Enantioselective enzymatic biotransformation of 2'-deoxy-3'-thiacytidine (BCH 189) monitored by capillary electrophoresis. 1993

M M Rogan, and C Drake, and D M Goodall, and K D Altria
Pharmaceutical Analysis Department, Glaxo Group Research, Ware, Hertfordshire, United Kingdom.

Concentrations of the enantiomers of 2'-deoxy-3'-thiacytidine (BCH 189) have been monitored during enantiospecific biotransformation catalyzed by cytidine deaminase. This enzymatic reaction is monitored by capillary electrophoresis (CE) over a 51-h time period. The use of dimethyl-beta-cyclodextrin as a chiral electrolyte additive in a pH 2.3 phosphate buffer system gives enantiomeric separation with results for peak efficiencies, resolution, and analysis time of the order of 25,000 plates, > 1.5 and 30 min, respectively. The features of the CE method are compared with those of the previously favored chiral HPLC method.

UI MeSH Term Description Entries
D002851 Chromatography, High Pressure Liquid Liquid chromatographic techniques which feature high inlet pressures, high sensitivity, and high speed. Chromatography, High Performance Liquid,Chromatography, High Speed Liquid,Chromatography, Liquid, High Pressure,HPLC,High Performance Liquid Chromatography,High-Performance Liquid Chromatography,UPLC,Ultra Performance Liquid Chromatography,Chromatography, High-Performance Liquid,High-Performance Liquid Chromatographies,Liquid Chromatography, High-Performance
D003505 Cyclodextrins A homologous group of cyclic GLUCANS consisting of alpha-1,4 bound glucose units obtained by the action of cyclodextrin glucanotransferase on starch or similar substrates. The enzyme is produced by certain species of Bacillus. Cyclodextrins form inclusion complexes with a wide variety of substances. Cycloamylose,Cyclodextrin,Cyclodextrin Derivatives,Cyclomaltooligosaccharides,Derivatives, Cyclodextrin
D003564 Cytidine Deaminase An enzyme that catalyzes the deamination of cytidine, forming uridine. EC 3.5.4.5. Cytidine Aminohydrolase,Aminohydrolase, Cytidine,Deaminase, Cytidine
D004586 Electrophoresis An electrochemical process in which macromolecules or colloidal particles with a net electric charge migrate in a solution under the influence of an electric current. Electrophoreses
D005069 Evaluation Studies as Topic Works about studies that determine the effectiveness or value of processes, personnel, and equipment, or the material on conducting such studies. Critique,Evaluation Indexes,Evaluation Methodology,Evaluation Report,Evaluation Research,Methodology, Evaluation,Pre-Post Tests,Qualitative Evaluation,Quantitative Evaluation,Theoretical Effectiveness,Use-Effectiveness,Critiques,Effectiveness, Theoretical,Evaluation Methodologies,Evaluation Reports,Evaluation, Qualitative,Evaluation, Quantitative,Evaluations, Qualitative,Evaluations, Quantitative,Indexes, Evaluation,Methodologies, Evaluation,Pre Post Tests,Pre-Post Test,Qualitative Evaluations,Quantitative Evaluations,Report, Evaluation,Reports, Evaluation,Research, Evaluation,Test, Pre-Post,Tests, Pre-Post,Use Effectiveness
D000998 Antiviral Agents Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. Antiviral,Antiviral Agent,Antiviral Drug,Antivirals,Antiviral Drugs,Agent, Antiviral,Agents, Antiviral,Drug, Antiviral,Drugs, Antiviral
D001711 Biotransformation The chemical alteration of an exogenous substance by or in a biological system. The alteration may inactivate the compound or it may result in the production of an active metabolite of an inactive parent compound. The alterations may be divided into METABOLIC DETOXICATION, PHASE I and METABOLIC DETOXICATION, PHASE II.
D013237 Stereoisomerism The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) Molecular Stereochemistry,Stereoisomers,Stereochemistry, Molecular,Stereoisomer
D016047 Zalcitabine A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by a hydrogen. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication at low concentrations, acting as a chain-terminator of viral DNA by binding to reverse transcriptase. Its principal toxic side effect is axonal degeneration resulting in peripheral neuropathy. 2',3'-Dideoxycytidine,Dideoxycytidine,ddC (Antiviral),HIVID Roche,Hivid,NSC-606170,2',3' Dideoxycytidine,NSC 606170,NSC606170
D047392 beta-Cyclodextrins Cyclic GLUCANS consisting of seven (7) glucopyranose units linked by 1,4-glycosidic bonds. beta Cyclodextrins

Related Publications

M M Rogan, and C Drake, and D M Goodall, and K D Altria
January 1992, Antimicrobial agents and chemotherapy,
M M Rogan, and C Drake, and D M Goodall, and K D Altria
July 1991, Antimicrobial agents and chemotherapy,
M M Rogan, and C Drake, and D M Goodall, and K D Altria
March 1992, Antimicrobial agents and chemotherapy,
M M Rogan, and C Drake, and D M Goodall, and K D Altria
May 1992, Biochemical pharmacology,
M M Rogan, and C Drake, and D M Goodall, and K D Altria
September 1993, Enzyme and microbial technology,
M M Rogan, and C Drake, and D M Goodall, and K D Altria
June 1993, Clinical and experimental immunology,
M M Rogan, and C Drake, and D M Goodall, and K D Altria
July 1994, Journal of chromatography. B, Biomedical applications,
M M Rogan, and C Drake, and D M Goodall, and K D Altria
July 2003, Journal of neurosurgical anesthesiology,
M M Rogan, and C Drake, and D M Goodall, and K D Altria
August 1998, Annals of oncology : official journal of the European Society for Medical Oncology,
M M Rogan, and C Drake, and D M Goodall, and K D Altria
October 1998, Analytical biochemistry,
Copied contents to your clipboard!