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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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