Fluoroacetate

Fluoroacetate is a naturally occurring organofluorine compound. An actinomycete,(Streptomyces cattleya), and some plants in Australia and Africa produce this highly toxic compound. Fluoroacetate dehalogenases from Burkholderia sp and Delftia acidovorans catalyze the hydrolytic defluorination of fluoroacetate to produce glycolate. These enzymes are unique in that they catalyze the cleavage of the carbon-fluorine bond, whose dissociation energy is among the highest found in nature. Fluoroacetate is a poison developped as rodenticide

General

Type : Haloacetate, Acetate

Chemical_Nomenclature : 2-fluoroacetate

Canonical SMILES : C(C(=O)[O-])F

InChI : InChI=1S\/C2H3FO2\/c3-1-2(4)5\/h1H2,(H,4,5)\/p-1

InChIKey : QEWYKACRFQMRMB-UHFFFAOYSA-M

Other name(s) : FCH2CO2 anion  ||  2-fluoroacetate  ||  Cymoric acid  ||  Alpha-fluoroacetic acid  ||  Monofluoroacetate  ||  MFA


MW : 77.03

Formula : C2H2FO2-

CAS_number : 513-62-2

PubChem : 5236

UniChem : QEWYKACRFQMRMB-UHFFFAOYSA-M

Wikipedia : Fluoroacetic_acid

Target

References (18)

Title : Time-resolved crystallography reveals allosteric communication aligned with molecular breathing - Mehrabi_2019_Science_365_1167
Author(s) : Mehrabi P , Schulz EC , Dsouza R , Muller-Werkmeister HM , Tellkamp F , Miller RJD , Pai EF
Ref : Science , 365 :1167 , 2019
Abstract :
PubMedSearch : Mehrabi_2019_Science_365_1167
PubMedID: 31515393
Gene_locus related to this paper: rhopa-q6nam1

Title : Substrate-Based Allosteric Regulation of a Homodimeric Enzyme - Mehrabi_2019_J.Am.Chem.Soc_141_11540
Author(s) : Mehrabi P , Di Pietrantonio C , Kim TH , Sljoka A , Taverner K , Ing C , Kruglyak N , Pomes R , Pai EF , Prosser RS
Ref : Journal of the American Chemical Society , 141 :11540 , 2019
Abstract :
PubMedSearch : Mehrabi_2019_J.Am.Chem.Soc_141_11540
PubMedID: 31188575
Gene_locus related to this paper: rhopa-q6nam1

Title : Time-resolved crystallography reveals allosteric communication aligned with molecular breathing - Mehrabi_2019_Science_365_1167
Author(s) : Mehrabi P , Schulz EC , Dsouza R , Muller-Werkmeister HM , Tellkamp F , Miller RJD , Pai EF
Ref : Science , 365 :1167 , 2019
Abstract :
PubMedSearch : Mehrabi_2019_Science_365_1167
PubMedID: 31515393
Gene_locus related to this paper: rhopa-q6nam1

Title : Substrate-Based Allosteric Regulation of a Homodimeric Enzyme - Mehrabi_2019_J.Am.Chem.Soc_141_11540
Author(s) : Mehrabi P , Di Pietrantonio C , Kim TH , Sljoka A , Taverner K , Ing C , Kruglyak N , Pomes R , Pai EF , Prosser RS
Ref : Journal of the American Chemical Society , 141 :11540 , 2019
Abstract :
PubMedSearch : Mehrabi_2019_J.Am.Chem.Soc_141_11540
PubMedID: 31188575
Gene_locus related to this paper: rhopa-q6nam1

Title : Time-resolved crystallography reveals allosteric communication aligned with molecular breathing - Mehrabi_2019_Science_365_1167
Author(s) : Mehrabi P , Schulz EC , Dsouza R , Muller-Werkmeister HM , Tellkamp F , Miller RJD , Pai EF
Ref : Science , 365 :1167 , 2019
Abstract :
PubMedSearch : Mehrabi_2019_Science_365_1167
PubMedID: 31515393
Gene_locus related to this paper: rhopa-q6nam1

