LDV peptidomimetics equipped with biotinylated spacer-arms: synthesis and biological evaluation on CCRF-CEM cell line.

Abstract

The tripeptide Leu-Asp-Val (LDV) is known to bind α(4)β(1) integrin in leukemia cells. Here we have synthesized a LDV peptidomimetic equipped with a biotin-conjugated spacer-arm. Compound 9 acts as an inhibitor of the α(4)β(1) integrin in an adhesion assay using fluorescently labeled, α(4)β(1) integrin-expressing leukemia CCRF-CEM cells. Furthermore, when bound to neutravidin-coated plates, compound 9 could capture CCRF-CEM cells. Such biotin-conjugated LDV peptidomimetic may thus represent a novel tool for biotechnological applications using avidin interaction for leukapheresis or leukemia cell targeting.

• Authors: Estelle Gérard, Aline Meulle, Olivier Feron, Jacqueline Marchand-Brynaert
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 22 Issue 1 Pg. 586-90 (Jan 01 2012) ISSN: 1464-3405 [Electronic] England
• PMID: 22101134 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2011 Elsevier Ltd. All rights reserved.

Chemical References

• Antineoplastic Agents
• Integrin alpha4beta1
• Oligopeptides
• Peptides
• Peptidomimetics
• leucyl-aspartyl-valine
• Biotin

Topics

• Antineoplastic Agents (pharmacology)
• Biotin (chemistry)
• Cell Adhesion
• Cell Line
• Cell Line, Tumor
• Chemistry, Pharmaceutical (methods)
• Drug Design
• Gene Expression Regulation, Leukemic
• Humans
• Inhibitory Concentration 50
• Integrin alpha4beta1 (metabolism)
• Kinetics
• Leukemia (metabolism)
• Models, Chemical
• Oligopeptides (chemistry)
• Peptides (chemistry)
• Peptidomimetics (chemistry)