Chemical and Pharmaceutical Bulletin
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Simple and Easy Synthesis of γ-Amido-dNTPs in Water and Their Polymerase Reaction Properties
Takato SakuradaRyo MiyaharaRyoji KawazoeYusuke NagataYoshiya KikukawaShigeki SasakiYosuke Taniguchi
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2021 Volume 69 Issue 11 Pages 1061-1066

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Abstract

γ-Amido-modified 2′-deoxynucleoside triphosphates (dNTPs) and nucleoside triphosphates (NTPs) are becoming increasingly important as biological tools. We herein describe the simple and easy synthesis of γ-amido-dNTPs and -NTPs from commercially available corresponding dNTPs and NTPs in a one-pot reaction using water-soluble carbodiimide and ammonia solution. We examined the effects of synthesized γ-amido-dNTPs on the DNA polymerase reaction. The results obtained showed the incorporation of these derivatives into the DNA primer while maintaining nucleobase selectivity; however, their incorporation efficiency by DNA polymerase was lower than that of dNTP. This is the first study to demonstrate the successful synthesis of four sets of γ-amido-dNTPs and clarify their properties.

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