218:
33:
24:
99:
241:
InChI=1S/C33H42N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h15,26-27,35H,7-14H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b28-15-/t26-,27+/m1/s1
251:
InChI=1/C33H42N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h15,26-27,35H,7-14H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b28-15-/t26-,27+/m1/s1
393:
contain very little or no phycourobilin. This represents a remarkable adaptation of the cyanobacterial light-harvesting system, as oceanic waters are relatively richer in blue light than onshore waters.
372:
When bound to phycoerythrin, phycourobilin shows an absorption maximum around 495 nm. This chromophore is always a donor chromophore of phycoerythrins, since their acceptor chromophore is always
411:
Vásquez-Suárez, Aleikar; Lobos-González, Francisco; Cronshaw, Andrew; SepĂşlveda-Ugarte, JosĂ©; Figueroa, Maximiliano; Dagnino-Leone, Jorge; Bunster, Marta; MartĂnez-Oyanedel, JosĂ© (2018).
584:
379:
Phycourobilin is found in marine phycobilisome containing organisms, allowing them to efficiently absorb blue-green light. In the ubiquitous marine cyanobacteria
267:
492:
739:
232:
1219:
335:
485:
175:
732:
385:, the amount of phycourobilin in the phycobilisomes is correlated to the ecological niche the cells inhabit: offshore
196:
376:. It can also be linked to the linker polypeptides of the phycobilisome, in which its precise role remains unclear.
953:
478:
1224:
1047:
725:
1146:
1125:
1053:
45:
1043:
1033:
851:
757:
589:
428:
978:
213:
1039:
994:
968:
65:
1117:
1159:
1029:
696:
594:
502:
806:
958:
886:
836:
456:
373:
1182:
139:
1172:
1081:
1075:
1025:
818:
637:
446:
436:
359:
290:
75:
184:
1138:
896:
841:
781:
681:
275:
CCC1=C(C(=O)N1CC2=C(C(=C(N2)\C=C/3\C(=C(C(=N3)C4C(=C(C(=O)N4)CC)C)C)CCC(=O)O)CCC(=O)O)C)C
432:
217:
119:
1071:
915:
891:
451:
412:
355:
329:
365:, the distal component of the light-harvesting system of cyanobacteria and red algae (
1213:
1190:
1099:
1093:
1017:
986:
691:
622:
561:
556:
551:
546:
541:
381:
366:
362:
164:
1111:
791:
749:
627:
523:
351:
441:
1089:
786:
686:
665:
617:
576:
533:
32:
1107:
963:
869:
828:
776:
706:
647:
317:
130:
906:
878:
771:
609:
460:
23:
470:
1167:
796:
717:
660:
655:
599:
518:
510:
1063:
701:
566:
151:
945:
939:
933:
927:
632:
328:
Except where otherwise noted, data are given for materials in their
110:
98:
88:
358:
in cyanobacteria and red algae. This chromophore is bound to the
923:
721:
474:
417:
has a typical double linked phycourobilin similar to β subunit"
49:
3-methyl]-4-methyl-2-pyrrolylidene]methyl]-5-methyl]-4-methyl-
201:
1181:
1158:
1137:
1062:
1016:
1007:
977:
914:
905:
877:
868:
827:
805:
756:
674:
646:
608:
575:
532:
509:
163:
585:1,7-Bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one
74:
389:are quite phycourobililin-rich, while coastal
733:
486:
8:
1013:
911:
874:
811:
764:
740:
726:
718:
493:
479:
471:
216:
138:
15:
450:
440:
183:
413:"The Îł subunit of R-phycoerythrin from
403:
272:
237:
212:
244:Key: KDCCOOGTVSRCHX-YYVBKQGDSA-N
118:
7:
254:Key: KDCCOOGTVSRCHX-YYVBKQGDBH
154:
14:
31:
22:
332:(at 25 °C , 100 kPa).
