Synthesis and biological activities of cholecystokinin analogues substituted in position 30 by 3-(1-naphthyl)-l-alanine [Nal (1)] or 3-(2-naphthyl)-l-alanine [Nal (2)]

…, MF Lignon, J Laur, A Aumelas, J Martinez

Index: Rodriguez; Bernad; Galas; Lignon; Laur; Aumelas; Martinez European Journal of Medicinal Chemistry, 1991 , vol. 26, # 3 p. 245 - 253

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Citation Number: 11

Abstract

Abstract Acetyl derivatives of ethyl esters of 3-(1-naphthyl)-d, l-alanine and 3-(2-naphthyl)-d, l-alanine were synthesized through a malonic condensation. Resolution of these derivatives by subtilisin Carlsberg followed by acid hydrolysis afforded the 2 optical isomers of 3-(1- naphthyl)-alanine [Nal (1)] and 3-(2-naphthyl)-alanine [Nal (2)]. The l enantiomers of these amino acids were incorporated into the sequence of cholecystokinin in place of the ...