KEGG   ORTHOLOGY: K20930Help
Entry
K20930                      KO                                     

Name
pmi
Definition
phosphinomethylmalate isomerase [EC:4.2.1.166]
Pathway
ko00440  Phosphonate and phosphinate metabolism
ko01130  Biosynthesis of antibiotics
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
BRITE hierarchy
Other DBs
RN: R11408
COG: COG0065 COG1048
Genes
AG: CAJ14040(pmi)
TaxonomyKoalaUniProt
Reference
  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

KEGG   ENZYME: 4.2.1.166Help
Entry
EC 4.2.1.166                Enzyme                                 

Name
phosphinomethylmalate isomerase;
pmi (gene name)
Class
Lyases;
Carbon-oxygen lyases;
Hydro-lyases
BRITE hierarchy
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)
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
ec01130  Biosynthesis of antibiotics
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
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

KEGG   REACTION: R11408Help
Entry
R11408                      Reaction                               

Name
2-phosphinomethylmalate hydro-lyase [3-phosphinomethylmalate-forming];
phosphinomethylmalate isomerase
Definition
2-Phosphinomethylmalate <=> 3-Phosphinomethylmalate
Equation
Comment
two-step reaction (similar to R01324, R01325+R01900)
Reaction class
RC00497  C17947_C21372
Enzyme
Pathway
rn00440  Phosphonate and phosphinate metabolism
rn01130  Biosynthesis of antibiotics
Orthology
K20930  phosphinomethylmalate isomerase [EC:4.2.1.166]
Other DBs
RHEA: 49507

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