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Xanthophyll

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125: 288: 109: 31: 323:. In higher plants, there are three carotenoid pigments that are active in the xanthophyll cycle: violaxanthin, antheraxanthin, and zeaxanthin. During light stress, violaxanthin is converted, i.e. reduced, to zeaxanthin via the intermediate antheraxanthin, which plays a direct photoprotective role acting as a lipid-protective 274:
is the only xanthophyll that is known to possess pro-vitamin A activity for mammals. Even then, it is a vitamin only for plant-eating mammals that possess the enzyme to make retinal from carotenoids that contain beta-ionone (some carnivores lack this enzyme). In species other than mammals, certain
218:. Again, both these specific xanthophylls require a source in the human diet to be present in the human eye. They protect the eye from ionizing light (blue and ultraviolet light), which they absorb; but xanthophylls do not function in the mechanism of sight itself as they cannot be converted to 367:
Wright et al. (Feb 2011) found that, "The increase in zeaxanthin appears to surpass the decrease in violaxanthin in spinach" and commented that the discrepancy could be explained by "a synthesis of zeaxanthin from beta-carotene", however they noted further study is required to explore this
184:(an excited form of chlorophyll), which is overproduced at high light levels in photosynthesis. The xanthophylls found in the bodies of animals including humans, and in dietary animal products, are ultimately derived from plant sources in the diet. For example, the yellow color of chicken 275:
xanthophylls may be converted to hydroxylated retinal-analogues that function directly in vision. For example, with the exception of certain flies, most insects use the xanthophyll derived R-isomer of 3-hydroxyretinal for visual activities, which means that β-
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Jeffrey, S. W. & M. Vesk, 1997. Introduction to marine phytoplankton and their pigment signatures. In Jeffrey, S. W., R. F. C. Mantoura & S. W. Wright (eds.), Phytoplankton pigments in oceanography, pp 37-84. – UNESCO Publishing,
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Thin layer chromatography is used to separate components of a plant extract, illustrating the experiment with plant pigments that gave chromatography its name. Plant xanthophylls form the bright yellow band next to the
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and by stimulating non-photochemical quenching within light-harvesting proteins. This conversion of violaxanthin to zeaxanthin is done by the enzyme violaxanthin de-epoxidase (
319:- a mechanism to reduce the amount of energy that reaches the photosynthetic reaction centers. Non-photochemical quenching is one of the main ways of protecting against 690:
Demmig-Adams, B & W. W. Adams, 2006. Photoprotection in an ecological context: the remarkable complexity of thermal energy dissipation, New Phytologist, 172: 11–21.
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and other xanthophylls (such as lutein and zeaxanthin) may function as forms of visual "vitamin A" for them, while carotenes (such as beta carotene) do not.
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results from the presence of a xanthophyll pigment typical in color of lutein or zeaxanthin of the xanthophylls, a division of the carotenoids group.
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Wright; et al. (2011). "The interrelationship between the lower oxygen limit, chlorophyll fluorescence and the xanthophyll cycle in plants".
979: 315:). These enzymatic cycles were found to play a key role in stimulating energy dissipation within light-harvesting antenna proteins by 725: 644:"Lutein and Zeaxanthin—Food Sources, Bioavailability and Dietary Variety in Age-Related Macular Degeneration Protection" 464: 431: 481: 448: 316: 177: 476: 443: 972: 93: 704: 335: 328: 152:. (Carotenes are usually more orange in color than xanthophylls.) Xanthophylls present their oxygen either as 1344: 718: 124: 614: 1318: 133:
