A catalytic antibody programmed for torsional activation of amide bond hydrolysis

…, S Buchini, A Colombatti, F Dinon…

Index: Aggarwal, Ranjana; Benedetti, Fabio; Berti, Federico; Buchini, Sabrina; Colombatti, Alfonso; Dinon, Francesca; Galasso, Vinicio; Norbedo, Stefano Chemistry - A European Journal, 2003 , vol. 9, # 13 p. 3132 - 3142

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Citation Number: 6

Abstract

Abstract Amidase antibody 312d6, obtained against the sulfonamide hapten 4 a that mimics the transition state for hydrolysis of a distorted amide, accelerates the hydrolysis of the corresponding amides 1 a–3 a by a factor of 10 3 at pH 8. The mechanisms of both the uncatalyzed and antibody-catalyzed reactions were studied. Between pH 8 and 12 the uncatalyzed hydrolysis of N-toluoylindoles 1 a and 3 a shows a simple first-order ...

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