KEGG   ORTHOLOGY: K12904
Entry
K12904            Tight     KO                                     

Name
phpC
Definition
phosphonoacetaldehyde reductase [EC:1.1.1.309]
Pathway
ko00440  Phosphonate and phosphinate metabolism
ko00998  Biosynthesis of various secondary metabolites - part 2
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09106 Metabolism of other amino acids
   00440 Phosphonate and phosphinate metabolism
    K12904  phpC; phosphonoacetaldehyde reductase
  09110 Biosynthesis of other secondary metabolites
   00998 Biosynthesis of various secondary metabolites - part 2
    K12904  phpC; phosphonoacetaldehyde reductase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.1  With NAD+ or NADP+ as acceptor
    1.1.1.309  phosphonoacetaldehyde reductase (NADH)
     K12904  phpC; phosphonoacetaldehyde reductase
Other DBs
RN: R09478
Genes
AG: AAU00078(phpC)
Reference
  Authors
Metcalf WW, van der Donk WA
  Title
Biosynthesis of phosphonic and phosphinic acid natural products.
  Journal
Annu Rev Biochem 78:65-94 (2009)
DOI:10.1146/annurev.biochem.78.091707.100215

KEGG   ENZYME: 1.1.1.309
Entry
EC 1.1.1.309                Enzyme                                 

Name
phosphonoacetaldehyde reductase (NADH);
PhpC
Class
Oxidoreductases;
Acting on the CH-OH group of donors;
With NAD+ or NADP+ as acceptor
Sysname
2-hydroxyethylphosphonate:NAD+ oxidoreductase
Reaction(IUBMB)
2-hydroxyethylphosphonate + NAD+ = phosphonoacetaldehyde + NADH + H+ [RN:R09478]
Reaction(KEGG)
R09478
Substrate
2-hydroxyethylphosphonate [CPD:C06451];
NAD+ [CPD:C00003]
Product
phosphonoacetaldehyde [CPD:C03167];
NADH [CPD:C00004];
H+ [CPD:C00080]
Comment
The enzyme from Streptomyces viridochromogenes catalyses a step in the biosynthesis of phosphinothricin tripeptide, the reduction of phosphonoacetaldehyde to 2-hydroxyethylphosphonate. The preferred cofactor is NADH, lower activity with NADPH [1].
History
EC 1.1.1.309 created 2011
Pathway
ec00440  Phosphonate and phosphinate metabolism
ec00998  Biosynthesis of various secondary metabolites - part 2
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K12904  phosphonoacetaldehyde reductase
Reference
1  [PMID:17632514]
  Authors
Blodgett JA, Thomas PM, Li G, Velasquez JE, van der Donk WA, Kelleher NL, Metcalf WW
  Title
Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide.
  Journal
Nat Chem Biol 3:480-5 (2007)
DOI:10.1038/nchembio.2007.9
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.1.1.309
IUBMB Enzyme Nomenclature: 1.1.1.309
ExPASy - ENZYME nomenclature database: 1.1.1.309
BRENDA, the Enzyme Database: 1.1.1.309

KEGG   REACTION: R09478
Entry
R09478                      Reaction                               

Name
2-hydroxyethylphosphonate:NAD+ oxidoreductase
Definition
2-Hydroxyethylphosphonate + NAD+ <=> Phosphonoacetaldehyde + NADH + H+
Equation
Reaction class
RC00001  C00003_C00004
RC00087  C03167_C06451
Enzyme
Pathway
rn00440  Phosphonate and phosphinate metabolism
rn00998  Biosynthesis of various secondary metabolites - part 2
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Orthology
K12904  phosphonoacetaldehyde reductase [EC:1.1.1.309]
Other DBs
RHEA: 28081

DBGET integrated database retrieval system