首页> 外文期刊>Chemistry: A European journal >Nucleotide recognition in water by a guanidinium-based artificial tweezer receptor
【24h】

Nucleotide recognition in water by a guanidinium-based artificial tweezer receptor

机译:胍基人工镊子受体识别水中的核苷酸

获取原文
获取原文并翻译 | 示例
           

摘要

The water-soluble tweezer receptor 1 with two symmetric peptidic arms, which are connected by an aromatic scaffold and contain lysine, phenylalanine, and a guanidinium-based anion-binding site as headgroup, has been synthesized. UV/Vis-derived Job plots show that the receptor forms 1:1 complexes with nucleotides and phosphate in buffered water at neutral pH. Binding constants have been determined by fluorescence and UV/Vis spectroscopy. All nucleotides tested were bound very efficiently, even in pure water, with binding constants between 10~4 and 10~5 M~(-1). Interestingly, all mononucleotides were bound much stronger than phosphate by a factor of at least 5 to 10. Furthermore 1 favors the binding of adenosine monophosphate (AMP) over adenosine diphosphate (ADP) and adenosine triphosphate (ATP), which is unprecedented for artificial nucleotide receptors reported so far. According to NMR spectroscopy and molecular modeling studies, the efficient binding is a result of strong electrostatic contacts supported by π-π interactions with the nucleobase within the cavity-shaped receptor. Nucleotides preferred: The symmetric peptide-based tweezer receptor 1 forms stable 1:1 complexes with nucleotides in water (pH 7). The host prefers nucleotides over phosphate and mononucleotides over di- or trinucleotides (see scheme). Hence, complex formation is due also to π-stacking interactions with the nucleobase.
机译:合成了具有两个对称肽臂的水溶性镊子受体1,所述两个对称肽臂通过芳族骨架连接并包含赖氨酸,苯丙氨酸和基于胍基的阴离子结合位点作为头基。 UV / Vis衍生的Job图表明,受体在中性pH的缓冲水中与核苷酸和磷酸盐形成1:1的复合物。结合常数已经通过荧光和UV / Vis光谱法确定。即使在纯水中,所有被测试的核苷酸都可以非常有效地结合,结合常数在10〜4和10〜5 M〜(-1)之间。有趣的是,所有单核苷酸的结合力都比磷酸盐强得多,至少是5到10倍。此外,与单磷酸腺苷(ADP)和三磷酸腺苷(ATP)相比,单磷酸腺苷(AMP)的结合更倾向于1。迄今为止报道的受体。根据NMR光谱学和分子建模研究,有效的结合是由π-π与空腔形受体内核碱基的π-π相互作用支持的强静电接触的结果。优选的核苷酸:基于对称肽的镊子受体1与水中的核苷酸(pH 7)形成稳定的1:1复合物。宿主比磷酸酯更偏爱核苷酸,而二或三核苷酸更偏爱单核苷酸(参见方案)。因此,复合物的形成也归因于与核碱基的π堆积相互作用。

著录项

相似文献

  • 外文文献
  • 中文文献
  • 专利
获取原文

客服邮箱:kefu@zhangqiaokeyan.com

京公网安备:11010802029741号 ICP备案号:京ICP备15016152号-6 六维联合信息科技 (北京) 有限公司©版权所有
  • 客服微信

  • 服务号