Model systems for flavoenzyme activity. Regulation of flavin recognition via modulation of receptor hydrogen-bond donor-acceptor properties

R Deans, G Cooke, VM Rotello

Index: Deans, Robert; Cooke, Graeme; Rotello, Vincent M. Journal of Organic Chemistry, 1997 , vol. 62, # 4 p. 836 - 839

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Citation Number: 64

Abstract

We have synthesized a new family of receptors for flavins based on 6-aryl-2, 4-(acyldiamino)- s-triazines. In these synthetic hosts, systematic variation of the spatially remote substituents on the 6-aryl ring alters the hydrogen-bond-donating abilities of the amide functionality and the hydrogen-bond-accepting properties of the triazine N (3). This variation results in a strong modulation of the efficiency of flavin binding, with association constants for the ...