Journal
INORGANIC CHEMISTRY COMMUNICATIONS
Volume 11, Issue 5, Pages 521-525Publisher
ELSEVIER
DOI: 10.1016/j.inoche.2008.01.026
Keywords
amide bond; cleavage; 4,13-diaza-18-crown-6; ligand; metal
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The present study has compared the effects of a total of 17 ligands on Zr(IV)-assisted hydrolysis of the dipeptide Gly-Gly (60 degrees C, pH 6.8-7.4, t = 4 It and t = 10 h). The macrocyclic azacrown ether ligands 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane and 1,4, 10-trioxa-7,13-diazacyclopentadecane produced the overall highest amounts of hydrolysis, followed by the open-chain ligand 2-(2-aminoethoxy)-ethanol. While it was not necessary to have a ring structure to enhance Zr(IV) reactivity, the structural feature ROCH2CH2OCH2CH2NR appeared to contribute to increased levels of peptide cleavage. (C) 2008 Elsevier B.V. All rights reserved.
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