Zinc complexation of cyclic dipeptides containing cysteine and/or histidine
2001; Elsevier BV; Volume: 323; Issue: 1-2 Linguagem: Inglês
10.1016/s0020-1693(01)00561-8
ISSN1873-3255
AutoresPeter Gockel, Raphael Vogler, Michael Gelinsky, Axel Meißner, Hans Albrich, Heinrich Vahrenkamp,
Tópico(s)Drug Transport and Resistance Mechanisms
ResumoThe cyclic dipeptides c-HisHis, c-GlyCys, c-HisCys and c-CysCys were prepared in an analytically pure form. Potentiometric titrations in the presence of zinc nitrate showed that they all form a species of composition ZnL in solution, which in case of c-CysCys is dimeric. Except for c-CysCys they also form the complex ZnL2, which in case of c-GlyCys is polymeric. Contrary to the expectation the preorganization of the peptide donors does not enhance the complex stabilities in comparison to those of the non-cyclic peptides. Preparative reactions have yielded the compounds Zn(c-HisHis)Cl2, Zn(c-GlyCys)2, Zn(c-GlyCys)2·neocuproin, Zn2(c-HisCys)3I, and Zn(c-CysCys)(N-methylimidazole)2.
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