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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 avß3 and avß5 (see scheme).
Mas-Moruno, C. [et al.]. Increasing avß3 selectivity of the anti-angiogenic drug cilengitide by N-methylation. "Angewandte chemie. International edition", 2011, vol. 50, núm. 40, p. 9496-9500.