KEGG   ORTHOLOGY: K21819
Entry
K21819            Tight     KO                                     

Name
EASG
Definition
agroclavine dehydrogenase [EC:1.5.1.46]
Pathway
ko00901  Indole alkaloid biosynthesis
ko01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00901 Indole alkaloid biosynthesis
    K21819  EASG; agroclavine dehydrogenase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.5  Acting on the CH-NH group of donors
   1.5.1  With NAD+ or NADP+ as acceptor
    1.5.1.46  agroclavine dehydrogenase
     K21819  EASG; agroclavine dehydrogenase
Other DBs
RN: R10229
Genes
AG: AAW57089(easG)
Reference
  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

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

KEGG   REACTION: R10229
Entry
R10229                      Reaction                               

Name
agroclavine:NADP+ oxidoreductase
Definition
Agroclavine + NADP+ <=> 6,8-Dimethyl-6,7,8,9-tetradehydroergoline + NADPH + H+
Equation
Reaction class
RC00001  C00005_C00006
RC03091  C09023_C20457
Enzyme
Pathway
rn00901  Indole alkaloid biosynthesis
rn01110  Biosynthesis of secondary metabolites
Orthology
K21819  agroclavine dehydrogenase [EC:1.5.1.46]
Other DBs
RHEA: 34062

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