C-glyco“RGD” as αIIbβ3 and αvβ integrin ligands for imaging applications: synthesis, in vitro evaluation and molecular modeling

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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https://hal.univ-lorraine.fr/hal-02195019
Contributor : Antonio Monari <>
Submitted on : Friday, July 26, 2019 - 11:35:26 AM
Last modification on : Tuesday, October 1, 2019 - 3:30:07 PM

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Timothé Vucko, Nicolas Pétry, François Dehez, Alexandrine Lambert, Antonio Monari, et al.. C-glyco“RGD” as αIIbβ3 and αvβ integrin ligands for imaging applications: synthesis, in vitro evaluation and molecular modeling. Bioorganic and Medicinal Chemistry, Elsevier, 2019, 27 (18), pp.4101-4109. ⟨10.1016/j.bmc.2019.07.039⟩. ⟨hal-02195019⟩

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