Abstract
The preparation of l-phenylalanyl- l-arginyl- l-leucyl- l-aspartic acid, through the coupling of benzyloxycarbonyl- l-phenylalanyl- l-arginine and l-leucyl- l-aspartic acid dibenzyl ester, was studied as a model system for the development of optimal conditions for the resynthesis of a 43-residue fragment of staphylococcal nuclease from its tryptic peptides. The coupling reaction was carried out using either water-soluble dicyclohexylcarbodiimide (WS-DCC) in the presence of hydroxysuccinimide (HOSu), WS-DCC without HOSu, or the mixed anhydride method. The tetrapeptide was obtained in a good yield, without racemization, when 1–2 equiv of WS-DCC and 1–1.5 equiv of HOS were used for each equivalent of the acid and amine components.
Published Version
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