KEGG   ORTHOLOGY: K18316
Entry
K18316                      KO                                     

Name
cpmA, carA
Definition
carbapenam-3-carboxylate synthase [EC:6.3.3.6]
Pathway
ko00332  Carbapenem biosynthesis
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
ko02024  Quorum sensing
Module
M00675  Carbapenem-3-carboxylate biosynthesis, pyrroline-5-carboxylate + malonyl-CoA => carbapenem-3-carboxylate
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00332 Carbapenem biosynthesis
    K18316  cpmA, carA; carbapenam-3-carboxylate synthase
 09140 Cellular Processes
  09145 Cellular community - prokaryotes
   02024 Quorum sensing
    K18316  cpmA, carA; carbapenam-3-carboxylate synthase
Enzymes [BR:ko01000]
 6. Ligases
  6.3  Forming carbon-nitrogen bonds
   6.3.3  Cyclo-ligases
    6.3.3.6  carbapenam-3-carboxylate synthase
     K18316  cpmA, carA; carbapenam-3-carboxylate synthase
Other DBs
RN: R10556
COG: COG0367
Genes
SERA: Ser39006_009920
SERQ: CWC46_09915
DZE: Dd1591_0213
DAQ: DAQ1742_04174(cpmA)
PAO: Pat9b_5317
PLU: plu0182(cpmA)
PLUM: A4R40_00880
PTT: VY86_09615
PRG: RB151_027380(carA_2)
VSR: Vspart_02935(bls)
AG: AAD38229(carA)
 » show all
Reference
  Authors
Raber ML, Arnett SO, Townsend CA
  Title
A conserved tyrosyl-glutamyl catalytic dyad in evolutionarily linked enzymes: carbapenam synthetase and beta-lactam synthetase.
  Journal
Biochemistry 48:4959-71 (2009)
DOI:10.1021/bi900432n
  Sequence

KEGG   ORTHOLOGY: K18582
Entry
K18582                      KO                                     

Name
thnM
Definition
carbapenam-3-carboxylate synthase [EC:6.3.3.6]
Pathway
ko00332  Carbapenem biosynthesis
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00332 Carbapenem biosynthesis
    K18582  thnM; carbapenam-3-carboxylate synthase
Enzymes [BR:ko01000]
 6. Ligases
  6.3  Forming carbon-nitrogen bonds
   6.3.3  Cyclo-ligases
    6.3.3.6  carbapenam-3-carboxylate synthase
     K18582  thnM; carbapenam-3-carboxylate synthase
Other DBs
RN: R10556
COG: COG0367
Genes
SCT: SCAT_p0832(thnM)
SCY: SCATT_p09030
SFA: Sfla_0156
STRP: F750_6865
Reference
  Authors
Rodriguez M, Nunez LE, Brana AF, Mendez C, Salas JA, Blanco G
  Title
Mutational analysis of the thienamycin biosynthetic gene cluster from Streptomyces cattleya.
  Journal
Antimicrob Agents Chemother 55:1638-49 (2011)
DOI:10.1128/AAC.01366-10
  Sequence
Reference
  Authors
Bodner MJ, Li R, Phelan RM, Freeman MF, Moshos KA, Lloyd EP, Townsend CA
  Title
Definition of the common and divergent steps in carbapenem beta-lactam antibiotic biosynthesis.
  Journal
Chembiochem 12:2159-65 (2011)
DOI:10.1002/cbic.201100366

