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Au(III)-complexes of the alanyl-containing peptides glycylalanine and glycylalanylalanine - Synthesis, spectroscopic and structural characterization |
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| Authors: | Ts Kolev BB Koleva M Spiteller |
| Institution: | a Institute of Organic Chemistry, Bulgarian Academy of Sciences, Acad. G. Bonchev Str. Build. 9, 1113 Sofia, Bulgaria b Plovdiv University, Department of Organic Chemistry, 24 Tzar Assen Str., Plovdiv 4000, Bulgaria c Sofia University, “St. Kl. Ohridsky”, Faculty of Chemistry, Department of Analytical Chemistry, 1164 Sofia, Bulgaria d Institut für Umweltforschung, University of Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund, Germany |
| Abstract: | As part of an investigation on the coordination ability of peptides, the dipeptide glycylalanine (H-Gly-Ala-OH), tripeptide glycylalanylalanine (H-Gly-Ala-Ala-OH) and their Au(III)-complexes have been characterized structurally. The quantum chemical calculations and linear-dichroic infrared (IR-LD) spectroscopy predict structures of the compound studied, which are compared with a single crystal X-ray diffraction of H-Gly-Ala-OH. The coordination processes with Au(III) are supported by data for 1H NMR, ESI-MS, HPLC-MS-MS, TGV and DSC methods. The Au(Gly-Ala)H−1Cl] and Au(Gly-Ala-Ala)H−2] · 2H2O complexes are formed via -NH2, N−amide/s and  groups of the peptides. One Cl− ion is attached to the metal center as terminal ligand in the first complex. In both cases a near to square-planar geometry of the chromophors AuN2OCl and AuN3O is yielded. |
| Keywords: | H-Gly-Ala-OH H-Gly-Ala-Ala-OH Au(III)-complex IR-LD spectroscopy DFT calculations 1H and 13C NMR ESI-MS HPLC-MS-MS |
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