Ahmad Manzoor, Muir Andrew, Langton Matthew J
Chemistry Research Laboratory, Mansfield Road, Oxford OX1 3TA, U.K.
ACS Omega. 2024 Nov 1;9(45):45572-45580. doi: 10.1021/acsomega.4c07880. eCollection 2024 Nov 12.
A stimulus-responsive indole-based hydrogen bonding switch is reported, which enables off-on activation of transmembrane ion transport in response to photo- and redox triggers. This is achieved by alkylation of an indole-based anionophore, preorganized through intramolecular hydrogen bonding, with -nitrobenzyl and azobenzene cages. This renders the anionophore inactive through formation of a six-membered intramolecular hydrogen bonding interaction and locking of the anion binding protons. Decaging with biologically relevant light and redox stimuli leads to efficient activation of anion transport across lipid bilayer membranes by unlocking the hydrogen bond donors, such that they are now available for anion binding and transport.
报道了一种基于吲哚的刺激响应型氢键开关，它能够响应光和氧化还原触发信号实现跨膜离子转运的关闭-开启激活。这是通过将基于吲哚的阴离子载体（通过分子内氢键预组织）与对硝基苄基和偶氮苯笼进行烷基化来实现的。这使得阴离子载体通过形成六元分子内氢键相互作用和锁定阴离子结合质子而失活。用与生物学相关的光和氧化还原刺激进行脱笼反应，通过解锁氢键供体，从而有效地激活阴离子跨脂质双分子层膜的转运，使它们现在可用于阴离子结合和转运。