As both are carotenoids, xanthophylls and carotenes are similar in structure, but xanthophylls contain
1339: 965: 829: 235: 227: 148:(in molecular structure) than carotenes, and causes their separation from carotenes in many types of 231: 1172: 936: 834: 742: 555: 1308: 675: 622: 547: 270:. The latter compound is the only known xanthophyll to contain a beta-ionone ring, and thus β- 573:
Factors That Influence the Bioavailablity of Xanthophylls, Susan Zaripheh, John W. Erdman Jr.
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The xanthophyll cycle involves the enzymatic removal of epoxy groups from xanthophylls (e.g.
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Falkowski, P. G. & J. A. Raven, 1997, Aquatic photosynthesis. Blackwell Science, 375 pp
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Eisenhauer, Bronwyn; Natoli, Sharon; Liew, Gerald; Flood, Victoria M. (9 February 2017).
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aldehyde). Their physical arrangement in the macula lutea is believed to be the cause of
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and/or as hydrogen atoms substituted by oxygen atoms when acting as a bridge to form
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Like other carotenoids, xanthophylls are found in highest quantity in the
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that occur widely in nature and form one of two major divisions of the
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This article is about Xanthophylls. For the compound xanthophyll, see
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The group of xanthophylls includes (among many other compounds)
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contains about 18mg lutein and zeaxanthin per 100g,
1264: 1234: 1181: 1073: 995: 914: 886: 848: 815: 772: 749: 195:, which is added to chicken feed for this purpose. 81: 69: 376:Xanthophylls are found in all young leaves and in 352:, the xanthophyll cycle consists of the pigment 825:1,7-Bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 380:leaves. Examples of other rich sources include 364:(dinoflagellates) under high-light conditions. 210:of the human eye results from the presence of 973: 726: 392:, and squash, which contain lutein diesters. 116:. Xanthophylls typically present oxygen as a 8: 627:: CS1 maint: multiple names: authors list ( 609:Michele Turcotte, MS, RD (January 7, 2016). 87: 75: 64:group; the other division is formed by the 980: 966: 958: 733: 719: 711: 703:at the U.S. National Library of Medicine 669: 659: 506:Taiz, Lincoln and Eduardo Zeiger. 2006. 286: 424: 620: 7: 25: 611:"Foods That Contain Zeaxanthin" 222:(also called retinaldehyde or 1: 356:, which is transformed into 34:The characteristic color of 317:non-photochemical quenching 234:that enables perception of 180:agent to deal with triplet 178:non-photochemical quenching 82: 70: 27:Chemical compounds subclass 1361: 466: 433: 137:atoms while carotenes are 112:The chemical structure of 68:. The name is from Greek: 41: 544:10.1007/s11120-011-9621-9 88: 80:), meaning "yellow", and 76: 705:Medical Subject Headings 198:The yellow color of the 532:Photosynthesis Research 482:A Greek–English Lexicon 449:A Greek–English Lexicon 1235:Vitamin A retinoids (C 617:on September 16, 2017. 