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Über aktivierte Ester V. Verwendung der Cyanmethylester‐Methode zur Herstellung von (N‐Carbobenzoxy‐S‐benzyl‐ L ‐cysteinyl)‐ L ‐tyrosyl‐ L ‐isoleucin auf verschiedenen Wegen
Author(s) -
Iselin B.,
Feurer M.,
Schwyzer R.
Publication year - 1955
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19550380624
Subject(s) - chemistry , aminolysis , hydrolysis , tyrosine , stereochemistry , catalysis , organic chemistry , biochemistry
A study on the synthesis of (N‐carbobenzoxy‐S‐benzyl‐ L ‐cysteinyl)‐ L ‐tyrosyl‐ L ‐isoleucine (XII) by the activated ester method has shown that the cyanomethyl esters prove useful for preparing relatively complicated peptides, especially if acetic acid is used as a catalyst. An important feature of the method is the fact that the cyanomethyl ester of (N‐carbobenzoxy‐S‐benzyl‐ L ‐cysteinyl)‐ L ‐tyrosine on hydrolysis or aminolysis produces derivatives of L ‐cysteinyl‐ L ‐tyrosine without any signs of racemisation.