KEGG   ORTHOLOGY: K13610
Entry
K13610            Tight     KO                                     

Name
HMT
Definition
13-hydroxylupinine O-tigloyltransferase [EC:2.3.1.93]
Pathway
ko00960  Tropane, piperidine and pyridine alkaloid biosynthesis
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00960 Tropane, piperidine and pyridine alkaloid biosynthesis
    K13610  HMT; 13-hydroxylupinine O-tigloyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.3  Acyltransferases
   2.3.1  Transferring groups other than aminoacyl groups
    2.3.1.93  13-hydroxylupanine O-tigloyltransferase
     K13610  HMT; 13-hydroxylupinine O-tigloyltransferase
Other DBs
RN: R04205
GO: 0047203
Genes
AG: BAD89275(HMT)
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
Plant Cell Physiol 46:233-44 (2005)
DOI:10.1093/pcp/pci021
  Sequence

KEGG   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
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
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)
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.93
IUBMB Enzyme Nomenclature: 2.3.1.93
ExPASy - ENZYME nomenclature database: 2.3.1.93
BRENDA, the Enzyme Database: 2.3.1.93
CAS: 85341-00-0

KEGG   REACTION: R04205
Entry
R04205                      Reaction                               

Name
(E)-2-Methylcrotonoyl-CoA :13-hydroxylupinine O-2-methylcrotonoyltransferase
Definition
2-Methylbut-2-enoyl-CoA + 13-Hydroxylupanine <=> CoA + 13-(2-Methylcrotonoyl)oxylupanine
Equation
Reaction class
RC00004  C00010_C03345
RC00055  C02621_C04170
Enzyme
Pathway
rn00960  Tropane, piperidine and pyridine alkaloid biosynthesis
Orthology
K13610  13-hydroxylupinine O-tigloyltransferase [EC:2.3.1.93]
Other DBs
RHEA: 12363

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