326:
209:
697:
24:
466:
484:
446:
647:"A Streptomyces avermitilis gene encoding a 4-hydroxyphenylpyruvic acid dioxygenase-like protein that directs the production of homogentisic acid and an ochronotic pigment in Escherichia coli"
769:
893:
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762:
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375:
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227:
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1104:
1031:
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784:
598:"Effect of glucagon on phenylalanine metabolism and phenylalanine-degrading enzymes in the rat"
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993:
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781:
292:
36:
8:
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1282:
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325:
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82:
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126:
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540:
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646:
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627:
536:
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398:
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582:
272:
1238:
878:
839:
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475:
23:
1520:
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1390:
1352:
1210:
1094:
696:
520:
431:
197:
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1215:
1046:
979:
844:
834:
814:
704:
645:
Denoya, Claudio; Skinner, Deborah; Morgenstern, Margaret (September 1994).
644:
898:
680:
631:
523:. The aromatic side chain of phenylalanine is hydroxylated by the enzyme
1191:
186:
1471:
1302:
1287:
1268:
1167:
1162:
1157:
1056:
944:
923:
796:
778:
547:
421:
349:
InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)
217:
157:
613:
359:
InChI=1/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)
1371:
1187:
1152:
1085:
1071:
474:
Except where otherwise noted, data are given for materials in their
1427:
1414:
1361:
1183:
1147:
1138:
1042:
1003:
819:
528:
247:
177:
531:. The conversion from tyrosine to 4-HPPA is in turn catalyzed by
105:
1119:
1038:
1017:
1008:
927:
913:
859:
777:
259:
519:(4-HPPA) is an intermediate in the metabolism of the amino acid
1224:
1022:
805:
137:
117:
95:
309:
238:
546:
It is an intermediary compound in the biosynthesis of
595:
226:
1518:
271:
81:
1016:
763:
732:
535:. Additionally, 4-HPPA can be converted to
770:
756:
739:
725:
324:
207:
165:
670:
621:
291:
320:
185:
41:3-(4-Hydroxyphenyl)-2-oxopropanoic acid
1519:
198:
965:2-Amino-3-carboxymuconic semialdehyde
751:
596:Brand, Larry; Harper, Alfred (1974).
352:Key: KKADPXVIOXHVKN-UHFFFAOYSA-N
145:
125:
1278:2,3-Dihydroxy-3-methylpentanoic acid
691:
577:
575:
560:4-Hydroxyphenylpyruvate dioxygenase
362:Key: KKADPXVIOXHVKN-UHFFFAOYAH
262:
246:
13:
539:which is one of the precursors to
14:
1558:
572:
695:
663:10.1128/jb.176.17.5312-5319.1994
482:
464:
22:
1100:Imidazol-4-one-5-propionic acid
478:(at 25 °C , 100 kPa).
914:β-Hydroxy β-methylglutaryl-CoA
869:β-Hydroxy β-methylbutyric acid
638:
589:
1:
1129:1-Pyrroline-5-carboxylic acid
874:β-Hydroxy β-methylbutyryl-CoA
583:"4-Hydroxyphenylpyruvic acid"
565:
1259:2-Methyl-3-oxopropanoic acid
711:. You can help Knowledge by
17:4-Hydroxyphenylpyruvic acid
7:
1437:4-Hydroxyphenylpyruvic acid
970:2-Aminomuconic semialdehyde
553:
517:4-Hydroxyphenylpyruvic acid
426:180.157 g/mol
10:
1563:
1313:generation of homocysteine
690:
55:-Hydroxyphenylpyruvic acid
1492:
1485:
1459:
1422:
1412:
1389:
1370:
1301:
1267:
1223:
1208:
1176:
1137:
1118:
1084:
1069:
1001:
992:
960:3-Hydroxyanthranilic acid
922:
858:
804:
791:
533:tyrosine aminotransferase
525:phenylalanine hydroxylase
472:
445:
440:
391:
371:
336:
65:
47:
35:
30:
21:
1447:4-Maleylacetoacetic acid
1254:3-Hydroxyisobutyric acid
1110:Glutamate-1-semialdehyde
1293:2-Methylacetoacetyl-CoA
1249:3-Hydroxyisobutyryl-CoA
785:metabolic intermediates
651:Journal of Bacteriology
383:O=C(O)C(=O)Cc1ccc(O)cc1
50:4-Hydroxyphenylpyruvate
1502:Cysteine sulfinic acid
1348:conversion to cysteine
1105:Formiminoglutamic acid
1032:3-Phosphoglyceric acid
909:β-Methylglutaconyl-CoA
60:-Hydroxyphenylpyruvate
1234:α-Ketoisovaleric acid
889:β-Ketoisocaproic acid
