Sakamoto Takashi, Tanaka Yuya, Fujimoto Kenzo
School of Materials Science, ‡Research Center for Bio-architecture, Japan Advanced Institute of Science and Technology , 1-1 Asahi-dai, Nomi, Ishikawa 923-1292, Japan.
Org Lett. 2015 Feb 20;17(4):936-9. doi: 10.1021/acs.orglett.5b00035. Epub 2015 Feb 5.
3-Cyanovinylcarbazole modified D-threoninol ((CNV)D) was incorporated in oligodeoxyribonucleotide and tested for a photo-cross-linking reaction with complementary oligodeoxyribonucleotide. The photoreactivity was 1.8- to 8-fold greater than that of 3-cyanovinylcarbazole modified deoxyribose ((CNV)K) previously reported. From the results of melting analysis and circular dichroism spectroscopy of the duplexes, the relatively flexible structure of (CNV)D compared with (CNV)K might be advantageous for [2 + 2] photocycloaddition between the cyanovinyl group on the (CNV)D and pyrimidine base in the complementary strand.
3-氰基乙烯基咔唑修饰的D-苏糖醇（(CNV)D）被掺入寡脱氧核糖核苷酸中，并测试其与互补寡脱氧核糖核苷酸的光交联反应。其光反应活性比先前报道的3-氰基乙烯基咔唑修饰的脱氧核糖（(CNV)K）高1.8至8倍。根据双链体的熔解分析和圆二色光谱结果，与(CNV)K相比，(CNV)D相对灵活的结构可能有利于(CNV)D上的氰基乙烯基与互补链中的嘧啶碱基之间发生[2 + 2]光环化加成反应。
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