KEGG   ENZYME: 2.3.1.185Help
Entry
EC 2.3.1.185                Enzyme                                 

Name
tropine acyltransferase;
tropine:acyl-CoA transferase;
acetyl-CoA:tropan-3-ol acyltransferase;
tropine acetyltransferase;
tropine tigloyltransferase;
TAT
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
BRITE hierarchy
Sysname
acyl-CoA:tropine O-acyltransferase
Reaction(IUBMB)
an acyl-CoA + tropine = CoA + an O-acyltropine [RN:R08712]
Reaction(KEGG)
Substrate
acyl-CoA [CPD:C00040];
tropine [CPD:C00729]
Product
CoA [CPD:C00010];
O-acyltropine [CPD:C02089]
Comment
This enzyme exhibits absolute specificity for the endo/3alpha configuration found in tropine as pseudotropine (tropan-3beta-ol; see EC 2.3.1.186, pseudotropine acyltransferase) is not a substrate [3]. Acts on a wide range of aliphatic acyl-CoA derivatives, with tigloyl-CoA and acetyl-CoA being the best substrates. It is probably involved in the formation of the tropane alkaloid littorine, which is a precursor of hyoscyamine [4].
History
EC 2.3.1.185 created 2008
Pathway
Tropane, piperidine and pyridine alkaloid biosynthesis
Reference
1  [PMID:1959620]
  Authors
Robins RJ, Bachmann P, Robinson T, Rhodes MJ, Yamada Y.
  Title
The formation of 3 alpha- and 3 beta-acetoxytropanes by Datura stramonium transformed root cultures involves two acetyl-CoA-dependent acyltransferases.
  Journal
FEBS. Lett. 292 (1991) 293-7.
Reference
2
  Authors
Robins, R.J., Bachmann,P., Peerless, A.C.J. and Rabot, S.
  Title
Esterification reactions in the biosynthesis of tropane alkaloids in transformed root cultures.
  Journal
Plant Cell, Tissue Organ Cult. 38 (1994) 241-247.
Reference
3  [PMID:10626376]
  Authors
Boswell HD, Drager B, McLauchlan WR, Portsteffen A, Robins DJ, Robins RJ, Walton NJ.
  Title
Specificities of the enzymes of N-alkyltropane biosynthesis in Brugmansia and Datura.
  Journal
Phytochemistry. 52 (1999) 871-8.
Reference
4  [PMID:16720272]
  Authors
Li R, Reed DW, Liu E, Nowak J, Pelcher LE, Page JE, Covello PS.
  Title
Functional genomic analysis of alkaloid biosynthesis in Hyoscyamus niger reveals a cytochrome P450 involved in littorine rearrangement.
  Journal
Chem. Biol. 13 (2006) 513-20.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
138440-79-6 162535-29-7

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