KEGG   ORTHOLOGY: K20930
Entry
K20930            Tight     KO                                     
Symbol
pmi
Name
phosphinomethylmalate isomerase [EC:4.2.1.166]
Pathway
map00440  Phosphonate and phosphinate metabolism
map01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09106 Metabolism of other amino acids
   00440 Phosphonate and phosphinate metabolism
    K20930  pmi; phosphinomethylmalate isomerase
Enzymes [BR:ko01000]
 4. Lyases
  4.2  Carbon-oxygen lyases
   4.2.1  Hydro-lyases
    4.2.1.166  phosphinomethylmalate isomerase
     K20930  pmi; phosphinomethylmalate isomerase
Other DBs
RN: R11408
COG: COG0065 COG1048
Genes
AG: CAJ14040(pmi)
Reference
PMID:11472937
  Authors
Heinzelmann E, Kienzlen G, Kaspar S, Recktenwald J, Wohlleben W, Schwartz D
  Title
The phosphinomethylmalate isomerase gene pmi, encoding an aconitase-like enzyme, is involved in the synthesis of phosphinothricin tripeptide in Streptomyces viridochromogenes.
  Journal
Appl Environ Microbiol 67:3603-9 (2001)
DOI:10.1128/AEM.67.8.3603-3609.2001
  Sequence
[ag:CAJ14040]
LinkDB

KEGG   ENZYME: 4.2.1.166
Entry
EC 4.2.1.166                Enzyme                                 
Name
phosphinomethylmalate isomerase;
pmi (gene name)
Class
Lyases;
Carbon-oxygen lyases;
Hydro-lyases
Sysname
2-(phosphinomethyl)malate hydro-lyase [3-(phosphinomethyl)malate-forming]
Reaction(IUBMB)
2-(hydroxyphosphonoylmethyl)malate = 3-(hydroxyphosphonoylmethyl)malate (overall reaction) [RN:R11408];
(1a) 2-(hydroxyphosphonoylmethyl)malate = 2-(phosphinatomethylidene)butanedioate + H2O;
(1b) 2-(phosphinatomethylidene)butanedioate + H2O = 3-(hydroxyphosphonoylmethyl)malate
Reaction(KEGG)
R11408
Substrate
2-(hydroxyphosphonoylmethyl)malate;
2-(phosphinatomethylidene)butanedioate;
H2O [CPD:C00001]
Product
3-(hydroxyphosphonoylmethyl)malate;
2-(phosphinatomethylidene)butanedioate;
H2O [CPD:C00001]
Comment
The enzyme, characterized from the bacterium Streptomyces viridochromogenes, is involved in bialaphos biosynthesis. The enzyme from the bacterium Kitasatospora phosalacinea participates in the biosynthesis of the related compound phosalacine. Both compounds contain the nonproteinogenic amino acid L-phosphinothricin that acts as a potent inhibitor of EC 6.3.1.2, glutamine synthetase. The similar enzyme EC 4.2.1.3, aconitate hydratase, cannot catalyse this reaction.
History
EC 4.2.1.166 created 2016
Pathway
ec00440  Phosphonate and phosphinate metabolism
ec01110  Biosynthesis of secondary metabolites
Orthology
K20930  phosphinomethylmalate isomerase
Reference
1  [PMID:11472937]
  Authors
Heinzelmann E, Kienzlen G, Kaspar S, Recktenwald J, Wohlleben W, Schwartz D
  Title
The phosphinomethylmalate isomerase gene pmi, encoding an aconitase-like enzyme, is involved in the synthesis of phosphinothricin tripeptide in Streptomyces viridochromogenes.
  Journal
Appl Environ Microbiol 67:3603-9 (2001)
DOI:10.1128/AEM.67.8.3603-3609.2001
  Sequence
[ag:CAJ14040]
Other DBs
ExplorEnz - The Enzyme Database: 4.2.1.166
IUBMB Enzyme Nomenclature: 4.2.1.166
ExPASy - ENZYME nomenclature database: 4.2.1.166
BRENDA, the Enzyme Database: 4.2.1.166
LinkDB

KEGG   REACTION: R11408
Entry
R11408                      Reaction                               
Name
2-phosphinomethylmalate hydro-lyase [3-phosphinomethylmalate-forming];
phosphinomethylmalate isomerase
Definition
2-Phosphinomethylmalate <=> 3-Phosphinomethylmalate
Equation
C17947 <=> C21372
Comment
two-step reaction (similar to R01324, R01325+R01900)
Reaction class
RC00497  C17947_C21372
Enzyme
4.2.1.166
Pathway
rn00440  Phosphonate and phosphinate metabolism
rn01110  Biosynthesis of secondary metabolites
Orthology
K20930  phosphinomethylmalate isomerase [EC:4.2.1.166]
Other DBs
RHEA: 49507
LinkDB

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