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2-methylcitrate synthase

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2-methylcitrate synthase
Identifiers
EC no.2.3.3.5
CAS no.57827-78-8
Databases
IntEnzIntEnz view
BRENDABRENDA entry
ExPASyNiceZyme view
KEGGKEGG entry
MetaCycmetabolic pathway
PRIAMprofile
PDB structuresRCSB PDB PDBe PDBsum
Gene OntologyAmiGO / QuickGO
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PMCarticles
PubMedarticles
NCBIproteins

2-methylcitrate synthase (EC 2.3.3.5) is an enzyme that catalyzes the chemical reaction

 
H2O
 
Rightward reaction arrow with minor substrate(s) from top left
 
 
 
 

The three substrates of this enzyme are oxaloacetic acid, propionyl-CoA, and water. Its two products are a specific stereoisomer of 2-methylcitric acid, with coenzyme A as the byproduct. The enyme has been characterised from Candida lipolytica,[1] Escherichia coli,[2] and Salmonella typhimurium.[3] The isomer produced was shown to be (2R,3S)-2-methylcitric acid.[4] The methyl citrate product in fungi is later converted to methylisocitric acid and then to pyruvic acid and succinic acid by the enzyme methylisocitrate lyase.[5][6]

This enzyme belongs to the family of transferases, specifically those acyltransferases that convert acyl groups into alkyl groups on transfer. The systematic name of this enzyme class is propanoyl-CoA:oxaloacetate C-propanoyltransferase (thioester-hydrolysing, 1-carboxyethyl-forming). Other names in common use include 2-methylcitrate oxaloacetate-lyase, MCS, methylcitrate synthase, and methylcitrate synthetase.[7]

References

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  1. Uchiyama H; Tabuchi T (1976). "Properties of methylcitrate synthase from Candida lipolytica". Agric. Biol. Chem. 40 (7): 1411–1418. doi:10.1271/bbb1961.40.1411.
  2. Buckel W; Wendisch, VF; De Graaf, AA; Müller, U; Linder, MI; Linder, D; Buckel, W (1997). "Propionate oxidation in Escherichia coli: evidence for operation of a methylcitrate cycle in bacteria". Arch. Microbiol. 168 (5): 428–36. Bibcode:1997ArMic.168..428T. doi:10.1007/s002030050518. PMID 9325432.
  3. Horswill AR, Escalante-Semerena JC (1999). "Salmonella typhimurium LT2 catabolizes propionate via the 2-methylcitric acid cycle". J. Bacteriol. 181 (18): 5615–23. doi:10.1128/JB.181.18.5615-5623.1999. PMC 94080. PMID 10482501.
  4. Wadman SK; Mienie, LJ; Erasmus, E; De Wet, WJ; Ketting, D; Duran, M; Wadman, SK (1994). "Identification of the stereoisomeric configurations of methylcitric acid produced by si-citrate synthase and methylcitrate synthase using capillary gas chromatography-mass spectrometry". J. Inherit. Metab. Dis. 17 (6): 738–47. doi:10.1007/BF00712017. PMID 7707698.
  5. Domin, Nicole; Wilson, Duncan; Brock, Matthias (2009). "Methylcitrate cycle activation during adaptation of Fusarium solani and Fusarium verticillioides to propionyl-CoA-generating carbon sources". Microbiology. 155 (12): 3903–3912. doi:10.1099/mic.0.031781-0. PMID 19661181.
  6. Brock, Matthias; Maerker, Claudia; Schütz, Alexandra; Völker, Uwe; Buckel, Wolfgang (2002). "Oxidation of propionate to pyruvate in Escherichia coli". European Journal of Biochemistry. 269 (24): 6184–6194. doi:10.1046/j.1432-1033.2002.03336.x. PMID 12473114.
  7. Enzyme 2.3.3.5 at KEGG Pathway Database.