THE "COREY'S REAGENT," 3,5-DI-TERT-BUTYL-1,2-BENZOQUINONE, AS A MODIFYING AGENT IN THE SYNTHESIS OF FLUORESCENT AND DOUBLE-HEADED NUCLEOSIDES
THE "COREY'S REAGENT," 3,5-DI-TERT-BUTYL-1,2-BENZOQUINONE, AS A MODIFYING AGENT IN THE SYNTHESIS OF FLUORESCENT AND DOUBLE-HEADED NUCLEOSIDES
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DOI：
10.1080/15257770903044598
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发表时间：
2009-05-01
影响因子：
1.3
通讯作者：
Hogrefe, Richard I.
中科院分区：
文献类型：
--
作者：
Timoshchuk, Victor A.;Hogrefe, Richard I.
提出了一种合成荧光核苷的新方法。结果表明，苯醌与2‘-脱氧尿苷或2’-脱氧胞苷的C-5位氨基和8-氮杂-7-脱氮腺苷的C-7位氨丙基在极温和的条件下反应生成共轭的苯并恶唑核苷衍生物，具有很强的荧光性质。在类似的反应中，5‘-氨基-5’-脱氧核苷与苯并恶唑在C-4‘位形成双头核苷衍生物。
A new method for the synthesis of fluorescent nucleosides has been developed. It has been shown that a reaction of benzoquinone with aminopropenyl group at C-5-position of 2'-deoxyuridine or 2'-deoxycytidine and aminopropynyl group at the C-7-position of 8-aza-7-deazaadenosine under extremely mild conditions affords conjugated benzoxazole derivatives of nucleosides, which possess strong fluorescent properties. In a similar reaction 5'-amino-5'-deoxy-nucleosides form double-headed nucleoside derivatives with benzoxazole attached at C-4'-position.