PREPARATION OF BASE-DEUTERATED 2′-DEOXYADENOSINE NUCLEOSIDES AND THEIR SITE-SPECIFIC INCORPORATION INTO DNA

P Chirakul, JR Litzer, ST Sigurdsson

Index: Chirakul; Litzer; Sigurdsson Nucleosides, Nucleotides and Nucleic Acids, 2001 , vol. 20, # 12 p. 1903 - 1913

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Citation Number: 11

Abstract

We report a four-step synthesis of 2′-deoxy-2-deuteroadenosine from 2′-deoxyadenosine in 38% overall yield. The more accessible 2′-deoxy-8-deuteroadenosine was also prepared and incorporated into DNA by automated solid phase synthesis (80% deuterium) using N 6-benzoyl-2′-deoxy-8-deuteroadenosine-3′-O-(2-cyanoethyl-N, N- diisopropylphosphoramidite) in combination with acetyl-protected deoxycytidine and ...