1:
442:10.1371/journal.pone.0195656
53:-pyrrol-3-yl]propanoic acid
1241:
814:
767:
326:
283:
263:
228:
58:
44:
39:
30:
21:
954:Magnesium protoporphyrin
1220:Photosynthetic pigments
1054:Protoporphyrinogen IX
1147:Bacteriochlorophyll
1126:Bacteriochlorophyll
590:Bisdemethoxycurcumin
415:Gracilaria chilensis
322:590.71
1160:Isobacteriochlorins
995:Protochlorophyllide
969:Zinc protoporphyrin
433:2018PLoSO..1395656V
18:
1040:Coproporphyrinogen
697:Phycoerythrocyanin
595:Desmethoxycurcumin
336:Infobox references
16:
1207:
1206:
1203:
1202:
1199:
1198:
1003:
1002:
959:Protoporphyrin IX
887:Adenosylcobalamin
864:
863:
860:
859:
837:Phycoerythrobilin
715:
714:
638:Condensed tannins
374:phycoerythrobilin
344:Chemical compound
342:
341:
197:CompTox Dashboard
100:Interactive image
1232:
1173:Sirohydrochlorin
1139:Bacteriochlorins
1026:Uroporphyrinogen
1014:
912:
875:
819:Phytochromobilin
812:
765:
742:
735:
728:
719:
495:
488:
481:
472:
465:
464:
454:
444:
408:
360:phycobiliprotein
291:Chemical formula
221:
220:
205:
203:
187:
167:
156:
142:
122:
102:
78:
35:
26:
19:
1240:
1239:
1235:
1234:
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1231:
1230:
1229:
1210:
1209:
1208:
1195:
1177:
1154:
1133:
1058:
1009:
999:
979:Phytoporphyrins
973:
916:Protoporphyrins
901:
897:Methylcobalamin
856:
852:Phycoviolobilin
842:Phycocyanobilin
823:
801:
782:Stercobilinogen
760:
752:
746:
716:
711:
682:Allophycocyanin
670:
642:
604:
571:
528:
505:
499:
469:
468:
427:(4): e0195656.
410:
409:
405:
400:
345:
338:
333:
311:
307:
303:
299:
293:
279:
276:
271:
270:
259:
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255:
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236:
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224:
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199:
190:
170:
157:
145:
125:
105:
92:
81:
68:
54:
12:
11:
5:
1238:
1236:
1228:
1227:
1222:
1212:
1211:
1205:
1204:
1201:
1200:
1197:
1196:
1194:
1193:
1187:
1185:
1179:
1178:
1176:
1175:
1170:
1164:
1162:
1156:
1155:
1153:
1152:
1143:
1141:
1135:
1134:
1132:
1131:
1123:
1105:
1087:
1072:Chlorophyllide
1068:
1066:
1060:
1059:
1057:
1056:
1051:
1037:
1022:
1020:
1018:Porphyrinogens
1011:
1005:
1004:
1001:
1000:
998:
997:
992:
983:
981:
975:
974:
972:
971:
966:
961:
956:
951:
920:
918:
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903:
902:
900:
899:
894:
892:Cyanocobalamin
889:
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881:
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865:
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857:
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854:
849:
844:
839:
833:
831:
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824:
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821:
815:
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799:
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737:
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672:
671:
669:
668:
663:
658:
652:
650:
644:
643:
641:
640:
635:
630:
625:
623:Anthocyanidins
620:
614:
612:
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603:
602:
597:
592:
587:
581:
579:
573:
572:
570:
569:
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559:
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527:
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515:
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503:plant pigments
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402:
401:
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356:photosynthesis
343:
340:
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330:standard state
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214:DTXSID80905084
209:
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107:
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71:
69:
64:
61:
60:
56:
55:
48:
42:
41:
37:
36:
28:
27:
17:Phycourobilin
13:
10:
9:
6:
4:
3:
