Farnesyl diphosphate analogues with ω-bioorthogonal azide and alkyne functional groups for protein farnesyl transferase-catalyzed ligation reactions

GR Labadie, R Viswanathan…

文献索引：Labadie, Guillermo R.; Viswanathan, Rajesh; Poulter, C. Dale Journal of Organic Chemistry, 2007 , vol. 72, # 24 p. 9291 - 9297

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被引用次数: 40

摘要

Eleven farnesyl diphosphate analogues, which contained ω-azide or alkyne substituents suitable for bioorthogonal Staudinger and Huisgen [3+ 2] cycloaddition coupling reactions, were synthesized. The analogues were evaluated as substrates for the alkylation of peptide cosubstrates by yeast protein farnesyl transferase. Five of the diphosphates were good alternative substrates for farnesyl diphosphate (FPP). Steady-state kinetic constants were ...