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Phloxine

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229: 154: 356: 35: 643:, the dye is unable to entere cell because of their membranes. Dead yeast cells lose membrane integrity, so phloxine B can enter and stain the intracellular cytosolic compounds. Therefore, staining is a measure of cell death. In cell counting assays, the number of fluorescent (i.e. dead) cells observed through a 111: 369: 647:
can be compared to the total number of cells to give a measure of mortality. The same principle can be applied at higher throughput by fluorescence-activated
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Cyanosin; Cyanosine; Eosine bluish; Eosine Blue; Cyanosin B; Eosin Blue; Phloxine P; Phloxin B; Eosine I Bluish; Acid red 92; C.I. 45410; D & C Red no. 28
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Leive, Loretta; Kollin, Virginia (July 1967). "Controlling EDTA treatment to produce permeable escherichia coli with normal metabolic processes".
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Duarte, Paulo; Ferreira, Diana P.; Ferreira Machado, Isabel; Filipe, Luis; Ferreira, Vieira; Rodríguez, Hernan B.; San Román, Enrique (2012).
843:"In Vitro Antibacterial Activities of Phloxine B and Other Halogenated Fluoresceins against Methicillin-Resistant Staphylococcus aureus" 1012: 526:
of 25 μM, growth is reduced by 10-fold within 2.5 hours. At concentrations of 50 μM and 100 μM, growth is stopped completely and
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Coppeta, J.; Rogers, C. (1998). "Dual emission laser induced fluorescence for direct planar scalar behavior measurements".
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are formed. These compounds cause irreversible damage to the bacteria, leading to growth arrest and cell death.
1221: 625: 1201: 149: 1216: 602: 578: 1206: 514: 1149: 1049: 804: 47: 921:"Expanding the bactericidal action of the food color additive phloxine B to gram-negative bacteria" 570: 224: 77: 820: 598: 562: 891: 1211: 1177: 1118: 1077: 1018: 1008: 977: 942: 872: 777: 498: 468: 444: 1167: 1157: 1108: 1067: 1057: 1000: 969: 932: 862: 854: 812: 767: 757: 724: 605:, removes the phloxine B resistance and allows gram-negative bacteria to be killed as well. 543: 334: 266: 1036:
Guérin, Renée; Beauregard, Pascale B.; Leroux, Alexandre; Rokeach, Luis A. (16 July 2009).
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creates a permeability barrier that prevents efficient uptake of the compound. Addition of
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The Code of Federal Regulations of the United States of America, Title 21, Part 74.1328
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Minois, Nadège; Frajnt, Magdalena; Wilson, Chris; Vaupel, James W. (11 January 2005).
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maximum around 564 nm. Apart from industrial use, phloxine B has functions as an
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C1=C2C(=C(C(=C1Br))Br)OC3=C(C(=C(C=C3C24C5=C(C(=C(C(=C5Cl)Cl)Cl)Cl)C(=O)O4)Br))Br..
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Proceedings of the National Academy of Sciences of the United States of America
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Noda, Takeshi (2008). "Chapter 2 Viability Assays to Monitor Yeast Autophagy".
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deems phloxine B to be safe up to a daily dosage of 1.25 mg/kg.
746:"Phloxine B as a Probe for Entrapment in Microcrystalline Cellulose" 346:
Except where otherwise noted, data are given for materials in their
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Kwolek-Mirek, Magdalena; Zadrag-Tecza, Renata (September 2014).
