Conformational models of mono- and disubstituted polyoxyethylene ethers of N-benzoylhistidine (cas 19785-88-7)☆

Add time:09/08/2019    Source:sciencedirect.com

A study was made of the electrophoretic behaviour of polyoxyethylene ethers of N-benzoylhistidine (POBH) with molecular weights of 15,000 and 40,000. It is shown that in both cases the polymer separates into two fractions: a mixture of monosubstituted POBH and unreacted polyoxyethylene (POE), of low electrophoretic mobility, and disubstituted POBH of relatively high electrophoretic mobility. The reaction of modification of imidazole groups of the mono- and disubstituted POBH of these compounds with bromoacetic acid was investigated. It is shown that no modification of imidazole groups of the monosubstituted compounds takes place, but that the disubstituted POBH are catalytically active and can be modified with the bromoacetic acid. The pK values of imidazole groups of the monosubstituted POBH were determined by the potentiometric titration method. On comparing pK values for the imidazole of the mono- and disubstituted molecules it is concluded that H bonds play a major role in stabilizing the structure of the monosubstituted POBH samples.

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