ライフサイエンスコーパス: coumaroyl

1 uronic acid methyl ester (3), and (6-trans-p-coumaroyl)-3-O-beta-D-glucopyranosyl-(5-acetyl)-2-deoxy-

2 cluding the new natural compounds (6-trans-p-coumaroyl)-3-O-beta-D-glucopyranosyl-2-deoxy-D-riburonic

3 nosyl-2-deoxy-D-riburonic acid (1), (6-cis-p-coumaroyl)-3-O-beta-D-glucopyranosyl-2-deoxy-D-riburonic

4 yl-2-deoxy-D-riburonic acid (2a), (6-trans-p-coumaroyl)-3-O-beta-D-glucopyranosyl-2-deoxy-D-riburonic

5 production of p-coumaroyl shikimate and of p-coumaroyl 4-hydroxyphenyllactate, respectively, were par

6 ified in basil peltate glands that convert p-coumaroyl 4-hydroxyphenyllactic acid to its caffeoyl der

7 igher retention coefficient was observed for coumaroyl and acetyl derivatives when compared with the

8 s 3-O-glucosides, as well as their acetyl, p-coumaroyl and caffeoyl ester forms.

9 ular charge transfer excited state for the p-coumaroyl and caffeoyl ester forms.

10 namoyl transferase capable of transferring p-coumaroyl and caffeoyl moieties from their CoA derivativ

11 We found that 4-coumaroyl and caffeoyl shikimic acids are inhibitors of

12 4-Coumaroyl and caffeoyl shikimic acids both act as compet

13 Inhibition by 4-coumaroyl and caffeoyl shikimic acids may play significa

14 vatives, HCT2 favors transfer to malate of p-coumaroyl and feruloyl moieties over caffeoyl moieties b

15 oumarate:CoA ligase (4CL), which generates p-coumaroyl CoA and caffeoyl CoA from their respective aci

16 propanoid pathway convert phenylalanine to p-coumaroyl CoA, a branch point metabolite from which many

17 oA ligase (4CL) catalyzes the formation of 4-coumaroyl CoA, a precursor of both flavonoids and monoli

18 the role of pCA in maize development, the p-coumaroyl CoA:hydroxycinnamyl alcohol transferase (pCAT)

19 mega-hydroxyacids using both feruloyl- and p-coumaroyl- CoA as the acyl donors.

20 imer bound two molecules of the catabolite p-coumaroyl-CoA (Kd = 11 +/- 1 muM).

21 nt retained a relatively high affinity for p-coumaroyl-CoA (Kd = 89 +/- 6 muM).

22 yme A (CoA) ligation of 4-coumaric acid to 4-coumaroyl-CoA and caffeic acid to caffeoyl-CoA.

23 ic acid strongly inhibits the formation of 4-coumaroyl-CoA and caffeoyl-CoA.

24 Based on the exact chemistry of p-coumaroyl-CoA and shikimic acid in the active site and a

25 n of the phenylpropanoid chalcone from one p-coumaroyl-CoA and three malonyl-coenzyme A (CoA) thioest

26 With p-coumaroyl-CoA as a starter molecule, the G256A and G256V

27 g of SbHCT should occur sequentially, with p-coumaroyl-CoA binding prior to the acyl acceptor molecul

28 by the addition of nanomolar quantities of p-coumaroyl-CoA but not by p-coumarate.

29 tein of Arabidopsis thaliana (thale cress) 4-coumaroyl-CoA ligase (At4CL1) and Vitis vinifera (grape)

30 Both HCT and the 4-coumaroyl-CoA ligase relocalized closer to the membrane

31 It is interesting that the Pt4CL2 product p-coumaroyl-CoA predominated in assays with developing lea

32 The CouR-p-coumaroyl-CoA structure revealed two ligand molecules bo

33 SbCCR2, displayed greater activity toward p-coumaroyl-CoA than did SbCCR1, which could imply a role

34 played higher affinity for caffeoyl-CoA or p-coumaroyl-CoA than for feruloyl-CoA, the enzyme showed s

35 ively, and formed naringenin chalcone when 4-coumaroyl-CoA was used as starter molecule.

