KEGG ENZYME: 2.3.1.302

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

VRI:

117932009

OSA:	4329959 4336306

DOSA:

Os02t0611800-01(Os02g0611800) Os04t0500700-01(Os04g0500700)

OBR:	102706819 102719484

OGL:	127763313 127770527

BDI:	100821527 100823638

ATS:	109736196 109739393 109744580 109778521

TDC:	119282832 119317085 119320493 119342906 119342908 119344474 119355619 119364799

TAES:

123045927 123053797 123064197 123075881 123102604 123127802 123137447 123144794 123162624 123189665

TUA:	125513635 125513644 125538940

LPER:

127307138 127335437

LRD:	124671723 124675396 124681178 124692621

SBI:	8059672 8075889

ZMA:	100194386 100279386

SITA:

101780573 101780746

SVS:	117861549 117863898

PVIR:

120642445 120656412 120680863 120708231

PHAI:

112873798 112899919

ZOF:

121968172

» show all

Reference

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

[ag:BAC78633]

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

[ag:BAC78633]

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

[ag:BAC78633]

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

[ag:QDC27803]

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

All links

Chemical substance (6)   
   KEGG COMPOUND (6)   
Chemical reaction (3)   
   KEGG REACTION (2)   
   KEGG RCLASS (1)   
Gene (60)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (59)   
Protein sequence (4)   
   UniProt (2)   
   SWISS-PROT (2)   
Protein domain (2)   
   InterPro (2)   
All databases (75)   

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