KEGG ENZYME: 1.1.1.309

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 antibiotics

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

[ag:AAU00078]

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

DBGET integrated database retrieval system