884:α-Ketoisocaproic acid
1321:-Adenosyl methionine
904:β-Methylcrotonyl-CoA
894:β-Ketoisocaproyl-CoA
850:β-Hydroxybutyryl-CoA
37:Preferred IUPAC name
1494:Cysteine metabolism
1283:2-Methylbutyryl-CoA
975:2-Aminomuconic acid
955:3-Hydroxykynurenine
602:Biochemical Journal
18:
1527:Biochemistry stubs
1381:α-Ketobutyric acid
1358:α-Ketobutyric acid
1196:γ-Glutamylcysteine
940:′-Formylkynurenine
825:α-Aminoadipic acid
541:ochronotic pigment
505:Infobox references
16:
1514:
1513:
1510:
1509:
1481:
1480:
1455:
1454:
1442:Homogentisic acid
1408:
1407:
1400:Methylmalonyl-CoA
1204:
1203:
1065:
1064:
988:
987:
720:
719:
657:(17): 5312–5319.
614:10.1042/bj1420231
537:homogentisic acid
513:Chemical compound
511:
510:
305:CompTox Dashboard
107:Interactive image
1554:
1537:Alpha-keto acids
1490:
1489:
1420:
1419:
1334:
1333:
1221:
1220:
1082:
1081:
1014:
1013:
999:
998:
950:Anthranilic acid
830:2-Oxoadipic acid
802:
801:
772:
765:
758:
749:
748:
741:
734:
727:
699:
692:
685:
684:
674:
642:
636:
635:
625:
593:
587:
586:
579:
495:
489:
486:
485:
468:
399:Chemical formula
329:
328:
313:
311:
295:
275:
264:
250:
230:
211:
200:
189:
169:
149:
129:
109:
85:
26:
19:
15:
1562:
1561:
1557:
1556:
1555:
1553:
1552:
1551:
1542:Propionic acids
1532:Natural phenols
1517:
1516:
1515:
1506:
1477:
1451:
1404:
1385:
1366:
1331:
1330:
1297:
1263:
1244:Methacrylyl-CoA
1214:
1200:
1172:
1133:
1114:
1077:α-ketoglutarate
1075:
1061:
1052:Phosphocreatine
1021:
1007:
984:
918:
854:
787:
776:
746:
745:
689:
688:
643:
639:
594:
590:
581:
580:
573:
568:
556:
514:
507:
502:
501:
500: ?)
491:
487:
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479:
461:
415:
411:
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401:
387:
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132:
112:
99:
88:
75:
61:
56:
51:
43:
42:
12:
11:
5:
1560:
1550:
1549:
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1539:
1534:
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1512:
1511:
1508:
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1504:
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1402:
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1280:
1274:
1272:
1265:
1264:
1262:
1261:
1256:
1251:
1246:
1241:
1239:Isobutyryl-CoA
1236:
1230:
1228:
1218:
1206:
1205:
1202:
1201:
1199:
1198:
1180:
1178:
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942:
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931:
920:
919:
917:
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891:
886:
881:
879:Isovaleryl-CoA
876:
871:
865:
863:
856:
855:
853:
852:
847:
842:
840:Glutaconyl-CoA
837:
832:
827:
822:
817:
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476:standard state
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322:DTXSID80166017
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40:
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33:
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28:
27:
9:
6:
4:
3:
2:
1559:
1548:
1547:Hydroxy acids
1545:
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1540:
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1429:
1425:
1424:phenylalanine
1421:
1418:
1416:
1411:
1401:
1398:
1397:
1395:
1392:
1391:propionyl-CoA
1388:
1382:
1379:
1378:
1376:
1373:
1369:
1363:
1359:
1356:
1354:
1353:Cystathionine
1351:
1349:
1345:
1344:
1341:
1338:
1336:
1335:-homocysteine
1328:
1324:
1322:
1320:
1316:
1314:
1310:
1309:
1307:
1304:
1300:
1294:
1291:
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1240:
1237:
1235:
1232:
1231:
1229:
1226:
1222:
1219:
1217:
1212:
1211:propionyl-CoA
1207:
1197:
1193:
1189:
1185:
1182:
1181:
1179:
1175:
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1166:
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1127:
1126:
1124:
1121:
1117:
1111:
1108:
1106:
1103:
1101:
1098:
1096:
1095:Urocanic acid
1093:
1092:
1090:
1087:
1083:
1080:
1078:
1073:
1068:
1058:
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1053:
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1005:
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723:
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707:article is a
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682:
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673:
668:
664:
660:
656:
652:
648:
641:
633:
629:
624:
619:
615:
611:
608:(2): 231–45.
