Oxidoreductases;
Acting on single donors with incorporation of molecular oxygen (oxygenases);
With incorporation of two atoms of oxygen
BRITE hierarchy

2-hydroxyethylphosphonate:oxygen 1,2-oxidoreductase (hydroxymethylphosphonate forming)

2-hydroxyethylphosphonate + O2 = hydroxymethylphosphonate + formate [RN:R08864]

R08864
Reaction

2-hydroxyethylphosphonate [CPD:C06451];
O2 [CPD:C00007]

Requires non-heme-Fe(II). Isolated from some bacteria including Streptomyces hygroscopicus and Streptomyces viridochromogenes. The pro-R hydrogen at C-2 of the ethyl group is retained by the formate ion. Any stereochemistry at C-1 of the ethyl group is lost. One atom from dioxygen is present in each product. Involved in phosphinothricin biosynthesis.

EC 1.13.11.72 created 2012

1  [PMID:19516340]

Cicchillo RM, Zhang H, Blodgett JA, Whitteck JT, Li G, Nair SK, van der Donk WA, Metcalf WW

An unusual carbon-carbon bond cleavage reaction during phosphinothricin biosynthesis.

Nature 459:871-4 (2009)
DOI:10.1038/nature07972

[ag:AAU00079]

2  [PMID:21381767]

Whitteck JT, Malova P, Peck SC, Cicchillo RM, Hammerschmidt F, van der Donk WA

On the stereochemistry of 2-hydroxyethylphosphonate dioxygenase.

J Am Chem Soc 133:4236-9 (2011)
DOI:10.1021/ja1113326

3  [PMID:21711001]

Peck SC, Cooke HA, Cicchillo RM, Malova P, Hammerschmidt F, Nair SK, van der Donk WA

Mechanism and substrate recognition of 2-hydroxyethylphosphonate dioxygenase.

Biochemistry 50:6598-605 (2011)
DOI:10.1021/bi200804r

[ag:AAU00079]