Metabolic Modeling Tutorial
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Reaction: 2.3.1.185

Superclasses: Reactions Classified By Conversion Type Simple Reactions Chemical Reactions
Reactions Classified By Substrate Small-Molecule Reactions

EC Number: 2.3.1.185

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

Most BioCyc compounds have been protonated to a reference pH value of 7.3, and some reactions have been computationally balanced for hydrogen by adding free protons. Please see the PGDB Concepts Guide for more information.

Mass balance status: Balanced.

Enzyme Commission Primary Name: tropine acyltransferase

Enzyme Commission Synonyms: tropine:acyl-CoA transferase, acetyl-CoA:tropan-3-ol acyltransferase, tropine acetyltransferase, tropine tigloyltransferase, TAT

Standard Gibbs Free Energy (ΔrG in kcal/mol): 178.27905 Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
This enzyme exhibits absolute specificity for the endo/3α configuration found in tropine as pseudotropine (tropan-3β-ol; see EC 2.3.1.186, pseudotropine acyltransferase) is not a substrate [Boswell99]. 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 [Li06d].

Citations: [Robins91, Robins94]

Unification Links: Rhea:25516

Relationship Links: BRENDA:EC:2.3.1.185 , ENZYME:EC:2.3.1.185 , IUBMB-ExplorEnz:EC:2.3.1.185


References

Boswell99: Boswell HD, Drager B, McLauchlan WR, Portsteffen A, Robins DJ, Robins RJ, Walton NJ (1999). "Specificities of the enzymes of N-alkyltropane biosynthesis in Brugmansia and Datura." Phytochemistry 52(5);871-8. PMID: 10626376

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Li06d: Li R, Reed DW, Liu E, Nowak J, Pelcher LE, Page JE, Covello PS (2006). "Functional genomic analysis of alkaloid biosynthesis in Hyoscyamus niger reveals a cytochrome P450 involved in littorine rearrangement." Chem Biol 13(5);513-20. PMID: 16720272

Robins91: Robins RJ, Bachmann P, Robinson T, Rhodes MJ, Yamada Y (1991). "The formation of 3 alpha- and 3 beta-acetoxytropanes by Datura stramonium transformed root cultures involves two acetyl-CoA-dependent acyltransferases." FEBS Lett 292(1-2);293-7. PMID: 1959620

Robins94: Robins RJ, Bachmann P, Peerless AC, Rabot S (1994). "Esterification reactions in the biosynthesis of tropane alkaloids in transformed root cultures." Plant Cell, Tissue Organ Cult. 38 241-247.


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Thu Nov 27, 2014, biocyc13.