: 640: 619: 542: 527: 523: 466: 461:Haematoxylin 460: 459: 163:ChEMBL477197 102:Identifiers 94:Other names 84: 80: 76: 29: 4101:Polyphenols 4091:Phenol dyes 3958:Sappanone A 3601:Substantive 3519:Rƍketsuzome 3512:Ring dyeing 3386:Acidophilic 3338:Neutral red 3323:Methyl blue 3186:Rhodamine B 3079:Mucicarmine 3074:Alcian blue 3029:Sudan stain 3003:hemosiderin 2579:(1): 7–18. 2232:Tetrahedron 2053:(1): 9–19. 1947:(1): 1–21. 1685:(1): 4–14. 1304:Natural dye 1145:World War I 1125:. In 1863, 929:Mayer, 1903 831:progressive 776:cell nuclei 758:, and acid 653:synthesized 617:specimens. 467:hematoxylin 412:100-120 °C 360:Properties 219:Hematoxylin 201:100.007.490 18:Hematoxylin 4075:Categories 3893:Autumnalin 3777:Craft dyes 3538:Tsutsugaki 3445:Techniques 3391:Basophilic 3246:Sirius Red 3181:Auramine O 3125:Gram stain 3107:Thioflavin 1338:References 1332:Stainsfile 1132:Paul Mayer 1123:microscope 970:Cole, 1943 835:regressive 820:molybdenum 395:Molar mass 261:YKM8PY2Z55 174:ChemSpider 130:3D model ( 109:CAS Number 4081:Catechols 3902:Punctatin 3861:Types of 3808:Reference 3662:Cochineal 3652:Bloodroot 3621:Discharge 3478:Kalamkari 3146:Acid-fast 3102:Congo red 3049:Oil Red O 3039:Sudan III 2950:0377-0486 2696:0038-9153 2661:1574-9053 2622:(3): 777. 2601:207513639 2092:Chirality 2069:0147-8885 1963:1472-3581 1875:205713596 1753:2499-8281 1543:0377-0486 1497:0360-9081 1289:Haematein 1274:Histology 1217:lightfast 1113:In 1758, 1059:Mallory's 1010:Weigert's 1004:sections 878:Ehrlich's 863:Reference 808:aluminium 772:chromatin 770:, stains 744:ribosomes 713:histology 626:haematein 607:histology 591:histology 539:heartwood 4055:Brazilin 3877:Sappanol 3732:Turmeric 3677:Dyewoods 3657:Brazilin 3616:Disperse 3591:Reactive 3485:Katazome 3164:Fuchsine 3139:Safranin 3117:Bacteria 3044:Sudan IV 3034:Sudan II 2782:10605407 2593:19657780 2523:13481905 2515:29320873 2434:29628388 2338:19568968 2209:19562570 2151:23504301 2077:26801839 2023:28563610 2015:19384743 1919:16761865 1867:19579146 1809:26847314 1801:24406626 1701:30001639 1643:20338201 1635:16195172 1263:See also 1257:Van Gogh 1225:copperas 1173:brazilin 816:tungsten 764:oxidized 748:collagen 725:PAP test 721:cytology 622:oxidized 615:cytology 585:, as an 535:compound 183:21106443 119:517-28-2 87:)-pentol 3936:Eucomol 3931:Eucomin 3794:Procion 3789:Inkodye 3756:History 3727:Saffron 3712:Logwood 3687:Gamboge 3667:Cudbear 3626:Pigment 3596:Solvent 3581:Natural 3531:Tie-dye 3526:Shibori 3497:Mordant 3492:Leheria 3296:Eosin Y 3276:Cyanine 3094:Amyloid 2930:Bibcode 2879:9389971 2473:4135791 2426:1708749 2382:4139897 2346:5297820 2296:7384777 2288:2430916 2217:7698557 2143:1717413 1523:Bibcode 1439:Bibcode 1431:Analyst 1229:sutures 1209:Spanish 1207:by the 1169:mordant 1161:gallein 1143:During 1023:Natural 924:Mayer's 915:Natural 896:H&E 891:Natural 866:Mordant 843:ethanol 800:ripened 768:mordant 736:nuclear 669:solvent 665:alcohol 647:) chips 641:Logwood 577:. This 533:, is a 442:what is 440: ( 400:302.282 228:PubChem 3717:Madder 3707:Kermes 3702:Indigo 3682:Fustic 3606:Sulfur 3507:Resist 3469:Kasuri 3457:Dyeing 3438:Dyeing 3021:Lipids 2948:  2877:  2870:500167 2867:  2780:  2773:501496 2770:  2726:  2694:  2659:  2649:  2599:  2591:  2521:  2513:  2471:  2432:  2424:  2380:  2344:  2336:  2294:  2286:  2215:  2207:  2149:  2141:  2075:  2067:  2021:  2013:  1961:  1917:  1873:  1865:  1807:  1799:  1751:  1699:  1641:  1633:  1571:  1541:  1495:  1221:indigo 1205:Europe 1197:Aztecs 1193:Mayans 1078:Fibrin 1052:myelin 1043:Iodine 1002:biopsy 977:Iodine 760:mucins 752:myelin 