Increasing αvβ3 selectivity of the anti-angiogenic drug cilengitide by N-methylation

Carlos Mas-Moruno; Johannes G. Beck; Lucas Doedens; Andreas O. Frank; Luciana Marinelli; Sandro Cosconati; Ettore Novellino; Horst Kessler

doi:10.1002/anie.201102971

Increasing αvβ3 selectivity of the anti-angiogenic drug cilengitide by N-methylation

Carlos Mas-Moruno, Johannes G. Beck, Lucas Doedens, Andreas O. Frank, Luciana Marinelli, Sandro Cosconati, Ettore Novellino, Horst Kessler

TUM Emeriti of Excellence

Research output: Contribution to journal › Article › peer-review

55 Scopus citations

Abstract

A subtle change: Structural changes upon amide bond methylation improve the selectivity of the anti-angiogenic drug Cilengitide, which after N-methylation at distinct positions discriminates between the closely related pro-angiogenic integrins αvβ3 and αvβ5 (see scheme).

Original language	English
Pages (from-to)	9496-9500
Number of pages	5
Journal	Angewandte Chemie International Edition in English
Volume	50
Issue number	40
DOIs	https://doi.org/10.1002/anie.201102971
State	Published - 26 Sep 2011

Keywords

N-methylation
conformational studies
cyclic peptides
integrin
receptor selectivity

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abstract = "A subtle change: Structural changes upon amide bond methylation improve the selectivity of the anti-angiogenic drug Cilengitide, which after N-methylation at distinct positions discriminates between the closely related pro-angiogenic integrins αvβ3 and αvβ5 (see scheme).",

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AU - Mas-Moruno, Carlos

AU - Beck, Johannes G.

AU - Doedens, Lucas

AU - Frank, Andreas O.

AU - Marinelli, Luciana

AU - Cosconati, Sandro

AU - Novellino, Ettore

AU - Kessler, Horst

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AB - A subtle change: Structural changes upon amide bond methylation improve the selectivity of the anti-angiogenic drug Cilengitide, which after N-methylation at distinct positions discriminates between the closely related pro-angiogenic integrins αvβ3 and αvβ5 (see scheme).

KW - N-methylation

KW - conformational studies

KW - cyclic peptides

KW - integrin

KW - receptor selectivity

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Increasing αvβ3 selectivity of the anti-angiogenic drug cilengitide by N-methylation

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Keywords

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