KEGG   ORTHOLOGY: K12901Help
Entry
K12901                      KO                                     

Name
fomC
Definition
phosphonoacetaldehyde reductase
Pathway
ko00440  Phosphonate and phosphinate metabolism
ko01100  Metabolic pathways
ko01130  Biosynthesis of antibiotics
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09106 Metabolism of other amino acids
   00440 Phosphonate and phosphinate metabolism
    K12901  fomC; phosphonoacetaldehyde reductase
BRITE hierarchy
Other DBs
RN: R08861
Genes
AG: BAA32497(fomC)
TaxonomyKoalaUniProt
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
Reference
  Authors
Woodyer RD, Shao Z, Thomas PM, Kelleher NL, Blodgett JA, Metcalf WW, van der Donk WA, Zhao H
  Title
Heterologous production of fosfomycin and identification of the minimal biosynthetic gene cluster.
  Journal
Chem Biol 13:1171-82 (2006)
DOI:10.1016/j.chembiol.2006.09.007

KEGG   ORTHOLOGY: K12904Help
Entry
K12904                      KO                                     

Name
phpC
Definition
phosphonoacetaldehyde reductase [EC:1.1.1.309]
Pathway
ko00440  Phosphonate and phosphinate metabolism
ko01100  Metabolic pathways
ko01130  Biosynthesis of antibiotics
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09106 Metabolism of other amino acids
   00440 Phosphonate and phosphinate metabolism
    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
BRITE hierarchy
Other DBs
RN: R09478
Genes
AG: AAU00078(phpC)
TaxonomyKoalaUniProt
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: 1.1.1.309Help
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
BRITE hierarchy
Sysname
2-hydroxyethylphosphonate:NAD+ oxidoreductase
Reaction(IUBMB)
2-hydroxyethylphosphonate + NAD+ = phosphonoacetaldehyde + NADH + H+ [RN:R09478]
Reaction(KEGG)
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
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
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: R08861Help
Entry
R08861                      Reaction                               

Definition
Phosphonoacetaldehyde + NADPH + H+ <=> 2-Hydroxyethylphosphonate + NADP+
Equation
Comment
PnAA reductase
Reaction class
RC00001  C00005_C00006
RC00087  C03167_C06451
Pathway
rn00440  Phosphonate and phosphinate metabolism
rn01100  Metabolic pathways
rn01130  Biosynthesis of antibiotics
Orthology
K12901  phosphonoacetaldehyde reductase

KEGG   REACTION: R09478Help
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
rn01100  Metabolic pathways
rn01130  Biosynthesis of antibiotics
Orthology
K12904  phosphonoacetaldehyde reductase [EC:1.1.1.309]
Other DBs
RHEA: 28081

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