Chirality

Predicting the physicochemical profile of diastereoisomeric histidine??containing dipeptides by property space analysis

…, A Pedretti, L Fumagalli, C Bolchi, M Pallavicini…

Index: Vistoli, Giulio; Straniero, Valentina; Pedretti, Alessandro; Fumagalli, Laura; Bolchi, Cristiano; Pallavicini, Marco; Valoti, Ermanno; Testa, Bernard Chirality, 2012 , vol. 24, # 7 p. 566 - 576

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Citation Number: 11

Abstract

Objectives This study aimed at measuring the lipophilicity and ionization constants of diastereoisomeric dipeptides, interpreting them in terms of conformational behavior, and developing statistical models to predict them. Methods A series of 20 dipeptides of general structure NH 2-LX-(L or D)-His-OMe was designed and synthetized. Their experimental ionization constants (pK 1, pK 2 and pK 3) and lipophilicity parameters (log PN and log D ...