KEGG   ENZYME: 2.3.1.302
Entry
EC 2.3.1.302                Enzyme                                 
Name
hydroxycinnamoyl-CoA:5-hydroxyanthranilate N-hydroxycinnamoyltransferase;
HHT1 (gene name);
HHT4 (gene name)
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
Sysname
hydroxycinnamoyl-CoA:5-hydroxyanthranilate N-hydroxycinnamoyltransferase
Reaction(IUBMB)
(1) (E)-4-coumaroyl-CoA + 5-hydroxyanthranilate = avenanthramide A + CoA [RN:R12736];
(2) (E)-caffeoyl-CoA + 5-hydroxyanthranilate = avenanthramide C + CoA [RN:R12737]
Reaction(KEGG)
R12736 R12737
Substrate
(E)-4-coumaroyl-CoA [CPD:C00223];
5-hydroxyanthranilate [CPD:C22371];
(E)-caffeoyl-CoA
Product
avenanthramide A [CPD:C08472];
CoA [CPD:C00010];
avenanthramide C [CPD:C22372]
Comment
The enzyme participates in the biosynthesis of avenanthramides, phenolic alkaloids found mainly in oats (Avena sativa). It is related to EC 2.3.1.133, shikimate O-hydroxycinnamoyltransferase. The enzyme from oat does not accept feruloyl-CoA as a substrate.
History
EC 2.3.1.302 created 2021
Orthology
K25042  hydroxycinnamoyl-CoA:5-hydroxyanthranilate N-hydroxycinnamoyltransferase
Genes
VRI117932009
OSA4329959 4336306
DOSAOs02t0611800-01(Os02g0611800) Os04t0500700-01(Os04g0500700)
OBR102706819 102719484
BDI100821527 100823638
ATS109736196 109739393 109744580 109778521
TDC119282832 119317085 119320493 119342906 119342908 119344474 119355619 119364799
TAES123045927 123053797 123064197 123075881 123102604 123127802 123137447 123144794 123162624 123189665
SBI8059672 8075889
ZMA100194386 100279386
SITA101780573 101780746
SVS117861549 117863898
PVIR120642445 120656412 120680863 120708231
PHAI112873798 112899919
 » show all
Reference
1
  Authors
Ishihara, A., Matsukawa, T., Miyagawa, H., Ueno, T. and Mayama, S.
  Title
Induction of hydroxycinnamoyl-CoA: hydroxyanthranilate N-hydroxycinnamoyltransferase (HHT) activity in oat leaves by victorin C.
  Journal
Z Naturforsch C 52:756-760 (1997)
Reference
2  [PMID:14714871]
  Authors
Yang Q, Trinh HX, Imai S, Ishihara A, Zhang L, Nakayashiki H, Tosa Y, Mayama S.
  Title
Analysis of the involvement of hydroxyanthranilate hydroxycinnamoyltransferase and caffeoyl-CoA 3-O-methyltransferase in phytoalexin biosynthesis in oat.
  Journal
Mol Plant Microbe Interact 17:81-9 (2004)
DOI:10.1094/MPMI.2004.17.1.81
  Sequence
Reference
3  [PMID:16616872]
  Authors
D'Auria JC.
  Title
Acyltransferases in plants: a good time to be BAHD.
  Journal
Curr Opin Plant Biol 9:331-40 (2006)
DOI:10.1016/j.pbi.2006.03.016
  Sequence
Reference
4  [PMID:26053460]
  Authors
Bontpart T, Cheynier V, Ageorges A, Terrier N.
  Title
BAHD or SCPL acyltransferase? What a dilemma for acylation in the world of plant phenolic compounds.
  Journal
New Phytol 208:695-707 (2015)
DOI:10.1111/nph.13498
  Sequence
Reference
5  [PMID:31394723]
  Authors
Li Z, Chen Y, Meesapyodsuk D, Qiu X.
  Title
The Biosynthetic Pathway of Major Avenanthramides in Oat.
  Journal
Metabolites 9:E163 (2019)
DOI:10.3390/metabo9080163
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.302
IUBMB Enzyme Nomenclature: 2.3.1.302
ExPASy - ENZYME nomenclature database: 2.3.1.302
BRENDA, the Enzyme Database: 2.3.1.302

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