655:), where all phloxine B-stained cells in a sample are counted. 404: 554: 400: 997:
Autophagy: Lower Eukaryotes and Non-Mammalian Systems, Part A
459:. For example, it is used in hematoxylin-phloxine-saffron ( 212: 717:
Food Hygiene and Safety Science (Shokuhin Eiseigaku Zasshi)
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Disodium 2′,4′,5′,7′-tetrabromo-4,5,6,7-tetrachloro-3-oxo-3
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Phloxine B can be used to stain dead cells of several
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Biochemical and Biophysical Research Communications
530:decrease by a factor of 10 to 10. For humans, the 713:"Thin Layer Chromatography of Synthetic Dyes (X)" 174: 56:-spirobenzofuran-1,9′-xanthene]-3′,6′-bis(olate) 86: 914: 912: 836: 834: 692:. U S Government Printing Office. p. 296 8: 925:FEMS Immunology & Medical Microbiology 581:are phloxine B-resistant due to the outer 227: 152: 26: 1171: 1161: 1112: 1071: 1061: 936: 866: 771: 761: 728: 565:. When phloxine B is subjected to light, 194: 841:Rasooly, Avraham; Weisz, Adrian (2002). 542:Bacteria exposed to phloxine B die from 427:atoms at positions 2, 4, 5 and 7 of the 664: 248: 223: 423:, but differs by the presence of four 143: 847:Antimicrobial Agents and Chemotherapy 686:Food and Drug Administration (2001). 681: 679: 130: 7: 165: 443:maximum around 540 nm and an 25: 859:10.1128/AAC.46.11.3650-3653.2002 524:minimum inhibitory concentration 354: 290: 278: 33: 919:Rasooly, Reuven (August 2005). 350:(at 25 °C , 100 kPa). 284: 597:, which is known to strip the 302: 296: 272: 1: 1005:10.1016/S0076-6879(08)03202-3 1063:10.1371/journal.pone.0006244 974:10.1016/0006-291x(67)90434-2 938:10.1016/j.femsim.2005.04.004 896:Narkive Mailing List Archive 532:Food and Drug Administration 1238: 612: 585:that surrounds them. This 391:(commonly known simply as 763:10.3390/molecules17021602 730:10.3358/shokueishi.11.242 632:Schizosaccharomyces pombe 344: 259: 239: 70: 62: 46: 41: 32: 672:Phloxine B (Acid red 92) 626:Saccharomyces cerevisiae 475:Antimicrobial properties 463:) staining to color the 1163:10.1073/pnas.0408332102 1114:10.1111/1567-1364.12202 579:Gram-negative bacteria 561:to positively charged 817:10.1007/s003480050202 797:Experiments in Fluids 613:Further information: 603:membrane permeability 550:in water to become a 515:Staphylococcus aureus 419:. It is derived from 415:and coloring food in 890:Borgerink, Hermina. 711:Kamikura, M (1970). 609:Measure of viability 480:Lethal dosage levels 328:Red to brown powder 48:Preferred IUPAC name 1154:2005PNAS..102..402M 1101:FEMS Yeast Research 1054:2009PLoSO...4.6244G 809:1998ExFl...25....1C 599:lipopolysaccharides 563:cellular components 538:Mechanism of action 488:, phloxine B has a 484:In the presence of 335:Solubility in water 320: g·mol 29: 552:negatively charged 471:in shades of red. 403:used for coloring 377:Infobox references 27: 853:(11): 3650–3653. 499:Bacillus subtilis 496:strains, such as 469:connective tissue 385:Chemical compound 383: 382: 208:CompTox Dashboard 112:Interactive image 16:(Redirected from 1229: 1186: 1185: 1175: 1165: 1133: 1127: 1126: 1116: 1107:(7): 1068–1079. 