Title : Substrate-Based Allosteric Regulation of a Homodimeric Enzyme - Mehrabi_2019_J.Am.Chem.Soc_141_11540
Author(s) : Mehrabi P , Di Pietrantonio C , Kim TH , Sljoka A , Taverner K , Ing C , Kruglyak N , Pomes R , Pai EF , Prosser RS
Ref : Journal of the American Chemical Society , 141 :11540 , 2019
Abstract :
PubMedSearch : Mehrabi_2019_J.Am.Chem.Soc_141_11540
PubMedID: 31188575
Gene_locus related to this paper: rhopa-q6nam1

Title : The hit-and-return system enables efficient time-resolved serial synchrotron crystallography - Schulz_2018_Nat.Methods_15_901
Author(s) : Schulz EC , Mehrabi P , Muller-Werkmeister HM , Tellkamp F , Jha A , Stuart W , Persch E , De Gasparo R , Diederich F , Pai EF , Miller RJD
Ref : Nat Methods , 15 :901 , 2018
Abstract :
PubMedSearch : Schulz_2018_Nat.Methods_15_901
PubMedID: 30377366
Gene_locus related to this paper: rhopa-q6nam1

Title : The hit-and-return system enables efficient time-resolved serial synchrotron crystallography - Schulz_2018_Nat.Methods_15_901
Author(s) : Schulz EC , Mehrabi P , Muller-Werkmeister HM , Tellkamp F , Jha A , Stuart W , Persch E , De Gasparo R , Diederich F , Pai EF , Miller RJD
Ref : Nat Methods , 15 :901 , 2018
Abstract :
PubMedSearch : Schulz_2018_Nat.Methods_15_901
PubMedID: 30377366
Gene_locus related to this paper: rhopa-q6nam1

Title : The hit-and-return system enables efficient time-resolved serial synchrotron crystallography - Schulz_2018_Nat.Methods_15_901
Author(s) : Schulz EC , Mehrabi P , Muller-Werkmeister HM , Tellkamp F , Jha A , Stuart W , Persch E , De Gasparo R , Diederich F , Pai EF , Miller RJD
Ref : Nat Methods , 15 :901 , 2018
Abstract :
PubMedSearch : Schulz_2018_Nat.Methods_15_901
PubMedID: 30377366
Gene_locus related to this paper: rhopa-q6nam1

Title : The role of dimer asymmetry and protomer dynamics in enzyme catalysis - Kim_2017_Science_355_
Author(s) : Kim TH , Mehrabi P , Ren Z , Sljoka A , Ing C , Bezginov A , Ye L , Pomes R , Prosser RS , Pai EF
Ref : Science , 355 : , 2017
Abstract :
PubMedSearch : Kim_2017_Science_355_
PubMedID: 28104837
Gene_locus related to this paper: rhopa-q6nam1

Title : The role of dimer asymmetry and protomer dynamics in enzyme catalysis - Kim_2017_Science_355_
Author(s) : Kim TH , Mehrabi P , Ren Z , Sljoka A , Ing C , Bezginov A , Ye L , Pomes R , Prosser RS , Pai EF
Ref : Science , 355 : , 2017
Abstract :
PubMedSearch : Kim_2017_Science_355_
PubMedID: 28104837
Gene_locus related to this paper: rhopa-q6nam1

Title : The role of dimer asymmetry and protomer dynamics in enzyme catalysis - Kim_2017_Science_355_
Author(s) : Kim TH , Mehrabi P , Ren Z , Sljoka A , Ing C , Bezginov A , Ye L , Pomes R , Prosser RS , Pai EF
Ref : Science , 355 : , 2017
Abstract :
PubMedSearch : Kim_2017_Science_355_
PubMedID: 28104837
Gene_locus related to this paper: rhopa-q6nam1

