Ontology highlight
ABSTRACT:
SUBMITTER: Bentler P
PROVIDER: S-EPMC6771710 | biostudies-literature | 2019 Aug
REPOSITORIES: biostudies-literature
Bentler Patrick P Bergander Klaus K Daniliuc Constantin G CG Mück-Lichtenfeld Christian C Jumde Ravindra P RP Hirsch Anna K H AKH Gilmour Ryan R
Angewandte Chemie (International ed. in English) 20190703 32
Fluorinated motifs have a venerable history in drug discovery, but as C(sp<sup>3</sup> )-F-rich 3D scaffolds appear with increasing frequency, the effect of multiple bioisosteric changes on molecular recognition requires elucidation. Herein we demonstrate that installation of a 1,3,5-stereotriad, in the substrate for a commonly used lipase from Pseudomonas fluorescens does not inhibit recognition, but inverts stereoselectivity. This provides facile access to optically active, stereochemically we ...[more]