Synthesis of an external beta-turn based on the GLDV motif of cell adhesion proteins

The (3 S,6 S,10 S)-7/5 bicyclic lactam 8 , designed as an external turn constraint, was synthesised by a new stereoselective route involving Eschenmoser condensation. The cyclic peptide 35 containing the integrin recognition motif GLDV added across the amino and carboxyl groups of the lactam externa...

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Bibliographic Details
Published in:Tetrahedron Vol. 61; no. 1; pp. 301 - 312
Main Authors: Davies, David E., Doyle, Paul M., Hill, Richard D., Young, Douglas W.
Format: Journal Article
Language:English
Published: Elsevier Ltd 03-01-2005
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Summary:The (3 S,6 S,10 S)-7/5 bicyclic lactam 8 , designed as an external turn constraint, was synthesised by a new stereoselective route involving Eschenmoser condensation. The cyclic peptide 35 containing the integrin recognition motif GLDV added across the amino and carboxyl groups of the lactam external constraint 8 was prepared. Graphical Abstract
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2004.09.037