title: A graftable LDV peptidomimetic: design, synthesis and application to a blood filtration membrane.
abstract: 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.
authors.affiliation: Unité de Chimie Organique et Médicinale, Université catholique de Louvain, 1 place Louis Pasteur, B-1348 Louvain-la-Neuve, Belgium.
authors.forename: Maryam
authors.initials: M
authors.lastname: Momtaz
authors.forename: Vincent
authors.initials: V
authors.lastname: Rerat
authors.forename: Sonia
authors.initials: S
authors.lastname: Gharbi
authors.forename: Estelle
authors.initials: E
authors.lastname: Gérard
authors.forename: Vincent
authors.initials: V
authors.lastname: Pourcelle
authors.forename: Jacqueline
authors.initials: J
authors.lastname: Marchand-Brynaert
mesh_terms: D000595:Amino Acid Sequence; D015195:Drug Design; D006801:Humans; D039041:Integrin alpha4beta1 / Q000097:blood / Q000187:drug effects*; D007962:Leukocytes / Q000187:drug effects*; D008567:Membranes, Artificial; D018716:Molecular Mimicry; D015394:Molecular Structure; D009842:Oligopeptides / Q000097:blood / Q000138:chemical synthesis*; D010666:Phenylpropionates / Q000737:chemistry*; D011145:Polyvinyls / Q000737:chemistry / Q000378:metabolism; D013329:Structure-Activity Relationship; D005465:Fluorocarbon Polymers
chemical_list: D039041:Integrin alpha4beta1; D008567:Membranes, Artificial; D009842:Oligopeptides; D010666:Phenylpropionates; D011145:Polyvinyls; C527378:3-(4-azidophenyl)propionic acid; C527377:3-(5-amino-2-hydroxy)phenyl-propionic acid; C090763:leucyl-aspartyl-valine; C024865:polyvinylidene fluoride; D005465:Fluorocarbon Polymers