2'-脱氧-5-(三氟甲基)尿苷和5-氰基-2'-脱氧尿苷掺入DNA。
Incorporation of 2'-deoxy-5-(trifluoromethyl)uridine and 5-cyano-2'-deoxyuridine into DNA.
作者信息
Markley J C, Chirakul P, Sologub D, Sigurdsson S T
机构信息
Department of Chemistry, University of Washington, Seattle, 98195-1700, USA.
出版信息
Bioorg Med Chem Lett. 2001 Sep 17;11(18):2453-5. doi: 10.1016/s0960-894x(01)00461-9.
In an attempt to synthesize DNA containing 2'-deoxy-5-(trifluoromethyl)uridine (1) using previously published protocols, we found that the trifluoromethyl group converted into a cyano group, resulting in DNA containing 5-cyano-2'-deoxyuridine (3). We show that nucleoside 1 can be incorporated into DNA using phosphoramidite 2 in combination with acetyl-protected deoxycytidine and phenoxyacetyl-protected purine phosphoramidites. Replacing thymidine in DNA with 1 caused a slight decrease in DNA duplex stability at pH 6.9.
在尝试使用先前发表的方案合成含有2'-脱氧-5-(三氟甲基)尿苷(1)的DNA时，我们发现三氟甲基转化为氰基，得到了含有5-氰基-2'-脱氧尿苷(3)的DNA。我们表明，核苷1可以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，使用亚磷酰胺2掺入DNA中。在DNA中用1取代胸腺嘧啶会导致在pH 6.9时DNA双链稳定性略有下降。
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