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Dipeptides Made up Solely from Histidine: Solution Behaviour and Zinc Complexation
Author(s) -
Vogler Raphael,
Vahrenkamp Heinrich
Publication year - 2002
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/1099-0682(200203)2002:3<761::aid-ejic761>3.0.co;2-v
Subject(s) - chemistry , zinc , histidine , imidazole , dipeptide , potentiometric titration , coordination complex , inorganic chemistry , amino acid , stereochemistry , medicinal chemistry , organic chemistry , metal , biochemistry , ion
The acid/base chemistry and the zinc complexation of the four dipeptides H‐HisHis‐OH, H‐HisHis‐OEt, Ac‐HisHis‐OH and Ac‐HisHis‐OEt were investigated by potentiometric methods. 1:1 (zinc:dipeptide) complexes prevail in solution, and those complexes that could be isolated on a preparative scale also have 1:1 compositions. The stability data confirm that exclusive zinc‐imidazole(histidine) coordination is weak, and additional effects are essential to effect the high preference of zinc for histidine in proteins. A comparison of the stability data for zinc complexes of all dipeptides made up solely from histidine and/or cysteine reveals systematic trends and allows a parameterization of the log β values.