The interactions of glycated decapeptide, the Amadori product, with copper(II) ions - A possible effect on the oxidative stress induced aggregation?

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• 作者：Agnieszka Matera-Witkiewicz^a ; ^{agnieszka.matera-witkiewicz@umed.wroc.pl" class="auth_mail} ; Katarzyna Kapczy艅ska^b ; Piotr Stefanowicz^b
• 关键词：Boc2O ; di-tert-butyl dicarbonate ; DMF ; N ; N-dimethylformamide ; Fru ; aminofructose moiety ; TBTU ; O-(benzotriazol-1-yl)-N ; N ; N&prime ; N&prime ; -tetramethyluronium tetrafluoroborate ; TFA ; trifluoroacetic acid ; TIS ; triisopropylsilane
• 刊名：Inorganica Chimica Acta
• 出版年：24 March, 2014
• 年：2014
• 卷：413
• 期：Complete
• 页码：45-54
• 全文大小：1707 K

文摘

The coordination of Cu²⁺ ions by two linear decapeptides: H-Asp-Asp-Ser-Pro-Asp-Leu-Pro-Lys-Leu-Lys-OH (P1) and H-Asp-Asp-Ser-Pro-Asp-Leu-Pro-Lys(Fru)-Leu-Lys-OH (P2) was studied in detail and complex formation in 3-11 pH range was described. Their Cu²⁺ binding properties were investigated in depth through a variety of physicochemical methods including potentiometry and spectroscopic analysis (UV-Vis, EPR, CD and ESI-MS). Moreover, quantum chemical calculations were performed to explain experimental parameters. Obtained results suggest differences in the Cu²⁺ complex formation between analyzed ligands. For glycated analog (P2) the presence of bis-complex CuHL₂ is detected, which was confirmed by MS spectrometry. Moreover, the comparison of binding efficiency of two peptides indicated that coordination of metal ion by peptide (P2) in the physiological pH range is significantly stronger than non-glycated analog (P1).