Synthesis of a Biologically Active Analog of Oxytocin, with Phenylalanine Replacing Tyrosine1, 2

M Bodanszky, V du Vigneaud

Index: Bodanszky; du Vigneaud Journal of the American Chemical Society, 1959 , vol. 81, p. 6072,6074

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Citation Number: 64

Abstract

Synthesis of 2-phenylalanine oxytocin was accomplished along the lines of the synthesis of oxytocin reported recently by the present authors. 5 Thus a dipeptide derivative, methyl S- benzyl-N-carbobenzoxy-L-cysteinyl-L-phenylalaninate (11) 6 was prepared and saponified to the corresponding acid (III).'j The latter was coupled to the tripeptide, L-isoleucyl-L- glutaminyl-L-asparagine (IV). 6 The protected pentapeptide, S-benzyl-N-carbobenzoxy-L- ...

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