36 one, benzophenone, and phloroglucinol from 4-coumaroyl-CoA, benzoyl-CoA, and hexanoyl-CoA, respective

37 The presence of p-coumaroyl-CoA, but neither p-coumarate nor CoASH, abroga

38 to synthesize cinnamoyl-coenzyme A (CoA), p-coumaroyl-CoA, feruloyl-CoA, caffeoyl-CoA, and benzoyl-C

39 orm and ternary complex with shikimate and p-coumaroyl-CoA, which was converted to its product during

40 tal structures of ligand-free CouR and its p-coumaroyl-CoA-bound form showed no significant conformat

41 ikimic acid inhibits only the formation of 4-coumaroyl-CoA.

42 in production of naringenin chalcone from p-coumaroyl-CoA.

43 nt analyses suggested a requirement of the p-coumaroyl-CoA:agmatine N4-p-coumaroyl transferase ACT fo

44 An acyltransferase, named p-coumaroyl-CoA:monolignol transferase (OsPMT), that could

45 eruloyl CoA, but CCR2 prefers caffeoyl and 4-coumaroyl CoAs, exhibits sigmoidal kinetics with these s

46 These results suggest that OsAT10 is a p-coumaroyl coenzyme A transferase involved in glucuronoar

47 rmed on monolignols under the catalysis of p-coumaroyl-coenzyme A monolignol transferase (PMT).

48 The rice (Oryza sativa) p-COUMAROYL-Coenzyme A MONOLIGNOL TRANSFERASE gene was int

49 Plants expressing the p-COUMAROYL-Coenzyme A MONOLIGNOL TRANSFERASE transgene ca

50 e (HCT) capable of utilizing shikimate and p-coumaroyl-coenzyme A to generate p-coumaroyl shikimate.

51 functional analysis of LAP5 and LAP6 using 4-coumaroyl-coenzyme A yielded bis-noryangonin (a commonly

52 :shikimic acid p-coumaroyl transferase and p-coumaroyl-coenzyme A:4-hydroxyphenyllactic acid p-coumar

53 p-Coumaroyl-coenzyme A:shikimic acid p-coumaroyl transfera

54 Two distinct acyltransferases, p-coumaroyl-coenzyme A:shikimic acid p-coumaroyl transfera

55 4-hydroxylases (PtrC4H1 and PtrC4H2) and a p-coumaroyl ester 3-hydroxylase (PtrC3H3) are the enzymes

56 s found for the PtrC4H1/C4H2/C3H3-mediated p-coumaroyl ester 3-hydroxylation.

57 e (HCT) capable of forming caffeoyl and/or p-coumaroyl esters with malate.

58 observed with the donors feruloyl-glucose, 4-coumaroyl-glucose, and sinapoyl-glucose, which are known

59 oside, peonidin 3-rutinoside, petunidin 3-(6-coumaroyl)-glucoside and cyanidin 3-(6-coumaroyl)-glucos

60 at 60% ethanol concentration except the 3-(6-coumaroyl)-glucoside of cyanidin and petunidin whose max

61 3-(6-coumaroyl)-glucoside and cyanidin 3-(6-coumaroyl)-glucoside.

62 , a substrate similar to FAX(3) but with a p-coumaroyl group instead of a feruloyl moiety was hydroly

63 te profiling identified elevated levels of p-coumaroyl hexose, caffeic acid hexoside and ferulic acid

64 nolic acids, protocatechuic acid hexoside, p-coumaroyl hexoside, and 5-O-p-coumaroylquinic acid, and

65 s the RpaI signal synthase, which produces p-coumaroyl-homoserine lactone (pC-HSL) and RpaR, which is

66 the RpaI-synthesized quorum-sensing signal p-coumaroyl-homoserine lactone (pC-HSL).

67 izobia, direct production of the aryl-HSLs p-coumaroyl-HSL and cinnamoyl-HSL, respectively.

68 stris uses an acyl-HSL synthase to produce p-coumaroyl-HSL by using environmental p-coumaric acid rat

69 We also found that p-coumaroyl-HSL is made by other bacteria including Bradyr

70 fatty acyl-HSL receptors that responds to p-coumaroyl-HSL to regulate global gene expression.

