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首页> 外文期刊>Chemistry: A European journal >Synthesis of deoxynucleoside triphosphates that include proline, urea, or sulfonamide groups and their polymerase incorporation into DNA
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Synthesis of deoxynucleoside triphosphates that include proline, urea, or sulfonamide groups and their polymerase incorporation into DNA

机译：包括脯氨酸，脲或磺酰胺基团的脱氧核苷三磷酸的合成及其将聚合酶掺入DNA中

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摘要

To expand the chemical array available for DNA sequences in the context of in vitro selection, I present herein the synthesis of five nucleoside triphosphate analogues containing side chains capable of organocatalysis. The synthesis involved the coupling of L-proline-containing residues (dU ~(tP)TP and dU ~(cP)TP), a dipeptide (dU ~(FP)TP), a urea derivative (dU ~(Bpu)TP), and a sulfamide residue (dU ~(Bs)TP) to a suitably protected common intermediate, followed by triphosphorylation. These modified dNTPs were shown to be excellent substrates for the Vent (exo -) and Pwo DNA polymerases, as well as the Klenow fragment of E. coli DNA polymerase I, although they were only acceptable substrates for the 9°N _m polymerase. All of the modified dNTPs, with the exception of dU ~(Bpu)TP, were readily incorporated into DNA by the polymerase chain reaction (PCR). Modified oligonucleotides efficiently served as templates for PCR for the regeneration of unmodified DNA. Thermal denaturation experiments showed that these modifications are tolerated in the major groove. Overall, these heavily modified dNTPs are excellent candidates for SELEX.
机译：为了扩大在体外选择的背景下可用于DNA序列的化学阵列，我在这里提出了五个含有能够进行有机催化的侧链的核苷三磷酸类似物的合成。合成涉及含L-脯氨酸的残基（dU〜（tP）TP和dU〜（cP）TP），二肽（dU〜（FP）TP），尿素衍生物（dU〜（Bpu）TP）的偶联。 ，然后将磺酰胺残基（dU〜（Bs）TP）还原为适当保护的普通中间体，然后进行三磷酸化。这些修饰的dNTPs是Vent（exo-）和Pwo DNA聚合酶以及大肠杆菌DNA聚合酶I的Klenow片段的优良底物，尽管它们仅是9°N_m聚合酶可接受的底物。除了dU〜（Bpu）TP外，所有修饰的dNTPs都可以通过聚合酶链反应（PCR）轻松地掺入DNA中。修饰的寡核苷酸有效地用作PCR模板，以再生未修饰的DNA。热变性实验表明，这些修饰在主凹槽中是可以容忍的。总体而言，这些经过大量修改的dNTP是SELEX的出色候选者。

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