Une nouvelle synthèse de l'oxytocine
Authors:
- 1 January 1955
- journal article
- research article
- Published by Wiley in Helvetica Chimica Acta
- Vol. 38 (6) , 1491-1501
Abstract
A new synthesis of oxytocin is described. N‐CBO‐L‐glutaminyl‐L‐asparaginyl‐S‐benzyl‐L‐cysteinyl‐azide is reacted with L‐prolyl‐L‐leucyl‐glycinamide to give N‐CBO‐L‐ glutaminyl‐L‐asparaginyl‐S‐benzyl‐L‐cysteinyl‐L‐prolyl‐L‐leucyl‐glycinamide. After removal of the CBO group by HBr in acetic acid this hexapeptide is condensed with N‐CBO‐S‐benzyl‐L‐cysteinyl‐L‐tyrosyl‐L‐isoleucyl‐azide to give the nonapeptide N‐CBO‐S‐benzyl‐L‐cysteinyl‐L‐tyrosyl‐L‐ isoleucyl‐L‐glutaminyl‐L‐asparaginyl‐S‐benzyl‐L‐cysteinyl‐L‐prolyl‐L‐leucyl‐glycinamide already obtained by du Vigneaud and coworkers through another route. Reduction with sodium in liquid ammonia and reoxydation gives biologically active material.Keywords
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