Preparation of base-deuterated 2'-deoxyadenosine nucleosides and their site-specific incorporation into DNA.

Preparation of base-deuterated 2'-deoxyadenosine nucleosides and their site-specific incorporation into DNA.
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碱基氘化 2-脱氧腺苷核苷的制备及其位点特异性掺入 DNA。

DOI:
10.1081/ncn-100108321
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发表时间:
2001
期刊:
Nucleosides, nucleotides & nucleic acids.
影响因子:
--
通讯作者:
SigurdssonSTh
SigurdssonSTh
中科院分区:
--
文献类型:
--
作者:
Chirakul,P;Litzer,JR;SigurdssonSTh

文献摘要

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本文报道了以2‘-脱氧腺苷为原料,经四步反应合成2’-脱氧腺苷,总收率38%。更易获得的2‘-脱氧-8-亚氨基-2’-脱氧腺苷也通过自动固相合成(80%氢)usingN6-benzoyl-2′-deoxy-8-deuteroadenosine-3′-O-(2-cyanoethyl-N,N-二异丙基亚磷酰胺与乙酰基保护的脱氧胞苷和苯氧乙酰基保护的嘌呤亚磷酰胺结合在一起。
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) usingN6-benzoyl-2′-deoxy-8-deuteroadenosine-3′-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite) in combination with acetyl-protected deoxycytidine and phenoxyacetyl-protected purine phosphoramidites.