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Zinkkomplexe von Aminosäuren und Peptiden, 4. Zinkkomplexe von Peptiden mit C‐terminalem Cystein
Author(s) -
Meißner Axel,
Gockel Peter,
Vahrenkamp Heinrich
Publication year - 1994
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19941270709
Subject(s) - chemistry , carboxylate , potentiometric titration , zinc , cysteine , stereochemistry , amino acid , titration , medicinal chemistry , organic chemistry , biochemistry , enzyme , ion
Zinc Complexes of Amino Acids and Peptides, 4. ‐ Zinc Complexes of Peptides with C‐terminal Cysteine The cysteine derivatives N ‐Ac‐Cys, N ‐Ac‐Gly‐Cys, N ‐Ac‐Ala‐Cys, and N ‐Ac‐Gly‐Gly‐Cys with unprotected SH and CO 2 H functions (LH 2 ) were prepared by the mixed anhydride method. Their reactions with basic zinc carbonate resulted in the formation of complexes Zn(LH) 2 which were converted by KOH to complexes K 2 [ZnL 2 ]. Potentiometric titrations revealed ZnL and [ZnL 2 ] 2− as the major solution species. By pD‐dependent NMR measurements ( 1 H, 13 C) in D 2 O carboxylate coordination in acidic solution and carboxylate and thiolate coordination in neutral and basic solution was identified.