KEGG   ENZYME: 1.5.1.46
Entry
EC 1.5.1.46                 Enzyme                                 
Name
agroclavine dehydrogenase;
easG (gene name)
Class
Oxidoreductases;
Acting on the CH-NH group of donors;
With NAD+ or NADP+ as acceptor
Sysname
agroclavine:NADP+ oxidoreductase
Reaction(IUBMB)
agroclavine + NADP+ = 6,8-dimethyl-6,7,8,9-tetradehydroergoline + NADPH + H+ [RN:R10229]
Reaction(KEGG)
R10229
Substrate
agroclavine [CPD:C09023];
NADP+ [CPD:C00006]
Product
6,8-dimethyl-6,7,8,9-tetradehydroergoline [CPD:C20457];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Comment
The enzyme participates in the biosynthesis of ergotamine, an ergot alkaloid produced by some fungi of the Clavicipitaceae family. The reaction is catalysed in the opposite direction to that shown. The substrate for the enzyme is an iminium intermediate that is formed spontaneously from chanoclavine-I aldehyde in the presence of glutathione.
History
EC 1.5.1.46 created 2013
Pathway
ec00901  Indole alkaloid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K21819  agroclavine dehydrogenase
Reference
1  [PMID:21494745]
  Authors
Matuschek M, Wallwey C, Xie X, Li SM
  Title
New insights into ergot alkaloid biosynthesis in Claviceps purpurea: an agroclavine synthase EasG catalyses, via a non-enzymatic adduct with reduced glutathione, the conversion of chanoclavine-I aldehyde to agroclavine.
  Journal
Org Biomol Chem 9:4328-35 (2011)
DOI:10.1039/c0ob01215g
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.5.1.46
IUBMB Enzyme Nomenclature: 1.5.1.46
ExPASy - ENZYME nomenclature database: 1.5.1.46
BRENDA, the Enzyme Database: 1.5.1.46

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