【作者】 庞焕；

【导师】 李海兵；

【作者基本信息】 华中师范大学 ， 有机化学， 2018， 硕士

【摘要】 自然界的生命体经过了上亿万年的进化,已经完成了各种智能过程,因此,向自然界学习和探究自然界的奥秘是一个永恒的主体。生命体中的各种通道,如离子通道,为生命体活动的有序进行提供了物质保障;细胞膜表面的手性通道,为物质的选择性进出,提供了场所。且手性是生命体的基本特征,手性对人类的影响巨大,例如,普萘洛尔可以用于多种心律失常的治疗,但是,S-普萘洛尔的药效大约是R-普萘洛尔药效的40倍。因此,研究手性物质的识别具有重要的意义,同时,也为手性物质的分离奠定了基础。而以往研究离子以及手性物质识别,大多都是在液-液相或者液-固界面上。那么,如果把其放在三维的限域空间内,会出现什么样的一种效果?为此,带着这个疑问,我们利用纳米科学技术、主-客体化学、分子生物学以及手性化学等,来研究一类具有重要的基础研究价值和应用前景的仿生智能纳米通道。本文是在这个研究背景下,设计了基于主-客体系的离子选择性识别以及手性诱导后选择性识别手性分子的仿生纳米通道,为了更深一步探讨其行为。论文分为以下三部分:1)选择氨基柱[5]芳烃为主体分子,构建功能化的纳米通道,选择性识别金属离子。发现氨基柱[5]芳烃功能化的纳米通道,对金属锂离子有较好的选择性。为锂离子的选择性识别提供了一种可能性。2)以R-苯乙胺为客体分子,羧基柱[5]芳烃为主体分子,设计了以主-客体系为基础的手性诱导纳米通道,进而,对手性对映体进行选择性识别的研究。并且发现手性诱导在纳米通道内有放大的现象,且手性选择性识别也被放大,以及对手性药物萘普生有较好的选择性。3)该部分是在第二部分得出现象的基础上,研究对手性药物萘普生有较好识别的原理。得出结论是与手性药物萘普生的结构有关,并通过核磁氢谱、高斯模拟计算等验证了机理。更多还原

【Abstract】 After hundreds of millions of years of evolution,all kinds of intelligent processes have been completed.Therefore,it is an eternal subject to learn and explore the mysteries of nature.Various channels in living organisms,such as ion channels,provide material support for their orderly development.Chiral channels on the surface of cell membranes provide a place for selective entry and exit of substances.And chirality is a fundamental feature of living organisms,and it has a huge impact on humans.For example,propranolol can be used to treat a variety of arrhythmias,but S-propranolol is about 40 times as powerful as the R-propranolol.Therefore,it is of great signifieance to study the recognition of chiral substances and lay a foundation for the separation of chiral substances.In the past,the study on ions and chiral matter recognition was mostly in liquid phase or two-dimensional interface.Then,if it was placed in three-dimensional limited space,what effect would it have?Therefore,with this question in mind,we use nanotechnology,host-guest chemistry,molecular biology and chiral chemistry to study a class of bionic intelligent nano-channels with important fundamental research value and application prospect.In this context,the paper designed bionic nano-channels based on host-guest selective identification and chiral enantiomer selective identification after chiral induction,in order to further explore their behavior.The thesis is divided into the following three parts:1)Select supramolecular pillar[5]arene hydrocarbons as the host,construct functional nanochannelsand selectively identify metal ions.It was found that amino-pillar[5]arene-functionalized nanochannels have good selectivity for lithium ion.lt provides a possibility for selective recognition of lithium ions.2)Taking R-phenethylamine as the guest and carboxylicpillar[5]arene(WP5)hydrocarbon as the host,the chiral induced nanochannel based on the host and guest system was designed,and then the selective identification of seven chiral enantiomers was studied.lt was also found that chiral induction had amplification in the nanochannel,and chiral selective recognition was also amplified,and chiral enantiomer naproxen had better selectivity.3)The part is based on the phenomenon obtained in the second part,and preliminarily studies the principle of better recognition of chiral drug naproxen.The results are related to the structure of chiral drugs naproxen and the mechanism is verified by 1HNMR、gauss simulation and so on.更多还原