2:
1237:
1226:
1225:Tetrapyrroles
1223:
1221:
1218:
1217:
1215:
1192:
1191:Cofactor F430
1189:
1188:
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1184:
1180:
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1120:
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1102:
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1084:
1079:
1078:
1073:
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1069:
1067:
1065:
1061:
1055:
1052:
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1045:
1041:
1038:
1035:
1031:
1027:
1024:
1023:
1021:
1019:
1015:
1012:
1006:
996:
993:
991:
990:
985:
984:
982:
980:
976:
970:
967:
965:
962:
960:
957:
955:
952:
949:
948:
943:
942:
937:
936:
931:
930:
925:
922:
921:
919:
917:
913:
910:
908:
904:
898:
895:
893:
890:
888:
885:
884:
882:
880:
876:
873:
871:
867:
853:
850:
848:
847:Phycourobilin
845:
843:
840:
838:
835:
834:
832:
830:
826:
820:
817:
816:
813:
810:
808:
804:
798:
795:
793:
790:
788:
785:
783:
780:
778:
775:
773:
770:
769:
766:
763:
759:
755:
751:
750:tetrapyrroles
743:
738:
736:
731:
729:
724:
723:
720:
708:
705:
703:
700:
698:
695:
693:
692:Phycoerythrin
690:
688:
685:
683:
680:
679:
677:
673:
667:
664:
662:
659:
657:
654:
653:
651:
649:
645:
639:
636:
634:
631:
629:
628:Anthoxanthins
626:
624:
621:
619:
616:
615:
613:
611:
607:
601:
598:
596:
593:
591:
588:
586:
583:
582:
580:
578:
574:
568:
565:
563:
562:Chlorophyll f
560:
558:
557:Chlorophyll d
555:
553:
552:Chlorophyll c
550:
548:
547:Chlorophyll b
545:
543:
542:Chlorophyll a
540:
539:
537:
535:
531:
525:
522:
520:
517:
516:
514:
512:
508:
504:
496:
491:
489:
484:
482:
477:
476:
473:
462:
458:
453:
448:
443:
438:
434:
430:
426:
422:
418:
416:
407:
404:
397:
395:
392:
391:Synechococcus
388:
387:Synechococcus
384:
383:
382:Synechococcus
377:
375:
370:
368:
367:phycobilisome
364:
363:phycoerythrin
361:
357:
353:
350:is an orange
349:
348:Phycourobilin
337:
331:
325:
321:
319:
316:
315:
295:
292:
288:
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282:
273:
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137:
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121:
117:
116:
114:
112:
109:
108:
101:
97:
96:
94:
90:
85:
84:
77:
73:
72:
70:
67:
63:
62:
57:
52:
47:
43:
38:
34:
29:
25:
20:
1148:
1127:
1118:
1112:
1100:
1094:
1082:
1076:
988:
987:Chlorophyll
946:
940:
934:
928:
846:
792:Urobilinogen
666:Xanthophylls
618:Anthocyanins
577:Curcuminoids
524:Betaxanthins
424:
420:
414:
406:
390:
386:
380:
378:
371:
354:involved in
352:tetrapyrrole
347:
346:
59:Identifiers
50:
1090:Chlorophyll
829:Phycobilins
807:Phytobilins
787:Stercobilin
707:Xanthonoids
687:Phycocyanin
648:Carotenoids
534:Chlorophyll
519:Betacyanins
284:Properties
120:CHEBI:45097
76:121734-26-7
1214:Categories
1108:Pheophytin
1010:porphyrins
964:Pterobilin
907:Porphyrins
879:Corrinoids
870:Macrocycle
777:Biliverdin
610:Flavonoids
398:References
318:Molar mass
185:446YNT6QXL
131:ChemSpider
87:3D model (
66:CAS Number
46:IUPAC name
772:Bilirubin
748:Types of
661:Retinoids
656:Carotenes
511:Betalains
501:Types of
1183:Corphins
1168:Siroheme
1064:Chlorins
797:Urobilin
761:(Linear)
702:Quinones
600:Curcumin
461:29634783
421:PLOS ONE
1008:Reduced
758:Bilanes
633:Flavans
567:Chlorin
452:5892909
429:Bibcode
312:
165:5289229
152:PubChem
140:4451232
459:
449:
268:SMILES
40:Names
675:Other
233:InChI
111:ChEBI
89:JSmol
924:Heme
457:PMID
176:UNII
1048:III
1034:III
447:PMC
437:doi
369:).
202:EPA
155:CID
1216::
1116:,
1098:,
1080:,
1046:,
1032:,
944:,
938:,
932:,
455:.
445:.
435:.
425:13
423:.
419:.
302:42
298:33
51:1H
1149:a
1128:c
1122:)
1119:b
1113:a
1110:(
1104:)
1101:b
1095:a
1092:(
1086:)
1083:b
1077:a
1074:(
1050:)
1044:I
1042:(
1036:)
1030:I
1028:(
989:c
950:)
947:o
941:a
935:c
929:b
926:(
741:e
734:t
727:v
494:e
487:t
480:v
463:.
439::
431::
310:6
308:O
306:4
304:N
300:H
296:C
204:)
200:(
91:)
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