Synthesis of peptides containing unnatural, metal-ligating residues: aminodiacetic acid as a peptide side chain

…, Y Chen, K Itoh, T Sasaki, PB Hopkins

Index: Ruan, Fuqiang; Chen, Yanqiu; Itoh, Katsumi; Sasaki, Tomikazu; Hopkins, Paul B. Journal of Organic Chemistry, 1991 , vol. 56, # 14 p. 4347 - 4354

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Citation Number: 45

Abstract

-(CH2) 1N (CH2C02H) 2 (with values of I, m, and n as follows: 1, 2, 3 (1); 1, 3, 1 (28); 1, 3, 2 (2b); 1, 3, 3 (24; 2, 2, 3 (3); 2, 3, 3 (4); 3, 2, 3 (e); 3, 3, 3 (6); 4, 2, 3 (7); 4, 3, 3 (8)) are described using Boc chemistry on p-methylbenzhydrylamine resin. The aminodiacetic acid bearing residues were incorporated with side chains protected as the dibenzyl esters. To avoid side reactions, residues Ada'for 1= 1 and 2 were incorporated by a block approach. ...