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Title: PHOSPHONYLATION OF PURIFIED HUMAN, CANINE AND PORCINE CHOLINESTERASE BY SOMAN - STEREOSELECTIVE ASPECTS
Authors: DEBISSCHOP, HCJV ×
Michiels, Christiaan
VLAMINCK, LBC
VANSTEENKISTE, SO
SCHACHT, EH #
Issue Date: 1991
Publisher: PERGAMON-ELSEVIER SCIENCE LTD
Series Title: Biochemical Pharmacology vol:41 issue:6-7 pages:955-959
Conference: date:TECH DIV ARMY,B-1801 VILVOORDE,BELGIUM; STATE UNIV GHENT,ORGAN CHEM LAB,B-9000 GHENT,BELGIUM
Abstract: Cholinesterases (EC 3.1.1.8, acylcholine acylhydrolase) from the sera of man, dog and pig were purified 400-600-fold using a combination of ion-exchange and affinity chromatography. In a first approach, phosphonylation by soman was studied by using the half-resolved epimers C(+)P(+/-)-soman and C(-)P(+/-)-soman. The degradation of soman at the nanomolar level was followed in time by determining the remaining soman by capillary gas chromatography with NP detection. In the three sera investigated the P-(-)-epimer phosphonylates at a higher rate than its corresponding P(+)-counterpart and the stereoselectivity is greater for the C(+)-epimers than for the C(-)-epimers. Individual soman isomers were isolated from C(+)- and C(-)-epimers and quantified by gas chromatography. Second-order rate constants were determined for the phosphonylation of purified cholinesterase by isolated soman isomers. The C(+)P(-)-isomer has the highest phosphonylation rate for the three species; the other toxic isomer, C(-)P(-), has a five to ten-fold lower rate. The overall stereoselectivity is more marked in human cholinesterase than in canine. Porcine serum cholinesterase is phosphonylated by the P(-)-isomers at a slightly higher rate than the human enzyme.
ISSN: 0006-2952
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Centre for Food and Microbial Technology
× corresponding author
# (joint) last author

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