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A graftable LDV peptidomimetic: design, synthesis and application to a blood filtration membrane.

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Momtaz, Maryam [UCL] Rerat, Vincent [UCL] Gharbi, Sonia [UCL] Gerard, Estelle [UCL] Pourcelle, Vincent [UCL] Marchand-Brynaert, Jacqueline [UCL]

A graftable LDV (Leu-Asp-Val) peptidomimetic molecule (B-c) has been prepared from 3-(5-amino-2-hydroxy)phenyl-propionic acid, as alpha(4)beta(1) (VLA-4) integrin ligand. For that purpose, the mechanism of 3-(4-azidophenyl)propionic acid rearrangement has been revisited. Activation of Durapore DVPP-hydrophilic membrane, by surface wet chemistry using triazine trifluoride, followed by covalent coupling of B-c produced a modified filter (0.8% of derivatisation from XPS analysis) with improved capacity of leukocyte retention.

Document type Article de périodique (Journal article) – Article de recherche – Journal Article, Research Support, Non-U.S. Gov't
Access type Accès restreint
Publication date 2008
Language Anglais
Journal information "Bioorganic & medicinal chemistry letters" - Vol. 18, no. 3, p. 1084-90 (2008)
Peer reviewed yes
issn 0960-894X
Publication status Publié
Affiliation UCL - SC/CHIM - Département de chimie
MESH Subject Amino Acid Sequence ; Drug Design ; Humans ; Integrin alpha4beta1 - blood - drug effects ; Leukocytes - drug effects ; Membranes, Artificial ; Molecular Mimicry ; Molecular Structure ; Oligopeptides - blood - chemical synthesis ; Phenylpropionates - chemistry ; Polyvinyls - chemistry - metabolism ; Structure-Activity Relationship
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Bibliographic reference Momtaz, Maryam ; Rerat, Vincent ; Gharbi, Sonia ; Gerard, Estelle ; Pourcelle, Vincent ; et. al. A graftable LDV peptidomimetic: design, synthesis and application to a blood filtration membrane.. In: Bioorganic & medicinal chemistry letters, Vol. 18, no. 3, p. 1084-90 (2008)
Permanent URL http://hdl.handle.net/2078.1/11236