Highly enantioselective bioreduction of 1-(3,4-difluorophenyl)-3-nitropropan-1-one: key intermediate of ticagrelor

A simple, highly effective and economical whole-cell mediated process was developed for the biocatalytic reduction of a ketone, intermediate in the synthesis of platelet inhibiting drug ticagrelor. Sixteen different microorganisms were screened for the bioreduction of 1-(3,4-difluorophenyl)-3-nitrop...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:RSC advances 2016-01, Vol.6 (41), p.35086-35090
Hauptverfasser: Singh, Manpreet, Krishnen, Hare, Neelam, Uday Kumar, Charugondla, Kavitha, Gilla, Goverdhan, Holt-Tiffin, Karen, Bandichhor, Rakeshwar
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A simple, highly effective and economical whole-cell mediated process was developed for the biocatalytic reduction of a ketone, intermediate in the synthesis of platelet inhibiting drug ticagrelor. Sixteen different microorganisms were screened for the bioreduction of 1-(3,4-difluorophenyl)-3-nitropropan-1-one ( 1 ) to ( S )-1-(3,4-difluorophenyl)-3-nitropropan-1-ol ( 2 ). Growing as well as resting cells of Candida parapsilosis 104659 exhibited high conversion (>99.0%) and enantioselectivity (98.0%) for the S -enantiomer.
ISSN:2046-2069
2046-2069
DOI:10.1039/C5RA25948G