ORBi: Biltresse S. - Novel RGD-like molecules based on the tyrosine template design, synthesis, and biological evaluation on isolated integrins alpha(V)beta/alpha(IIb)beta(3) and in cellular adhesion tests

Reference : Novel RGD-like molecules based on the tyrosine template design, synthesis, and biologica...


	Document type :	Scientific journals : Article
	Discipline(s) :	Human health sciences : Pharmacy, pharmacology & toxicology Physical, chemical, mathematical & earth Sciences : Chemistry Life sciences : Biochemistry, biophysics & molecular biology
	To cite this reference:	http://hdl.handle.net/2268/28936

Title :	Novel RGD-like molecules based on the tyrosine template design, synthesis, and biological evaluation on isolated integrins alpha(V)beta/alpha(IIb)beta(3) and in cellular adhesion tests
Language :	English
Author, co-author :	Biltresse, S. [> > > >]
	Attolini, M. [> > > >]
	Dive, Georges [Université de Liège - ULg > > Centre d'ingénierie des protéines >]
	Cordi, A. [> > > >]
	Tucker, G. C. [> > > >]
	Marchand-Brynaert, J. [> > > >]
Publication date :	15-Oct-2004
Journal title :	Bioorganic & Medicinal Chemistry
Publisher :	Pergamon-Elsevier Science Ltd
Volume :	12
Issue/season :	20
Pages :	5379-5393
Audience :	International
ISSN :	0968-0896
City :	Oxford
Keywords :	[en] RGD peptidomimetic ; tyrosine template ; integrin alpha(V)beta(3) ; integrin alpha(IIb)beta(3) ; cell adhesion
Abstract :	[en] RGD (Arg-Gly-Asp) peptidomimetics have been designed for covalent anchorage on biomaterials. The tyrosine template was thus equipped with (i) a basic side chain of various flexibility, (ii) an acidic side chain, which incorporated the XPS fluorine tag, and (iii) a spacer-arm terminated by a primary amine for surface grafting. The most active compounds showed IC50 values in the nanomolar range versus isolated human integrins alpha(v)beta(3) and alpha(IIb)beta(3). Preincubation of CaCo2 cells with soluble peptidomimetics (2 and 19a) prevented cellular adhesion on culture plates coated with vitronectin. On the other hand, peptidomimetics (19a and 19b) immobilized on a poly(ethylene)terephthalate membrane (PET) promoted CaCo2 cells adhesion. A modeling study at the ab initio level in MINI-1' basis allowed to compare the various synthetic ligands of integrins and to propose novel pharmacophore structures. (C) 2004 Elsevier Ltd. All rights reserved.
Target :	Researchers ; Professionals
Permalink :	http://hdl.handle.net/2268/28936

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