Methyl Scanning for Mechanochemical Chalcogen-Bonding Cascade Switches.,ChemistryOpen

当前位置： X-MOL 学术 › Chemistryopen › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Methyl Scanning for Mechanochemical Chalcogen-Bonding Cascade Switches.
ChemistryOpen ( IF 2.5 ) Pub Date : 2019-11-12 , DOI: 10.1002/open.201900288
Xiang Zhang ₁ , Naomi Sakai ₁ , Stefan Matile ₁

Affiliation

Chalcogen‐bonding cascade switching was introduced recently to produce the chemistry tools needed to image physical forces in biological systems. In the original flipper probe, one methyl group appeared to possibly interfere with the cascade switch. In this report, this questionable methyl group is replaced by a hydrogen. The deletion of this methyl group in planarizable push‐pull probes was not trivial because it required the synthesis of dithienothiophenes with four different substituents on the four available carbons. The mechanosensitivity of the resulting demethylated flipper probe was nearly identical to that of the original. Thus methyl groups in the switching region are irrelevant for function, whereas those in the twisting region are essential. This result supports the chalcogen‐bonding cascade switching concept and, most importantly, removes significant synthetic demands from future probe development.

中文翻译：

用于机械化学硫属键合级联开关的甲基扫描。

最近引入了硫属键级联切换，以生产对生物系统中的物理力进行成像所需的化学工具。在最初的鳍状探针中，一个甲基似乎可能干扰级联开关。在这份报告中，这个有问题的甲基被氢取代。在可平面推拉探针中删除该甲基并非易事，因为它需要在四个可用碳上合成具有四个不同取代基的二噻吩并噻吩。所得去甲基化鳍状探针的机械敏感性几乎与原始探针相同。因此，转换区域中的甲基与功能无关，而扭曲区域中的甲基则至关重要。这一结果支持了硫族键合级联切换概念，最重要的是，消除了未来探针开发的重要合成需求。

更新日期：2019-11-12

点击分享查看原文

点击收藏

公开下载

阅读更多本刊最新论文本刊介绍/投稿指南11