Fluorogenic polypropionate fragments for detecting stereoselective aldolases

…, N Jourdain, JL Reymond

Index: Carlon, Raquel Perez; Jourdain, Nathalie; Reymond, Jean-Louis Chemistry - A European Journal, 2000 , vol. 6, # 22 p. 4154 - 4162

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Citation Number: 56

Abstract

Abstract A series of fluorogenic polypropionate fragments has been prepared. These undergo retroaldolization to an intermediate aldehyde that liberates the fluorescent product umbelliferone by a secondary β-elimination reaction, leading to a> 20-fold increase in fluorescence (λ em= 460±20 nm, λ ex= 360±20 nm). By applying the principle of microscopic reversibility to the reversible aldol reaction, we can use these substrates to detect ...