1092: 1086: 1085: 1075: 1065: 1033: 1027: 1026: 992: 986: 985: 957: 951: 950: 940: 916: 907: 906: 904: 902: 887: 881: 880: 870: 838: 829: 828: 792: 786: 785: 775: 765: 756:(2): 1602–1616. 741: 735: 734: 732: 708: 702: 701: 699: 697: 683: 674: 669: 544:oxidative damage 522:) strains. At a 457:biological stain 439:ring. It has an 367: 361: 358: 357: 319: 304: 298: 292: 286: 280: 274: 267:Chemical formula 232: 231: 216: 214: 198: 178: 167: 156: 145: 134: 114: 90: 37: 30: 21: 1237: 1236: 1232: 1231: 1230: 1228: 1227: 1226: 1222:Spiro compounds 1192: 1191: 1190: 1189: 1135: 1134: 1130: 1094: 1093: 1089: 1035: 1034: 1030: 1015: 994: 993: 989: 959: 958: 954: 918: 917: 910: 900: 898: 889: 888: 884: 840: 839: 832: 794: 793: 789: 743: 742: 738: 710: 709: 705: 695: 693: 685: 684: 677: 670: 666: 661: 617: 615:Viability assay 611: 540: 505:Bacillus cereus 482: 477: 386: 379: 374: 373: 372:  ?) 363: 359: 355: 351: 337: 317: 307: 301: 295: 289: 283: 277: 269: 255: 252: 247: 246: 235: 217: 210: 201: 181: 168: 137: 117: 104: 93: 80: 66: 58: 57: 23: 22: 18:Eosine i bluish 15: 12: 11: 5: 1235: 1233: 1225: 1224: 1219: 1214: 1209: 1204: 1202:Organobromides 1194: 1193: 1188: 1187: 1148:(2): 402–406. 1128: 1087: 1028: 1013: 987: 968:(2): 229–236. 952: 931:(2): 239–244. 908: 882: 830: 787: 736: 723:(4): 242–248. 703: 675: 663: 662: 660: 657: 649:flow cytometry 645:haemocytometer 610: 607: 587:polysaccharide 575:singlet oxygen 539: 536: 508:, and several 481: 478: 476: 473: 431:ring and four 384: 381: 380: 375: 353: 352: 348:standard state 345: 342: 341: 338: 333: 330: 329: 326: 322: 321: 315: 309: 308: 305: 299: 293: 287: 281: 275: 270: 265: 262: 261: 257: 256: 254: 253: 250: 242: 241: 240: 237: 236: 234: 233: 220: 218: 206: 203: 202: 200: 199: 191: 189: 183: 182: 180: 179: 171: 169: 161: 158: 157: 147: 139: 138: 136: 135: 127: 125: 119: 118: 116: 115: 107: 105: 98: 95: 94: 92: 91: 83: 81: 76: 73: 72: 68: 67: 64: 60: 59: 51: 50: 44: 43: 39: 38: 24: 14: 13: 10: 9: 6: 4: 3: 2: 1234: 1223: 1220: 1218: 1217:Fluorone dyes 1215: 1213: 1210: 1208: 1205: 1203: 1200: 1199: 1197: 1183: 1179: 1174: 1169: 1164: 1159: 1155: 1151: 1147: 1143: 1139: 1132: 1129: 1124: 1120: 1115: 1110: 1106: 1102: 1098: 1091: 1088: 1083: 1079: 1074: 1069: 1064: 1059: 1055: 1051: 1047: 1043: 1039: 1032: 1029: 1024: 1020: 1016: 1014:9780123745484 1010: 1006: 1002: 998: 991: 988: 983: 979: 975: 971: 967: 963: 956: 953: 948: 944: 939: 934: 930: 926: 922: 915: 913: 909: 897: 893: 886: 883: 878: 874: 869: 864: 860: 856: 852: 848: 844: 837: 835: 831: 826: 822: 818: 814: 810: 806: 802: 798: 791: 788: 783: 779: 774: 769: 764: 759: 755: 751: 747: 740: 737: 731: 726: 722: 718: 714: 707: 704: 691: 690: 682: 680: 676: 673: 668: 665: 658: 656: 654: 650: 646: 642: 638: 634: 633: 628: 627: 622: 616: 608: 606: 604: 601:and increase 600: 596: 592: 591:lipid bilayer 588: 584: 583:cell membrane 580: 576: 572: 571:free radicals 568: 567:debromination 564: 560: 556: 553: 549: 546:. Phloxine B 545: 537: 535: 533: 529: 525: 521: 517: 516: 511: 507: 506: 501: 500: 495: 494:gram-positive 491: 487: 479: 474: 472: 470: 466: 462: 458: 454: 450: 449:antimicrobial 446: 442: 438: 437:carboxyphenyl 435:atoms in the 434: 430: 426: 422: 418: 414: 413:United States 410: 406: 402: 398: 397:water-soluble 394: 390: 378: 371: 366: 349: 343: 339: 336: 332: 331: 327: 324: 323: 316: 314: 311: 310: 271: 268: 264: 263: 258: 249: 245: 238: 230: 226: 225:DTXSID1031090 222: 221: 219: 209: 205: 204: 197: 193: 192: 190: 188: 185: 184: 177: 173: 172: 170: 164: 160: 159: 155: 151: 148: 146: 144:ECHA InfoCard 141: 140: 133: 129: 128: 126: 124: 121: 120: 113: 109: 108: 106: 102: 97: 96: 89: 85: 84: 82: 79: 75: 74: 69: 61: 55: 49: 45: 40: 36: 31: 19: 1207:Chloroarenes 1145: 1141: 1131: 1104: 1100: 1090: 1048:(7): e6244. 