Abstract：
All four iodinated 2\'-deoxyribonucleoside triphosphates (dNTPs) derived from 5-iodouracil, 5-iodocytosine, 7-iodo-7-deazaadenine and 7-iodo-7-deazaguanine were prepared and studied as substrates for KOD XL DNA polymerase. All of the nucleotides were readily incorporated by primer extension and by PCR amplification to form DNA containing iodinated nucleobases. Systematic study of the Suzuki-Miyaura cross-coupling reactions with two bulkier arylboronic acids revealed that the 5-iodopyrimidines were more reactive and gave cross-coupling products both in the terminal or internal position in single-stranded oligonucleotides (ssONs) and in the terminal position of double-stranded DNA (dsDNA), whereas the 7-iodo-7-deazapurines were less reactive and gave cross-coupling products only in the terminal position. None of the four iodinated bases reacted in an internal position of dsDNA. These findings are useful for the use of the iodinated nucleobases for post-synthetic modification of DNA with functional groups for various applications.
摘要：
来自5-碘尿嘧啶的所有四种碘化的2'-脱氧核糖核苷三磷酸（dNTPs），5-碘胞嘧啶，制备并研究了7-碘-7-脱氮腺嘌呤和7-碘-7-脱氮鸟嘌呤作为KODXLDNA聚合酶的底物。通过引物延伸和通过PCR扩增容易地掺入所有核苷酸以形成含有碘化核碱基的DNA。对Suzuki-Miyaura与两个较大的芳基硼酸的交叉偶联反应的系统研究表明，5-碘嘧啶更具反应性，并在单链寡核苷酸（ssON）的末端或内部位置以及双链DNA（dsDNA）的末端位置，而7-碘-7-脱氮嘌呤反应性较低，仅在末端位置产生交叉偶联产物。四种碘化碱基均未在dsDNA的内部位置反应。这些发现可用于碘化核碱基用于具有官能团的DNA的合成后修饰以用于各种应用。
