Data extracted from this reference:
Inhibitors
Acetylphosphate
Streptomyces viridochromogenes
Organism
Streptomyces viridochromogenes
Q5IW40
Substrates and Products (Substrate)
(2R)-hydroxypropylphosphonate + O2
719645
Streptomyces viridochromogenes
2-oxopropylphosphonate + hydroxymethylphosphonate + acetate
substrate partitions between conversion to 2-oxopropylphosphonate and hydroxymethylphosphonate
?
1-hydroxy-2,2,2-trifluoroethylphosphonate + O2
719645
Streptomyces viridochromogenes
trifluoroacetylphosphonate
?
1-hydroxyethylphosphonate + O2
719645
Streptomyces viridochromogenes
acetylphosphate
?
2-hydroxyethylphosphonate + O2
719645
Streptomyces viridochromogenes
hydroxymethylphosphonate + formate
?
hydroxymethylphosphonate + O2
719645
Streptomyces viridochromogenes
phosphate + formate
?
additional information
results provide strong support for a mechanism that proceeds by hydroperoxylation followed by a Criegee rearrangement with a phosphorus-based migrating group and requires that the O-O bond of molecular oxygen is not cleaved prior to substrate activation. No substrate: O-formyl-hydroxymethylphosphonate, (2S)-hydroxypropylphosphonate
719645
Streptomyces viridochromogenes
?
Synonyms
PhdP
Streptomyces viridochromogenes
Inhibitors (protein specific)
Acetylphosphate
Streptomyces viridochromogenes
Substrates and Products (Substrate) (protein specific)
(2R)-hydroxypropylphosphonate + O2
719645
Streptomyces viridochromogenes
2-oxopropylphosphonate + hydroxymethylphosphonate + acetate
substrate partitions between conversion to 2-oxopropylphosphonate and hydroxymethylphosphonate
?
1-hydroxy-2,2,2-trifluoroethylphosphonate + O2
719645
Streptomyces viridochromogenes
trifluoroacetylphosphonate
?
1-hydroxyethylphosphonate + O2
719645
Streptomyces viridochromogenes
acetylphosphate
?
2-hydroxyethylphosphonate + O2
719645
Streptomyces viridochromogenes
hydroxymethylphosphonate + formate
?
hydroxymethylphosphonate + O2
719645
Streptomyces viridochromogenes
phosphate + formate
?
additional information
results provide strong support for a mechanism that proceeds by hydroperoxylation followed by a Criegee rearrangement with a phosphorus-based migrating group and requires that the O-O bond of molecular oxygen is not cleaved prior to substrate activation. No substrate: O-formyl-hydroxymethylphosphonate, (2S)-hydroxypropylphosphonate
719645
Streptomyces viridochromogenes
?
Other publictions for EC 1.13.11.72
745178
Peck
O-H activation by an unexpect ...
Streptomyces viridochromogenes, Streptomyces viridochromogenes DSM 40736
J. Am. Chem. Soc.
139
2045-2052
2017
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1
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4
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745390
Peck
Go it alone four-electron oxi ...
Streptomyces viridochromogenes, Streptomyces viridochromogenes DSM 40736
J. Biol. Inorg. Chem.
22
381-394
2017
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745162
Peck
A common late-stage intermedi ...
Streptomyces viridochromogenes, Streptomyces viridochromogenes DSM 40736
J. Am. Chem. Soc.
137
3217-3220
2015
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720308
Du
Water-dependent reaction pathw ...
Streptomyces viridochromogenes
J. Phys. Chem. B
116
11837-11844
2012
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718907
Peck
Mechanism and substrate recogn ...
Streptomyces viridochromogenes
Biochemistry
50
6598-6605
2011
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719655
Whitteck
On the stereochemistry of 2-hy ...
Streptomyces viridochromogenes
J. Am. Chem. Soc.
133
4236-4239
2011
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719648
Hirao
Ferric superoxide and ferric h ...
Streptomyces viridochromogenes
J. Am. Chem. Soc.
132
17901-17909
2010
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719645
Whitteck
Hydroperoxylation by hydroxyet ...
Streptomyces viridochromogenes
J. Am. Chem. Soc.
131
16225-16232
2009
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1
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1
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6
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1
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720539
Cicchillo
An unusual carbon-carbon bond ...
Streptomyces viridochromogenes
Nature
459
871-874
2009
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1
1
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1
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