Active site geometry of porcine pancreatic lipase: An interesting switchover from Jones' to Seebach's model

Authors
Basak, A Rudra, KR Bdour, HM Dasgupta, J
Citation
A. Basak et al., Active site geometry of porcine pancreatic lipase: An interesting switchover from Jones' to Seebach's model, BIOORG MED, 11(3), 2001, pp. 305-307
Citations number
11
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
11
Issue
3
Year of publication
2001
Pages
305 - 307
Database
ISI
SICI code
0960-894X(20010212)11:3<305:ASGOPP>2.0.ZU;2-9
Abstract
Porcine pancreatic lipase (PPL)-catalyzed hydrolysis of cis 3-acetoxyethyl- 1,4-diphenyl and cis 3-acetoxyethyl-1-phenyl-4-(2-furyl) beta -lactams 1a a nd 1b proceeded with opposite stereoselectivity while the corresponding thi enyl beta -lactam 1c showed no selectivity at ail. An explanation based upo n the dominance of hydrophobic and polar pockets in governing the stereosel ectivity has been proposed. (C) 2001 Elsevier Science Ltd. All rights reser ved.