DIRECT EVALUATION OF STEREOSELECTIVITY OF CANCER ESTERASES BY POLYACRYLAMIDE-GEL ELECTROPHORESIS COUPLED WITH ACTIVITY STAINING WITH CHIRALNAPHTHYL ESTERS

Citation
Y. Yamazaki et al., DIRECT EVALUATION OF STEREOSELECTIVITY OF CANCER ESTERASES BY POLYACRYLAMIDE-GEL ELECTROPHORESIS COUPLED WITH ACTIVITY STAINING WITH CHIRALNAPHTHYL ESTERS, Analytical biochemistry, 231(2), 1995, pp. 295-300
Citations number
18
Categorie Soggetti
Biology
Journal title
ISSN journal
00032697
Volume
231
Issue
2
Year of publication
1995
Pages
295 - 300
Database
ISI
SICI code
0003-2697(1995)231:2<295:DEOSOC>2.0.ZU;2-W
Abstract
Both enantiomers of alpha-naphthyl 2-phenylpropanoate (PhPr(ONap)), N- acetylalaninate (AcAla(ONap)), N-methoxycarbonylalaninate (MocAla(ONap )), N-methoxycarbonylvalinate (MocVal(ONap)), N-acetylprolinate (AcPro (ONap)), and N-(trifluoroacetyl)prolinate (TfaPro(ONap)) were prepared and used with Fast Blue RR salt for activity staining of esterases se parated by polyacrylamide gel electrophoresis. Comparison of the band thicknesses stained with each enantiomer indicates stereoselectivity o f the major esterase in that band. Several esterases in normal rat liv er, rat hepatoma-derived cells, and mouse B16 melanoma showed alterati on or inversion of stereoselectivity by the substrate change from MocA la(ONap) to MocVal(ONap) or from AcPro(ONap) to TfaPro(ONap). The ster eoselectivity of the major esterases for MocVal(ONap) was reversed bet ween the murine liver and the B16 melanoma enzymes. The present staini ng with chiral naphthyl esters is very effective for surveying rapidly the stereoselectivity of animal tissue and cancer esterases. (C) 1995 Academic Press, Inc.