KEGG   ORTHOLOGY: K13610
Entry
K13610                      KO                                     
Symbol
HMT
Name
13-hydroxylupinine O-tigloyltransferase [EC:2.3.1.93]
Pathway
map00960  Tropane, piperidine and pyridine alkaloid biosynthesis
Reaction
R04205  (E)-2-methylcrotonoyl-CoA :13-hydroxylupinine O-2-methylcrotonoyltransferase
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
GO: 0047203
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
AG: BAD89275(HMT)
Reference
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]

  All links  
Ontology (1)   
   GO (1)   
All databases (1)   

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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
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)
  Sequence
[ag:BAD89275]
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

  All links  
Protein sequence (6)   
   UniProt (5)   
   SWISS-PROT (1)   
Protein domain (2)   
   InterPro (2)   
All databases (8)   

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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
C03345 + C02621 <=> C00010 + C04170
Reaction class
RC00004  C00010_C03345
RC00055  C02621_C04170
Enzyme
2.3.1.93
Pathway
rn00960  Tropane, piperidine and pyridine alkaloid biosynthesis
Brite
Enzymatic reactions [BR:br08201]
 2. Transferase reactions
  2.3  Acyltransferases
   2.3.1  Transferring groups other than aminoacyl groups
    2.3.1.93
     R04205  2-Methylbut-2-enoyl-CoA + 13-Hydroxylupanine <=> CoA + 13-(2-Methylcrotonoyl)oxylupanine
Orthology
K13610  13-hydroxylupinine O-tigloyltransferase [EC:2.3.1.93]
Other DBs
RHEA: 12363

  All links  
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