Entry
Name
13-hydroxylupanine O-tigloyltransferase;
tigloyl-CoA:13-hydroxylupanine O-tigloyltransferase;
13-hydroxylupanine acyltransferase
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
BRITE hierarchy
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)
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
APRC : 113866688 113866689
ADU : 107462736 107489646 107489648 107489696
AIP : 107612330 107641486 107644741 107644742
AHF : 112708447 112749395 112749397 112751683 112751684 112770327 112801699 112803637 112803639
LANG : 109345839 109345841 109353081
Taxonomy
Reference
Authors
Wink M, Hartmann T
Title
Enzymatic synthesis of quinolizidine alkaloid esters: a tigloyl-CoA: 13-hydroxylupanine O-tigloyltransferase from Lupinus albus L.
Journal
Reference
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
Sequence
Reference
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)
Sequence
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.93
ExPASy - ENZYME nomenclature database: 2.3.1.93