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Entry
EC 3.1.2.29                 Enzyme                                 

Name
fluoroacetyl-CoA thioesterase
Class
Hydrolases;
Acting on ester bonds;
Thioester hydrolases
BRITE hierarchy
Sysname
fluoroacetyl-CoA hydrolase
Reaction(IUBMB)
fluoroacetyl-CoA + H2O = fluoroacetate + CoA [RN:R09643]
Reaction(KEGG)
Substrate
fluoroacetyl-CoA [CPD:C19775];
H2O [CPD:C00001]
Product
fluoroacetate [CPD:C06108];
CoA [CPD:C00010]
Comment
Fluoroacetate is extremely toxic. It reacts with CoA to form fluoroacetyl-CoA, which substitutes for acetyl CoA and reacts with EC 2.3.3.1 (citrate synthase) to produce fluorocitrate, a metabolite of which binds very tightly to EC 4.2.1.3 (aconitase) and halts the TCA cycle. This enzyme hydrolyses fluoroacetyl-CoA before it can react with citrate synthase, and thus confers fluoroacetate resistance on the organisms that produce it. It has been described in the poisonous plant Dichapetalum cymosum and the bacterium Streptomyces cattleya, both of which are fluoroacetate producers.
History
EC 3.1.2.29 created 2011
Orthology
K18700  fluoroacetyl-CoA thioesterase
Genes
DJI: CH75_12785
PSJ: PSJM300_07535
HAZ: A9404_01960
GBI: PG2T_09105
SLIM: SCL_2604
SVA: SVA_3777
RPJ: N234_00730
REU: Reut_A0155
REH: H16_A0188(h16_A0188)
CNC: CNE_1c01790
CGD: CR3_0095(flK)
BCT: GEM_3705
PPNO: DA70_14415
PPNM: LV28_16265
PPUL: RO07_10395
PSPU: NA29_06220
PAPI: SG18_10800
SLT: Slit_0397
GCA: Galf_1995
BPRC: D521_1615
GBM: Gbem_3982
GEB: GM18_2349
DEU: DBW_1408(flK)
OCA: OCAR_5925
VGO: GJW-30_1_01509(flK_2)
HDN: Hden_1941
FIL: BN1229_v1_3097(flK)
FIY: BN1229_v1_2823(flK)
MCG: GL4_2070
RRU: Rru_A0734
RRF: F11_03765
CGL: NCgl0442(Cgl0457)
CGB: cg0542
CGU: WA5_0442
CGT: cgR_0530
CGM: cgp_0542
CGJ: AR0_02835
CEF: CE1195
SCT: SCAT_4159(flK)
SNA: Snas_3802
MAC: MA_0038
 » show all
Taxonomy
Reference
1
  Authors
Meyer, J.J.M., Grobbelaar, N., Vleggaar, R. and Louw, A.I.
  Title
Fluoroacetyl-coenzyme-A hydrolase-like activity in Dichapetalum cymosum.
  Journal
J Plant Physiol 139:369-372 (1992)
Reference
2  [PMID:16720268]
  Authors
Huang F, Haydock SF, Spiteller D, Mironenko T, Li TL, O'Hagan D, Leadlay PF, Spencer JB
  Title
The gene cluster for fluorometabolite biosynthesis in Streptomyces cattleya: a thioesterase confers resistance to fluoroacetyl-coenzyme A.
  Journal
Chem Biol 13:475-84 (2006)
DOI:10.1016/j.chembiol.2006.02.014
  Sequence
[sct:SCAT_4159]
Reference
3  [PMID:20430898]
  Authors
Dias MV, Huang F, Chirgadze DY, Tosin M, Spiteller D, Dry EF, Leadlay PF, Spencer JB, Blundell TL
  Title
Structural basis for the activity and substrate specificity of fluoroacetyl-CoA thioesterase FlK.
  Journal
J Biol Chem 285:22495-504 (2010)
DOI:10.1074/jbc.M110.107177
  Sequence
[sct:SCAT_4159]
Other DBs
ExplorEnz - The Enzyme Database: 3.1.2.29
IUBMB Enzyme Nomenclature: 3.1.2.29
ExPASy - ENZYME nomenclature database: 3.1.2.29
BRENDA, the Enzyme Database: 3.1.2.29

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