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Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
C-glyco"RGD" as αIIbβ3 and αvβ integrin ligands for imaging applications: Synthesis, in vitro evaluation and
Timothé Vucko1, Nicolas Pétry1, François Dehez2
1Université de Lorraine, CNRS, L2CM, F-5400 Nancy, France.
Abstract:
The design of conjugates displaying simultaneously high selectivity and high affinity for different subtypes of integrins is a current challenge. The arginine-glycine-aspartic acid amino acid sequence (RGD) is one of the most efficient short peptides targeting these receptors. We report herein the development of linear and cyclic fluoro-C-glycoside"RGD" conjugates, taking advantage of the robustness and hydrophilicity of C-glycosides. As attested by in vitro evaluation, the design of these C-glyco"RGD" with a flexible three-carbon triazolyl linker allows distinct profiles towards αIIbβ3 and αvβ3 integrins. Molecular-dynamics simulations confirm the suitability of cyclic C-glyco-c(RGDfC) to target αvβ3 integrin. These C-glyco"RGD" could become promising biological tools in particular for Positron Emission Tomography imaging.
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