KEGG ENZYME: 2.3.1.93

ENZYME: 2.3.1.93

Entry

EC 2.3.1.93                 Enzyme

Name

13-hydroxylupanine O-tigloyltransferase;
tigloyl-CoA:13-hydroxylupanine O-tigloyltransferase;
13-hydroxylupanine acyltransferase

Class

Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups

Sysname

(E)-2-methylcrotonoyl-CoA:13-hydroxylupanine O-2-methylcrotonoyltransferase

Reaction(IUBMB)

(E)-2-methylcrotonoyl-CoA + 13-hydroxylupanine = CoA + 13-[(E)-2-methylcrotonoyl]oxylupanine [RN:R04205]

Reaction(KEGG)

R04205

Substrate

(E)-2-methylcrotonoyl-CoA [CPD:C03345];
13-hydroxylupanine [CPD:C02621]

Product

CoA [CPD:C00010];
13-[(E)-2-methylcrotonoyl]oxylupanine

Comment

Benzoyl-CoA and, more slowly, pentanoyl-CoA, 3-methylbutanoyl-CoA and butanoyl-CoA can act as acyl donors. Involved in the synthesis of lupanine alkaloids.

History

EC 2.3.1.93 created 1986, modified 2011

Pathway

ec00960

Tropane, piperidine and pyridine alkaloid biosynthesis

Orthology

K13610

13-hydroxylupinine O-tigloyltransferase

Genes

GMX:

100795237

GSJ:

114390174

CCAJ:

109793251

APRC:

113866688 113866689

CAM:	101505651 101510291

ADU:	107462736 107489646 107489648 107489696

AIP:	107612330 107641486 107644741 107644742

AHF:	112708447 112749395 112749397 112751683 112751684 112770327 112801699 112803637 112803639

LANG:

109345839 109345841 109353081

Reference

1 [PMID:24272737]

Authors

Wink M, Hartmann T

Title

Enzymatic synthesis of quinolizidine alkaloid esters: a tigloyl-CoA: 13-hydroxylupanine O-tigloyltransferase from Lupinus albus L.

Journal

Planta 156:560-5 (1982)
DOI:10.1007/BF00392781

Reference

2 [PMID:15659437]

Authors

Okada T, Hirai MY, Suzuki H, Yamazaki M, Saito K

Title

Molecular characterization of a novel quinolizidine alkaloid O-tigloyltransferase: cDNA cloning, catalytic activity of recombinant protein and expression analysis in Lupinus plants.

Journal

Plant Cell Physiol 46:233-44 (2005)
DOI:10.1093/pcp/pci021

Sequence

[ag:BAD89275]

Reference

3 [PMID:8195240]

Authors

Suzuki H, Murakoshi I, Saito K

Title

A novel O-tigloyltransferase for alkaloid biosynthesis in plants. Purification, characterization, and distribution in Lupinus plants.

Journal

J Biol Chem 269:15853-60 (1994)