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          Institute: MPI für Kohlenforschung     Collection: Publikationen MPI für Kohlenforschung     Display Documents



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ID: 20470.0, MPI für Kohlenforschung / Publikationen MPI für Kohlenforschung
Immobilization of chiral enzyme inhibitors on solid supports by amide-forming coupling and olefin metathesis
Authors:Reetz, M. T.; Rüggeberg, C. J.; Dröge, M. J.; Quax, W. J.
Language:English
Date of Publication (YYYY-MM-DD):2002-10-14
Title of Journal:Tetrahedron
Journal Abbrev.:Tetrahedron
Volume:58
Issue / Number:42
Start Page:8465
End Page:8473
Review Status:Peer-review
Audience:Experts Only
Abstract / Description:The question whether phage display can be used as a selection method in the directed evolution of enantioselective enzymes has not been answered satisfactorily to date. In order to be able to test this in a specific case, namely in the hydrolytic kinetic resolution of the acetate derived from alpha,beta- isopropylideneglycerol (IPG) catalyzed by the lipase from Bacillus subtilis, suicide enzyme inhibitors anchored on porous glass or polymer beads were designed and synthesized. These are immobilized phosphonates, which bear a leaving group and also contain the chiral substrate (D) and (L)-IPG, Modified SIRAN((R)) (porous glass) and Tentagel((R)) (polymer) were chosen as carriers, attachment occurring via amide-forming coupling or Ru-catalyzed olefin metathesis. Initial lipase inhibition studies are also reported. (C) 2002 Elsevier Science Ltd. All rights reserved.
Free Keywords:biotransformations; olefin metathesis; asymmetric catalysis; lipase; phage display
Comment of the Author/Creator:Date: 2002, OCT 14
External Publication Status:published
Document Type:Article
Communicated by:N. N.
Affiliations:MPI für Kohlenforschung
External Affiliations:Univ Groningen, Ctr Pharm, Dept Pharmaceut Biol, NL-9713 AV Groningen, Netherlands
Identifiers:ISI:000178624700010 [ID No:1]
ISSN:0040-4020 [ID No:2]
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