DNA and RNA can be equally efficient catalysts for carbon-carbon bond formation

DNA and RNA can be equally efficient catalysts for carbon-carbon bond formation
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DOI:
10.1021/ja7111965
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发表时间:
2008-03-12
影响因子:
15
通讯作者:
Silverman, Scott K.
Silverman, Scott K.
中科院分区:
化学1区
文献类型:
--
作者:
Chandra, Madhavaiah;Silverman, Scott K.

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我们报告了体外选择的脱氧核酶催化蒽和马来酰亚胺底物之间的Diels-Alder反应。以前的工作表明,核酶可以催化这一反应,大大提高了速率。我们将DNA和RNA酶的直接比较视为测试DNA和RNA的相对催化效率的机会。鉴定了许多新的脱氧核酶;其中之一,DAB 22,可以催化未束缚的蒽和马来酰亚胺底物的反式反应,其速率常数和速率增强值与类似核酶的速率常数和速率增强值相当(例如,k(obs),3分钟(-1)和速率增强> 4 × 10(5)(对于脱氧核酶)。这些发现提供了证据,证明DNA酶可以像最知名的RNA酶一样有效地催化碳-碳键的形成,尽管DNA中不存在2 '-羟基。
We report the in vitro selection of deoxyribozymes that catalyze the Diels-Alder reaction between anthracene and maleimide substrates. Previous work showed that ribozymes can catalyze this reaction with substantial rate enhancement. We viewed the direct comparison of DNA and RNA enzymes as an opportunity to test the relative catalytic efficiencies of DNA and RNA. Many new deoxyribozymes were identified; one of these, DAB22, can catalyze the in trans reaction of untethered anthracene and maleimide substrates with rate constant and rate enhancement values comparable to those of the analogous ribozyme (e.g., k(obs), 3 min(-1) and rate enhancement > 4 x 10(5) for the deoxyribozyme). These findings provide evidence that DNA enzymes can catalyze carbon-carbon bond formation as efficiently as the best known RNA enzymes, despite the absence of 2'-hydroxyl groups in DNA.