292: 130: 121: 39: 473:Liddell, Henry George 440:Liddell, Henry George 291:The xanthophyll cycle 290: 127: 111: 33: 830:Bisdemethoxycurcumin 412:about 2mg/100g, and 232:entoptic phenomenon 104:Molecular structure 937:Phycoerythrocyanin 835:Desmethoxycurcumin 293: 131: 122: 40: 1327: 1326: 1319:Zuretinol acetate 955: 954: 878:Condensed tannins 661:10.3390/nu9020120 400:about 11mg/100g, 283:Xanthophyll cycle 242:Example compounds 228:Haidinger's brush 16:(Redirected from 1352: 982: 975: 968: 959: 735: 728: 721: 712: 684: 683: 673: 663: 639: 633: 632: 626: 618: 613:. Archived from 606: 600: 599: 597: 596: 587:. Archived from 581: 575: 570: 564: 563: 527: 521: 517: 511: 508:Plant Physiology 504: 498: 495: 489: 469: 468: 462: 456: 436: 435: 429: 416:about 1mg/100g. 408:about 3mg/110g, 404:about 6mg/100g, 91: 90: 85: 79: 78: 73: 21: 1360: 1359: 1355: 1354: 1353: 1351: 1350: 1349: 1330: 1329: 1328: 1323: 1260: 1238: 1230: 1188: 1177: 1080: 1069: 1002: 991: 986: 956: 951: 922:Allophycocyanin 910: 882: 844: 811: 768: 745: 739: 697: 687: 641: 640: 636: 619: 608: 607: 603: 594: 592: 583: 582: 578: 571: 567: 529: 528: 524: 518: 514: 505: 501: 496: 492: 487:Perseus Project 463: 459: 454:Perseus Project 430: 426: 422: 374: 350:dinoflagellates 321:photoinhibition 285: 266:, and α- and β- 244: 166: 154:hydroxyl groups 106: 47: 28: 23: 22: 15: 12: 11: 5: 1358: 1356: 1348: 1347: 1345:Fatty alcohols 1342: 1332: 1331: 1325: 1324: 1322: 1321: 1316: 1311: 1306: 1301: 1296: 1291: 1286: 1281: 1276: 1270: 1268: 1266:Retinoid drugs 1262: 1261: 1259: 1258: 1253: 1248: 1242: 1240: 1236: 1232: 1231: 1229: 1228: 1223: 1218: 1213: 1208: 1203: 1198: 1192: 1190: 1186: 1183:Apocarotenoids 1179: 1178: 1176: 1175: 1170: 1165: 1160: 1155: 1150: 1145: 1140: 1135: 1130: 1125: 1120: 1115: 1113:Diadinoxanthin 1110: 1105: 1103:Citranaxanthin 1100: 1095: 1090: 1088:Antheraxanthin 1084: 1082: 1078: 1071: 1070: 1068: 1067: 1062: 1057: 1052: 1047: 1042: 1037: 1032: 1027: 1022: 1017: 1012: 1006: 1004: 1000: 993: 992: 987: 985: 984: 977: 970: 962: 953: 952: 950: 949: 944: 939: 934: 929: 924: 918: 916: 912: 911: 909: 908: 903: 898: 892: 890: 884: 883: 881: 880: 875: 870: 865: 863:Anthocyanidins 860: 854: 852: 846: 845: 843: 842: 837: 832: 827: 821: 819: 813: 812: 810: 809: 804: 799: 794: 789: 784: 778: 776: 770: 769: 767: 766: 761: 755: 753: 747: 746: 743:plant pigments 740: 738: 737: 730: 723: 715: 709: 708: 696: 695:External links 693: 692: 691: 686: 685: 634: 601: 576: 565: 538:(3): 223–235. 522: 512: 499: 490: 457: 423: 421: 418: 373: 370: 354:diadinoxanthin 305:diadinoxanthin 301:antheraxanthin 284: 281: 243: 240: 172:of most green 165: 162: 150:chromatography 118:hydroxyl group 105: 102: 94:chromatography 54:phylloxanthins 26: 24: 14: 13: 10: 9: 6: 4: 3: 2: 1357: 1346: 1343: 1341: 1338: 1337: 1335: 1320: 1317: 1315: 1312: 1310: 1307: 1305: 1302: 1300: 1297: 1295: 1292: 1290: 1287: 1285: 1282: 1280: 1277: 1275: 1272: 1271: 1269: 1267: 1263: 1257: 1254: 1252: 1251:Retinoic acid 1249: 1247: 1244: 1243: 1241: 1233: 1227: 1224: 1222: 1219: 1217: 1216:Food orange 7 1214: 1212: 1209: 1207: 1204: 1202: 1199: 1197: 1196:Abscisic acid 1194: 1193: 1191: 1184: 1180: 1174: 1171: 1169: 1166: 1164: 1161: 1159: 1156: 1154: 1151: 1149: 1146: 1144: 1141: 1139: 1136: 1134: 1131: 1129: 1126: 1124: 1121: 1119: 1116: 1114: 1111: 1109: 1108:Cryptoxanthin 1106: 1104: 1101: 1099: 1098:Canthaxanthin 1096: 1094: 1091: 1089: 1086: 1085: 1083: 1076: 1072: 1066: 1063: 1061: 1058: 1056: 1053: 1051: 1048: 1046: 1043: 1041: 1038: 1036: 1033: 1031: 1028: 1026: 1023: 1021: 1018: 1016: 1013: 1011: 1008: 1007: 1005: 998: 994: 990: 983: 978: 976: 971: 969: 964: 963: 960: 948: 945: 943: 940: 938: 935: 933: 932:Phycoerythrin 930: 928: 925: 923: 920: 919: 917: 913: 907: 904: 902: 899: 897: 894: 893: 891: 889: 885: 879: 876: 874: 871: 869: 868:Anthoxanthins 866: 864: 861: 859: 856: 855: 853: 851: 847: 841: 838: 836: 833: 831: 828: 826: 823: 822: 820: 818: 814: 808: 805: 803: 802:Chlorophyll f 800: 798: 797:Chlorophyll d 795: 793: 792:Chlorophyll c 790: 788: 787:Chlorophyll b 785: 783: 782:Chlorophyll a 780: 779: 777: 775: 771: 765: 762: 760: 757: 756: 754: 752: 748: 744: 736: 731: 729: 724: 722: 717: 716: 713: 706: 702: 699: 698: 694: 689: 688: 681: 677: 672: 667: 662: 657: 653: 649: 645: 638: 635: 630: 624: 616: 612: 