Bioorganic & medicinal chemistry letters

Conformational restraint is a critical determinant of unnatural nucleotide recognition by protein kinases

SM Ulrich, NA Sallee, KM Shokat

Index: Ulrich, Scott M; Sallee, Nathan A; Shokat, Kevan M Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 21 p. 3223 - 3227

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Citation Number: 11

Abstract

This report describes the synthesis of N4-(benzyl) AICAR triphosphate, a conformationally restrained analogue of N4-(benzyl) ribavirin triphosphate. Both of these nucleotides were evaluated as phosphodonors for wild-type p38MAP kinase and T106G p38MAP kinase, a designed mutant with expanded nucleotide specificity. The conformationally restrained nucleotide, N4-(benzyl) AICAR triphosphate, is orthogonal to (not accepted as a substrate ...

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