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用于单分子成像的光驱动分子马达的设计、合成及异构化研究

Design, Synthesis, and Isomerization Studies of Light-Driven Molecular Motors for Single Molecular Imaging.

作者信息

Chen Jiawen, Vachon Jérôme, Feringa Ben L

机构信息

Stratingh Institute for Chemistry , University of Groningen , Nijenborgh 4 , 9747AG Groningen , The Netherlands.

出版信息

J Org Chem. 2018 Jun 1;83(11):6025-6034. doi: 10.1021/acs.joc.8b00654. Epub 2018 May 15.

DOI:10.1021/acs.joc.8b00654
PMID:29741383
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5987184/
Abstract

The design of a multicomponent system that aims at the direct visualization of a synthetic rotary motor at the single molecule level on surfaces is presented. The synthesis of two functional motors enabling photochemical rotation and fluorescent detection is described. The light-driven molecular motor is found to operate in the presence of a fluorescent tag if a rigid long rod (32 Å) is installed between both photoactive moieties. The photochemical isomerization and subsequent thermal helix inversion steps are confirmed by H NMR and UV-vis absorption spectroscopies. In addition, the tetra-acid functioned motor can be successfully grafted onto amine-coated quartz and it is shown that the light responsive rotary motion on surfaces is preserved.

摘要

本文介绍了一种多组分系统的设计,该系统旨在在表面的单分子水平上直接可视化合成旋转马达。描述了两种实现光化学旋转和荧光检测的功能性马达的合成。如果在两个光活性部分之间安装一个刚性长杆(32 Å),则发现光驱动分子马达在存在荧光标签的情况下运行。通过核磁共振氢谱(H NMR)和紫外可见吸收光谱证实了光化学异构化和随后的热螺旋反转步骤。此外,四酸功能化的马达可以成功接枝到胺涂层石英上,并且表明表面上的光响应旋转运动得以保留。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/53d1eaa5e095/jo-2018-00654m_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/6544fc97e9f7/jo-2018-00654m_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/b0337ed1fb4b/jo-2018-00654m_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/aa4e98484c29/jo-2018-00654m_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/33837bf4662f/jo-2018-00654m_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/147400cdbc3a/jo-2018-00654m_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/c1a0913199e0/jo-2018-00654m_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/98f9cf92679b/jo-2018-00654m_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/b9cc119500df/jo-2018-00654m_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/53d1eaa5e095/jo-2018-00654m_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/6544fc97e9f7/jo-2018-00654m_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/b0337ed1fb4b/jo-2018-00654m_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/aa4e98484c29/jo-2018-00654m_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/33837bf4662f/jo-2018-00654m_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/147400cdbc3a/jo-2018-00654m_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/c1a0913199e0/jo-2018-00654m_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/98f9cf92679b/jo-2018-00654m_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/b9cc119500df/jo-2018-00654m_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1243/5987184/53d1eaa5e095/jo-2018-00654m_0005.jpg

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