607:
603:
599:
592:
584:
578:
576:
571:
561:
558:
557:
551:
549:
544:
542:
538:
534:
530:
526:
522:
521:phenylalanine
518:
506:
499:
494:
477:
471:
467:
463:
460:
456:
455:
451:
449:
444:
439:
435:
433:
432:Melting point
430:
429:
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423:
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199:ECHA InfoCard
196:
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188:
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59:
54:
46:
38:
34:
29:
25:
20:
1469:
1462:oxaloacetate
1436:
1346:
1340:Homocysteine
1326:
1318:
1311:
1216:succinyl-CoA
1047:Glycocyamine
980:Glutaryl-CoA
937:
845:Crotonyl-CoA
835:Glutaryl-CoA
815:Saccharopine
713:expanding it
705:biochemistry
702:
654:
650:
640:
605:
601:
591:
545:
516:
515:
447:
147:ChEMBL607712
66:Identifiers
57:
52:
48:Other names
1192:glutathione
392:Properties
205:100.005.322
127:CHEBI:15999
1521:Categories
1472:urea cycle
1329:-Adenosyl-
1303:methionine
1288:Tiglyl-CoA
1269:isoleucine
1168:Putrescine
1163:Cadaverine
1158:Citrulline
1057:Creatinine
945:Kynurenine
924:tryptophan
797:acetyl-CoA
782:metabolism
779:Amino acid
566:References
548:scytonemin
459:Pictograms
436:219-220°C
422:Molar mass
293:0YP1694WNQ
218:IUPHAR/BPS
158:ChemSpider
94:3D model (
73:CAS Number
1372:threonine
1188:glutamate
1153:Ornithine
1086:histidine
1072:glutamate
899:β-Leucine
450:labelling
1428:tyrosine
1415:fumarate
1362:Cysteine
1184:cysteine
1148:Agmatine
1139:arginine
1043:creatine
1004:pyruvate
820:Allysine
554:See also
529:tyrosine
527:to form
441:Hazards
178:DrugBank
83:156-39-8
1120:proline
1039:glycine
1018:glycine
1009:citrate
928:alanine
860:leucine
681:8071207
632:4155291
623:1168273
498:what is
496: (
416:
260:PubChem
187:DB07718
1225:valine
1023:serine
806:lysine
679:
672:196716
669:
630:
620:
493:verify
490:
376:SMILES
248:C01179
138:ChEMBL
31:Names
1486:Other
1177:other
703:This
341:InChI
118:ChEBI
96:JSmol
1470:see
709:stub
677:PMID
628:PMID
284:UNII
239:KEGG
228:6629
667:PMC
659:doi
618:PMC
610:doi
606:142
448:GHS
310:EPA
273:979
263:CID
167:954
1523::
1460:G→
1413:G→
1360:+
1209:G→
1194::
1070:G→
1045::
1006:→
1002:G→
675:.
665:.
653:.
649:.
626:.
616:.
604:.
600:.
574:^
550:.
543:.
452::
1430:→
1426:→
1393:→
1374:→
1350::
1332:L
1327:S
1319:S
1315::
1305:→
1271:→
1227:→
1213:→
1190:→
1186:+
1141:→
1122:→
1088:→
1074:→
1041:→
1025:→
1020:→
994:G
938:N
930:→
926:→
862:→
808:→
795:→
793:K
771:e
764:t
757:v
740:e
733:t
726:v
715:.
683:.
661::
655:1
634:.
612::
585:.
488:N
414:4
412:O
410:8
408:H
406:9
404:C
312:)
308:(
98:)
58:p
53:p
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