437:verify 434:  344:SMILES 154:ChEMBL 65:Names 3784:Dylon 3697:Henna 3672:Cutch 3547:YĆ«zen 3452:Batik 3264:Other 2597:S2CID 2519:S2CID 2430:S2CID 2342:S2CID 2292:S2CID 2213:S2CID 2147:S2CID 2073:S2CID 2019:S2CID 1871:S2CID 1805:S2CID 1639:S2CID 1279:Eosin 705:eosin 667:as a 661:ether 657:steam 624:form 599:eosin 597:with 531:75290 309:InChI 241:10603 132:JSmol 3951:and 3913:and 3904:and 3895:and 3747:Woad 3742:Weld 3586:Acid 3576:Dyes 3462:Ikat 2999:Iron 2946:ISSN 2875:PMID 2778:PMID 2724:ISBN 2692:ISSN 2657:ISSN 2647:ISBN 2589:PMID 2511:PMID 2469:PMID 2422:PMID 2378:PMID 2334:PMID 2284:PMID 2205:PMID 2139:PMID 2065:ISSN 2011:PMID 1959:ISSN 1915:PMID 1863:PMID 1797:PMID 1749:ISSN 1697:PMID 1631:PMID 1569:ISBN 1539:ISSN 1493:ISSN 1241:inks 1195:and 845:and 824:lead 822:and 812:iron 529:C.I. 252:UNII 213:MeSH 79:,11b 3799:Rit 3611:Vat 2938:doi 2900:180 2865:PMC 2857:doi 2825:488 2768:PMC 2760:doi 2684:doi 2639:doi 2581:doi 2503:doi 2461:doi 2414:doi 2326:doi 2276:doi 2240:doi 2197:doi 2131:doi 2100:doi 2055:doi 2003:doi 1949:doi 1945:122 1855:doi 1789:doi 1687:doi 1623:doi 1531:doi 1483:doi 1447:doi 1199:in 774:in 663:or 587:ink 526:or 278:EPA 231:CID 75:(6a 4077:: 3947:, 3943:, 3215:: 2944:. 2936:. 2926:41 2924:. 2908:^ 2873:. 2863:. 2853:50 2851:. 2847:. 2833:^ 2807:^ 2776:. 2766:. 2756:52 2754:. 2750:. 2738:^ 2704:^ 2690:. 2680:18 2678:. 2655:. 2645:. 2618:. 2595:. 2587:. 2577:85 2575:. 2571:. 2559:^ 2531:^ 2517:. 2509:. 2499:93 2497:. 2493:. 2481:^ 2467:. 2457:49 2455:. 2451:. 2428:. 2420:. 2410:95 2408:. 2404:. 2390:^ 2374:40 2372:. 2368:. 2354:^ 2340:. 2332:. 2322:85 2320:. 2316:. 2304:^ 2290:. 2282:. 2272:85 2270:. 2266:. 2252:^ 2236:26 2234:. 2211:. 2203:. 2193:85 2191:. 2187:. 2159:^ 2145:. 2137:. 2127:96 2125:. 2121:. 2096:10 2094:. 2071:. 2063:. 2051:32 2049:. 2045:. 2031:^ 2017:. 2009:. 1999:84 1997:. 1993:. 1971:^ 1957:. 1943:. 1939:. 1927:^ 1911:38 1909:. 1905:. 1883:^ 1869:. 1861:. 1851:84 1849:. 1845:. 1817:^ 1803:. 1795:. 1785:22 1783:. 1779:. 1761:^ 1743:. 1739:. 1709:^ 1695:. 1683:27 1681:. 1677:. 1651:^ 1637:. 1629:. 1619:80 1617:. 1583:^ 1551:^ 1537:. 1529:. 1519:47 1517:. 1505:^ 1491:. 1479:11 1477:. 1473:. 1459:^ 1445:. 1435:33 1433:. 1429:. 1398:^ 1346:^ 1231:. 1080:, 1050:, 849:. 826:. 818:, 814:, 780:pH 754:, 750:, 746:, 742:, 731:. 563:14 554:16 482:iː 464:or 382:14 376:16 3953:D 3949:C 3945:B 3915:B 3854:e 3847:t 3840:v 3430:e 3423:t 3416:v 3219:/ 3162:/ 3153:/ 3132:/ 3001:/ 2983:e 2976:t 2969:v 2952:. 2940:: 2932:: 2902:. 2881:. 2859:: 2827:. 2784:. 2762:: 2732:. 2698:. 2686:: 2663:. 2641:: 2620:3 2603:. 2583:: 2525:. 2505:: 2475:. 2463:: 2436:. 2416:: 2384:. 2348:. 2328:: 2298:. 2278:: 2246:. 2242:: 2219:. 2199:: 2153:. 2133:: 2106:. 2102:: 2079:. 2057:: 2025:. 2005:: 1965:. 1951:: 1921:. 1877:. 1857:: 1811:. 1791:: 1755:. 1745:2 1703:. 1689:: 1645:. 1625:: 1577:. 1545:. 1533:: 1525:: 1499:. 1485:: 1453:. 1449:: 1441:: 699:. 643:( 572:6 567:O 558:H 549:C 518:/ 515:n 512:ÉȘ 509:l 506:ÉȘ 503:s 500:k 497:ɒ 494:t 491:ˈ 488:ə 485:m 479:h 476:ˌ 473:/ 469:( 432:N 388:6 385:O 379:H 373:C 280:) 276:( 134:) 85:H 81:R 77:S 20:)

Index

Hematoxylin
Haematoxylin powder
Skeletal formula of haematoxylin
Ball-and-stick model of the haematoxylin molecule
Preferred IUPAC name
CAS Number
517-28-2
JSmol
Interactive image
ChEMBL
ChEMBL477197
ChemSpider
21106443
ECHA InfoCard
100.007.490
Edit this at Wikidata
MeSH
Hematoxylin
PubChem
10603
UNII
YKM8PY2Z55
CompTox Dashboard
DTXSID8020678
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
Melting point

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