Cysteine Cyclic Pyrrole-Imidazole Polyamide for Sequence-Specific Recognition in the DNA Minor Groove
Cysteine Cyclic Pyrrole-Imidazole Polyamide for Sequence-Specific Recognition in the DNA Minor Groove
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DOI：
10.1021/ja207440p
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发表时间：
2011-11-23
影响因子：
15
通讯作者：
Sugiyama, Hiroshi
中科院分区：
文献类型：
--
作者：
Morinaga, Hironobu;Bando, Toshikazu;Sugiyama, Hiroshi
吡咯-咪唑（PI）聚酰胺是一种小的DNA结合分子，具有高亲和力和特异性，可以识别预定的DNA序列。发夹PI聚酰胺已被深入研究；然而，环PI聚酰胺受到的关注较少，主要是因为它们的合成困难。在这里，我们描述了一种新的环化方法，以生产PI聚酰胺半胱氨酸和氯乙酰残基。环化反应在1 h内完成，转化效率高。该方法可用于制备识别7 bp DNA序列的长环PI聚酰胺。含有两个β -丙氨酸分子的环PI聚酰胺比相应的发夹PI聚酰胺具有更高的亲和力和特异性，表明环PI聚酰胺可以作为一种新型的dna结合分子。
Pyrrole-imidazole (PI) polyamides are small DNA-binding molecules that can recognize predetermined DNA sequences with high affinity and specificity. Hairpin PI polyamides have been studied intensively; however, cyclic PI polyamides have received less attention, mainly because of difficulties with their synthesis. Here, we describe a novel cyclization method for producing PI polyamides using cysteine and a chloroacetyl residue. The cyclization reaction is complete within 1 h and has a high conversion efficiency. The method can be used to produce long cyclic PI polyamides that can recognize 7 bp DNA sequences. A cyclic PI polyamide containing two beta-alanine molecules had higher affinity and specificity than the corresponding hairpin PI polyamide, demonstrating that the cyclic PI polyamides can be used as a new type of DNA-binding molecule.