1045: 1041: 1031: 996: 990: 965: 961: 955: 928: 924: 899:. Retrieved 895: 885: 850: 846: 800: 796: 790: 753: 749: 739: 720: 716: 706: 694:. Retrieved 688: 667: 641:growth media 630: 624: 623:, including 618: 541: 513: 503: 497: 490:bactericidal 483: 392: 388: 387: 71:Identifiers 63:Other names 53: 892:"HPS stain" 803:(1): 1–15. 569:occurs and 528:cell counts 512:-resistant 510:methicillin 451:substance, 421:fluorescein 325:Appearance 260:Properties 150:100.038.490 132:CHEBI:87192 1196:Categories 659:References 492:effect on 441:absorption 389:Phloxine B 313:Molar mass 196:767IP0Y5NH 99:3D model ( 88:18472-87-2 78:CAS Number 750:Molecules 639:in yeast 465:cytoplasm 453:viability 409:cosmetics 28:Phloxine 1212:Lactones 1182:15625107 1123:25154541 1082:19606215 1042:PLOS ONE 1023:19185710 947:15949926 901:18 April 877:12384384 825:37649159 782:22314381 696:15 April 589:-coated 455:dye and 445:emission 433:chlorine 429:xanthene 393:phloxine 340:Soluble 1150:Bibcode 1073:2705804 1050:Bibcode 982:4166571 805:Bibcode 773:6268435 637:diluted 635:. When 548:ionizes 425:bromine 411:in the 395:) is a 370:what is 368: ( 176:6433718 163:PubChem 1180:  1173:544282 1170:  1121:  1080:  1070:  1021:  1011:  980:  945:  875:  868:128710 865:  823:  780:  770:  621:yeasts 365:verify 362:  318:829.63 244:SMILES 42:Names 821:S2CID 559:binds 557:that 486:light 417:Japan 405:drugs 123:ChEBI 101:JSmol 1178:PMID 1119:PMID 1078:PMID 1019:PMID 1009:ISBN 978:PMID 943:PMID 903:2016 873:PMID 778:PMID 698:2016 653:FACS 629:and 595:EDTA 573:and 520:MRSA 467:and 407:and 399:red 187:UNII 1168:PMC 1158:doi 1146:102 1109:doi 1068:PMC 1058:doi 1001:doi 970:doi 933:doi 863:PMC 855:doi 813:doi 768:PMC 758:doi 725:doi 555:ion 461:HPS 401:dye 213:EPA 166:CID 1198:: 1176:. 1166:. 1156:. 1144:. 1140:. 1117:. 1105:14 1103:. 1099:. 1076:. 1066:. 1056:. 1044:. 1040:. 1017:. 1007:. 976:. 966:28 964:. 941:. 929:45 927:. 923:. 911:^ 894:. 871:. 861:. 851:46 849:. 845:. 833:^ 819:. 811:. 801:25 799:. 776:. 766:. 754:17 752:. 748:. 721:11 719:. 715:. 678:^ 502:, 297:Na 291:Cl 285:Br 276:20 1184:. 1160:: 1152:: 1125:. 1111:: 1084:. 1060:: 1052:: 1046:4 1025:. 1003:: 984:. 972:: 949:. 935:: 905:. 879:. 857:: 827:. 815:: 807:: 784:. 760:: 733:. 727:: 700:. 651:( 518:( 360:N 306:5 303:O 300:2 294:4 288:4 282:2 279:H 273:C 215:) 211:( 103:) 54:H 20:)

Index

Eosine i bluish

Preferred IUPAC name
CAS Number
18472-87-2
JSmol
Interactive image
ChEBI
CHEBI:87192
ECHA InfoCard
100.038.490
Edit this at Wikidata
PubChem
6433718
UNII
767IP0Y5NH
CompTox Dashboard
DTXSID1031090
Edit this at Wikidata
SMILES
Chemical formula
Molar mass
Solubility in water
standard state
verify
what is
Infobox references
water-soluble
dye
drugs

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