Title : The AEROPATH project targeting Pseudomonas aeruginosa: crystallographic studies for assessment of potential targets in early-stage drug discovery. - Moynie_2013_Acta.Crystallogr.Sect.F.Struct.Biol.Cryst.Commun_69_25
Author(s) : Moynie L , Schnell R , McMahon SA , Sandalova T , Boulkerou WA , Schmidberger JW , Alphey M , Cukier C , Duthie F , Kopec J , Liu H , Jacewicz A , Hunter WN , Naismith JH , Schneider G
Ref : Acta Crystallographica Sect F Struct Biol Cryst Commun , 69 :25 , 2013
Abstract :
PubMedSearch : Moynie_2013_Acta.Crystallogr.Sect.F.Struct.Biol.Cryst.Commun_69_25
PubMedID: 23295481
Gene_locus related to this paper: pseae-PA2086

Title : The AEROPATH project targeting Pseudomonas aeruginosa: crystallographic studies for assessment of potential targets in early-stage drug discovery. - Moynie_2013_Acta.Crystallogr.Sect.F.Struct.Biol.Cryst.Commun_69_25
Author(s) : Moynie L , Schnell R , McMahon SA , Sandalova T , Boulkerou WA , Schmidberger JW , Alphey M , Cukier C , Duthie F , Kopec J , Liu H , Jacewicz A , Hunter WN , Naismith JH , Schneider G
Ref : Acta Crystallographica Sect F Struct Biol Cryst Commun , 69 :25 , 2013
Abstract :
PubMedSearch : Moynie_2013_Acta.Crystallogr.Sect.F.Struct.Biol.Cryst.Commun_69_25
PubMedID: 23295481
Gene_locus related to this paper: pseae-PA2086

Title : The AEROPATH project targeting Pseudomonas aeruginosa: crystallographic studies for assessment of potential targets in early-stage drug discovery. - Moynie_2013_Acta.Crystallogr.Sect.F.Struct.Biol.Cryst.Commun_69_25
Author(s) : Moynie L , Schnell R , McMahon SA , Sandalova T , Boulkerou WA , Schmidberger JW , Alphey M , Cukier C , Duthie F , Kopec J , Liu H , Jacewicz A , Hunter WN , Naismith JH , Schneider G
Ref : Acta Crystallographica Sect F Struct Biol Cryst Commun , 69 :25 , 2013
Abstract :
PubMedSearch : Moynie_2013_Acta.Crystallogr.Sect.F.Struct.Biol.Cryst.Commun_69_25
PubMedID: 23295481
Gene_locus related to this paper: pseae-PA2086

Title : Mapping the reaction coordinates of enzymatic defluorination - Chan_2011_J.Am.Chem.Soc_133_7461
Author(s) : Chan PW , Yakunin AF , Edwards EA , Pai EF
Ref : Journal of the American Chemical Society , 133 :7461 , 2011
Abstract :
PubMedSearch : Chan_2011_J.Am.Chem.Soc_133_7461
PubMedID: 21510690
Gene_locus related to this paper: rhopa-q6nam1

Title : Mapping the reaction coordinates of enzymatic defluorination - Chan_2011_J.Am.Chem.Soc_133_7461
Author(s) : Chan PW , Yakunin AF , Edwards EA , Pai EF
Ref : Journal of the American Chemical Society , 133 :7461 , 2011
Abstract :
PubMedSearch : Chan_2011_J.Am.Chem.Soc_133_7461
PubMedID: 21510690
Gene_locus related to this paper: rhopa-q6nam1

Title : Mapping the reaction coordinates of enzymatic defluorination - Chan_2011_J.Am.Chem.Soc_133_7461
Author(s) : Chan PW , Yakunin AF , Edwards EA , Pai EF
Ref : Journal of the American Chemical Society , 133 :7461 , 2011
Abstract :
PubMedSearch : Chan_2011_J.Am.Chem.Soc_133_7461
PubMedID: 21510690
Gene_locus related to this paper: rhopa-q6nam1