605: 602: 591:on 2016-08-25 590: 586: 580: 577: 574: 569: 566: 561: 557: 553: 549: 545: 541: 537: 533: 526: 523: 516: 513: 509: 503: 500: 494: 491: 488: 484: 483: 478: 477:Scott, Robert 474: 470: 461: 458: 455: 451: 450: 445: 444:Scott, Robert 441: 437: 428: 425: 419: 417: 415: 411: 407: 403: 399: 395: 391: 387: 383: 379: 371: 369: 365: 363: 360:(diatoms) or 359: 355: 351: 347: 342: 340: 337: 333: 330: 326: 322: 318: 314: 310: 306: 302: 298: 289: 282: 280: 278: 277:cryptoxanthin 273: 272:cryptoxanthin 269: 268:cryptoxanthin 265: 261: 257: 253: 249: 241: 239: 237: 233: 229: 225: 221: 217: 213: 209: 205: 201: 196: 194: 190: 187: 183: 179: 175: 171: 163: 161: 159: 155: 151: 147: 143: 142: 136: 126: 119: 115: 114:cryptoxanthin 110: 103: 101: 99: 95: 84: 72: 67: 63: 59: 56:) are yellow 55: 51: 45: 37: 32: 19: 1299:Isotretinoin 1279:Alitretinoin 1201:Apocarotenal 1173:Zeinoxanthin 1163:Violaxanthin 1153:Rhodoxanthin 1133:Flavoxanthin 1118:Diatoxanthin 1075:Xanthophylls 1074: 1045:Neurosporene 906:Xanthophylls 905: 858:Anthocyanins 817:Curcuminoids 764:Betaxanthins 701:Xanthophylls 651: 647: 637: 615:the original 604: 593:. Retrieved 589:the original 579: 568: 535: 531: 525: 515: 507: 502: 493: 480: 460: 447: 427: 375: 372:Food sources 368:hypothesis. 366: 358:diatoxanthin 343: 325:anti-oxidant 309:diatoxanthin 297:violaxanthin 294: 264:flavoxanthin 260:violaxanthin 245: 203: 202:(literally, 200:macula lutea 197: 167: 141:hydrocarbons 138: 132: 53: 52:(originally 50:Xanthophylls 49: 48: 18:Xanthophylls 1340:Carotenoids 1294:Fenretinide 1158:Rubixanthin 1138:Fucoxanthin 1123:Dinoxanthin 1093:Astaxanthin 1065:Lycopersene 1055:Phytofluene 989:Carotenoids 947:Xanthonoids 927:Phycocyanin 888:Carotenoids 774:Chlorophyll 759:Betacyanins 362:dinoxanthin 204:yellow spot 182:chlorophyll 1334:Categories 1309:Temarotene 1304:Tazarotene 1289:Etretinate 1284:Bexarotene 1168:Zeaxanthin 1148:Neoxanthin 1128:Echinenone 1035:ζ-Carotene 1030:ε-Carotene 1025:δ-Carotene 1020:γ-Carotene 1015:β-Carotene 1010:α-Carotene 850:Flavonoids 654:(2): 120. 595:2014-08-03 420:References 414:pistachios 339:1.14.15.21 313:zeaxanthin 256:neoxanthin 252:zeaxanthin 236:polarizing 216:zeaxanthin 164:Occurrence 100:pigments. 62:carotenoid 1314:Tretinoin 1274:Acitretin 1226:Peridinin 997:Carotenes 901:Retinoids 896:Carotenes 751:Betalains 741:Types of 648:Nutrients 378:etiolated 224:vitamin A 206:) in the 66:carotenes 1211:Crocetin 1060:Torulene 1050:Phytoene 1040:Lycopene 942:Quinones 840:Curcumin 680:28208784 623:cite web 552:21290261 332:1.23.5.1 158:epoxides 58:pigments 36:egg yolk 1256:Retinol 1246:Retinal 1221:Ionones 873:Flavans 807:Chlorin 671:5331551 560:8454497 485:at the 452:at the 402:parsley 398:spinach 386:peaches 346:diatoms 238:light. 220:retinal 139:purely 83:phyllon 71:xanthos 1187:<40 1143:Lutein 707:(MeSH) 678:  668:  558:  550:  520:Paris. 467:φύλλον 434:ξανθός 410:squash 390:prunes 382:papaya 248:lutein 212:lutein 208:retina 193:lutein 174:plants 170:leaves 135:oxygen 129:green. 89:φύλλον 77:ξανθός 44:lutein 1206:Bixin 915:Other 556:S2CID 230:, an 189:yolks 146:polar 676:PMID 629:link 548:PMID 406:peas 394:Kale 348:and 214:and 98:leaf 666:PMC 656:doi 540:doi 536:107 344:In 341:). 186:egg 96:of 1336:: 1237:20 1185:(C 1079:40 1077:(C 1001:40 999:(C 674:. 664:. 650:. 646:. 625:}} 621:{{ 554:. 546:. 534:. 479:; 475:; 471:. 446:; 442:; 438:. 388:, 384:, 336:EC 329:EC 311:, 303:, 299:, 262:, 258:, 254:, 250:, 160:. 1239:) 1189:) 1081:) 1003:) 981:e 974:t 967:v 734:e 727:t 720:v 682:. 658:: 652:9 631:) 598:. 562:. 542:: 120:. 86:( 74:( 46:. 20:)

Index

Xanthophylls

egg yolk
lutein
pigments
carotenoid
carotenes
chromatography
leaf

cryptoxanthin
hydroxyl group

oxygen
hydrocarbons
polar
chromatography
hydroxyl groups
epoxides
leaves
plants
non-photochemical quenching
chlorophyll
egg
yolks
lutein
macula lutea
retina
lutein
zeaxanthin

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