71 that it produces and detects an aryl-HSL, p-coumaroyl-HSL, and signal production requires an exogeno

72 m malate to CoA) by HCT2 was observed with p-coumaroyl-malate but not phaselic acid.

73 he HCT2-silenced plants, phaselic acid and p-coumaroyl-malate levels were reduced to <5% that of wild

74 malate, whereas HCT2 transfers caffeoyl or p-coumaroyl moieties from a coenzyme A-thiolester to malat

75 i indicate that HCT1 transfers caffeoyl or p-coumaroyl moieties from a coenzyme A-thiolester to shiki

76 ived from malonyl-CoA decarboxylation to a p-coumaroyl moiety attached to an active site cysteine.

77 ty to hydroxylate 4-coumaroyl shikimate or 4-coumaroyl quinate to generate caffeoyl shikimate or CGA.

78 The major peaks in the juice belonged to coumaroyl-quinic acid, chlorogenic acid, procyanidin B2,

79 Petunidin-3-(trans-coumaroyl)-rutinoside-5-glucoside and delphinidin-3-(tra

80 ncluding two new anthocyanins [malvidin-3-(p-coumaroyl)-rutinoside-5-glucoside and malvidin-3-(ferulo

81 inoside-5-glucoside and delphinidin-3-(trans-coumaroyl)-rutinoside-5-glucoside were the most abundant

82 troscopy to be delphinidin-3-(4'''-O-trans-p-coumaroyl)-rutinoside-5-O-glucoside and petunidin-3-(4''

83 -O-glucoside and petunidin-3-(4'''-O-trans-p-coumaroyl)-rutinoside-5-O-glucoside.

84 We also characterized two switchgrass coumaroyl shikimate 3'-hydroxylase (C3'H) enzymes (PvC3'

85 mate hydroxycinnamoyl transferase (HCT) or p-coumaroyl shikimate 3'-hydroxylase (C3'H) lead to reduce

86 defective in a lignin biosynthetic enzyme p-coumaroyl shikimate 3'-hydroxylase (C3'H), exhibits seve

87 sferase, responsible for the production of p-coumaroyl shikimate and of p-coumaroyl 4-hydroxyphenylla

88 rome P450s had the capacity to hydroxylate 4-coumaroyl shikimate or 4-coumaroyl quinate to generate c

89 ome P450 CYP98A13, which meta hydroxylates p-coumaroyl shikimate, were isolated and found to be highl

90 ate and p-coumaroyl-coenzyme A to generate p-coumaroyl shikimate.

91 enzymes were found to be very specific for p-coumaroyl shikimate.

92 4-Coumaroyl shikimic acid strongly inhibits the formation

93 cid to caffeic acid and the other converts p-coumaroyl shikimic acid to caffeoyl shikimic acid.

94 id is essential for the 3-hydroxylation of 4-coumaroyl shikimic acid.

95 yl spermidine, and N(1),N(5),N(10)-tri-p-(E)-coumaroyl spermidine amides.

96 idine, N(10)-(E)-caffeoyl-N(1),N(5)-di-p-(E)-coumaroyl spermidine, and N(1),N(5),N(10)-tri-p-(E)-coum

97 to be N(1),N(10)-di-(E)-caffeoyl-N(5)-p-(E)-coumaroyl spermidine, N(1)-(E)-caffeoyl-N(5),N(10)-di-p-

98 idine, N(1)-(E)-caffeoyl-N(5),N(10)-di-p-(E)-coumaroyl spermidine, N(10)-(E)-caffeoyl-N(1),N(5)-di-p-

99 irement of the p-coumaroyl-CoA:agmatine N4-p-coumaroyl transferase ACT for the biosynthesis and of th

100 ases, p-coumaroyl-coenzyme A:shikimic acid p-coumaroyl transferase and p-coumaroyl-coenzyme A:4-hydro

101 p-Coumaroyl-coenzyme A:shikimic acid p-coumaroyl transferase is expressed in basil peltate glan

102 royl-coenzyme A:4-hydroxyphenyllactic acid p-coumaroyl transferase, responsible for the production of

103 amine conjugates, feruloyl-tyramine (FT) and coumaroyl-tyramine (CT).