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Biochemistry of fluoroacetate poisoning: the isolation and some properties of the fluorotricarboxylic acid inhibitor of citrate metabolism

Abstract

It has been suggested that the toxicity of fluoroacetate is due to the enzymic synthesis of a fluorotricarboxylic acid, which 'jams' the tricarboxylic acid cycle at the citrate stage. This communication presents the proof of this hypothesis. The inhibitory substance for citrate metabolism synthesized by enzymic action from fluoroacetate has been isolated as a compouud in crystalline form of great potency. Under the conditions of test it inhibits the disappearance of approximately 300 times its weight of citric acid in 30 min. The final isolation involved a separation from citric acid by the use of ion-exchange resin, and fractional extraction with ether. It is a monofluorotricarboxylic acid, as shown by its migration on a paper chromatogram, by its fluorine content (estimated spectrochemically), and by its titration curve. It does not give the colour reaction with sodium sulphide for pentabromacetone produced from citric acid by the usual methods. It gives an infra-red band which may be expected from a C-F bond. By a process of exclusion, it is considered to be a fluorocitric acid; a final decision must await synthesis.
Publication Date:
Jan 01, 1953
Product Type:
Journal Article
Reference Number:
EDB-84-179248
Resource Relation:
Journal Name: Proc. R. Soc. London, Ser. B; (United Kingdom); Journal Volume: 140:33
Subject:
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.; ORGANIC FLUORINE COMPOUNDS; BIOLOGICAL EFFECTS; METABOLISM; ACETIC ACID ESTERS; AIR POLLUTION; BIOCHEMISTRY; CHEMICAL REACTIONS; FLUORINE; CARBOXYLIC ACID ESTERS; CHEMISTRY; ELEMENTS; ESTERS; HALOGENS; NONMETALS; ORGANIC COMPOUNDS; ORGANIC HALOGEN COMPOUNDS; POLLUTION; 560305* - Chemicals Metabolism & Toxicology- Vertebrates- (-1987)
OSTI ID:
6498146
Research Organizations:
Univ. of Oxford, England
Country of Origin:
United Kingdom
Language:
English
Other Identifying Numbers:
Journal ID: CODEN: PRLBA
Submitting Site:
HEDB
Size:
Pages: 497-507
Announcement Date:
Oct 01, 1984

Citation Formats

Peters, R, and Wakelin, R W. Biochemistry of fluoroacetate poisoning: the isolation and some properties of the fluorotricarboxylic acid inhibitor of citrate metabolism. United Kingdom: N. p., 1953. Web. doi:10.1098/rspb.1953.0004.
Peters, R, & Wakelin, R W. Biochemistry of fluoroacetate poisoning: the isolation and some properties of the fluorotricarboxylic acid inhibitor of citrate metabolism. United Kingdom. https://doi.org/10.1098/rspb.1953.0004
Peters, R, and Wakelin, R W. 1953. "Biochemistry of fluoroacetate poisoning: the isolation and some properties of the fluorotricarboxylic acid inhibitor of citrate metabolism." United Kingdom. https://doi.org/10.1098/rspb.1953.0004.
@misc{etde_6498146,
title = {Biochemistry of fluoroacetate poisoning: the isolation and some properties of the fluorotricarboxylic acid inhibitor of citrate metabolism}
author = {Peters, R, and Wakelin, R W}
abstractNote = {It has been suggested that the toxicity of fluoroacetate is due to the enzymic synthesis of a fluorotricarboxylic acid, which 'jams' the tricarboxylic acid cycle at the citrate stage. This communication presents the proof of this hypothesis. The inhibitory substance for citrate metabolism synthesized by enzymic action from fluoroacetate has been isolated as a compouud in crystalline form of great potency. Under the conditions of test it inhibits the disappearance of approximately 300 times its weight of citric acid in 30 min. The final isolation involved a separation from citric acid by the use of ion-exchange resin, and fractional extraction with ether. It is a monofluorotricarboxylic acid, as shown by its migration on a paper chromatogram, by its fluorine content (estimated spectrochemically), and by its titration curve. It does not give the colour reaction with sodium sulphide for pentabromacetone produced from citric acid by the usual methods. It gives an infra-red band which may be expected from a C-F bond. By a process of exclusion, it is considered to be a fluorocitric acid; a final decision must await synthesis.}
doi = {10.1098/rspb.1953.0004}
journal = []
volume = {140:33}
journal type = {AC}
place = {United Kingdom}
year = {1953}
month = {Jan}
}