KEGG   ENZYME: 6.3.3.6
Entry
EC 6.3.3.6                  Enzyme                                 

Name
carbapenam-3-carboxylate synthase;
CarA (ambiguous);
CPS (ambiguous);
carbapenam-3-carboxylate ligase;
6-methyl-(2S,5S)-5-carboxymethylproline cyclo-ligase (AMP-forming)
Class
Ligases;
Forming carbon-nitrogen bonds;
Cyclo-ligases
Sysname
(2S,5S)-5-carboxymethylproline cyclo-ligase (AMP-forming)
Reaction(IUBMB)
ATP + (2S,5S)-5-carboxymethylproline = AMP + diphosphate + (3S,5S)-carbapenam 3-carboxylate [RN:R10556]
Reaction(KEGG)
R10556
Substrate
ATP [CPD:C00002];
(2S,5S)-5-carboxymethylproline [CPD:C17366]
Product
AMP [CPD:C00020];
diphosphate [CPD:C00013];
(3S,5S)-carbapenam 3-carboxylate
Comment
The enzyme is involved in the biosynthesis of the carbapenem beta-lactam antibiotic (5R)-carbapen-2-em-3-carboxylate in the bacterium Pectobacterium carotovorum.
History
EC 6.3.3.6 created 2013 as 6.3.1.16, transferred 2013 to EC 6.3.3.6
Pathway
ec00332  Carbapenem biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K18316  carbapenam-3-carboxylate synthase
K18582  carbapenam-3-carboxylate synthase
Genes
SERA: Ser39006_009920
SERQ: CWC46_09915
DZE: Dd1591_0213
DAQ: DAQ1742_04174(cpmA)
PAO: Pat9b_5317
PLU: plu0182(cpmA)
PLUM: A4R40_00880
PTT: VY86_09615
PRG: RB151_027380(carA_2)
VSR: Vspart_02935(bls)
SCT: SCAT_p0832(thnM)
SFA: Sfla_0156
STRP: F750_6865
 » show all
Reference
1  [PMID:12820893]
  Authors
Gerratana B, Stapon A, Townsend CA
  Title
Inhibition and alternate substrate studies on the mechanism of carbapenam synthetase from Erwinia carotovora.
  Journal
Biochemistry 42:7836-47 (2003)
DOI:10.1021/bi034361d
Reference
2  [PMID:12890666]
  Authors
Miller MT, Gerratana B, Stapon A, Townsend CA, Rosenzweig AC
  Title
Crystal structure of carbapenam synthetase (CarA).
  Journal
J Biol Chem 278:40996-1002 (2003)
DOI:10.1074/jbc.M307901200
  Sequence
Reference
3  [PMID:19371088]
  Authors
Raber ML, Arnett SO, Townsend CA
  Title
A conserved tyrosyl-glutamyl catalytic dyad in evolutionarily linked enzymes: carbapenam synthetase and beta-lactam synthetase.
  Journal
Biochemistry 48:4959-71 (2009)
DOI:10.1021/bi900432n
  Sequence
Reference
4  [PMID:17658887]
  Authors
Arnett SO, Gerratana B, Townsend CA
  Title
Rate-limiting steps and role of active site Lys443 in the mechanism of carbapenam synthetase.
  Journal
Biochemistry 46:9337-45 (2007)
DOI:10.1021/bi0618464
Other DBs
ExplorEnz - The Enzyme Database: 6.3.3.6
IUBMB Enzyme Nomenclature: 6.3.3.6
ExPASy - ENZYME nomenclature database: 6.3.3.6
BRENDA, the Enzyme Database: 6.3.3.6

KEGG   REACTION: R10556
Entry
R10556                      Reaction                               

Name
(2S,5S)-5-carboxymethylproline cyclo-ligase (AMP-forming)
Definition
ATP + (2S,5S)-trans-Carboxymethylproline <=> AMP + Diphosphate + (3S,5S)-Carbapenam-3-carboxylic acid
Equation
Reaction class
RC03195  C17366_C17367
Enzyme
Pathway
rn00332  Carbapenem biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00675  Carbapenem-3-carboxylate biosynthesis, pyrroline-5-carboxylate + malonyl-CoA => carbapenem-3-carboxylate
Orthology
K18316  carbapenam-3-carboxylate synthase [EC:6.3.3.6]
K18582  carbapenam-3-carboxylate synthase [EC:6.3.3.6]
Other DBs
RHEA: 36706

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