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通过多重标记设计荧光化学传感器的质子比色识别。

Ratiometric Recognition of Protons by a Multiple Tagged Designer Fluorescent Chemosensor.

机构信息

Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016, India.

出版信息

J Fluoresc. 2022 Sep;32(5):1851-1856. doi: 10.1007/s10895-022-02999-y. Epub 2022 Jun 22.

DOI:10.1007/s10895-022-02999-y
PMID:35731450
Abstract

Molecular architecture with different fluorophoric units can offer improved and effective recognition of biologically important analytes. We present here a new strategy for the design of ratiometric chemosensors that operate by photoinduced electron transfer (PET). This ratiometric sensor endowed with tryptophan and anthracene exhibits high sensitivity, excellent selectivity and remarkable reversibility towards recognition of H in methanol. This "Turn-On" type behaviour is crafted into the molecule by incorporation of bispidine entity. Effective quenching of the fluorescence of the anthracene by the adjacent amine groups of the bispidine results in negligible fluorescence from the anthracene group leading to highly sensitive recognition of protons by the compound as H protonate the amine functionalities giving rise to the emergence of the fluorescence from the anthracene group. This, combined with the reduction in the fluorescence from the Trp group by H, results in highly sensitive ratiometric nature of the response especially at low [H].

摘要

具有不同荧光团的分子结构可以提供对生物重要分析物的改进和有效识别。我们在这里提出了一种新的设计比率型化学传感器的策略,该传感器通过光诱导电子转移(PET)工作。这种具有色氨酸和蒽的比率型传感器对甲醇中 H 的识别具有高灵敏度、出色的选择性和显著的可逆性。这种“开启”型行为是通过引入双吡啶实体来构建到分子中的。双吡啶的相邻胺基团有效地猝灭蒽的荧光,导致蒽基团的荧光可忽略不计,从而使化合物对质子具有高灵敏度的识别,因为 H 质子化胺官能团导致蒽基团的荧光出现。这与 H 引起的色氨酸基团荧光的减少相结合,导致响应的高度灵敏的比率性质,特别是在低 [H] 时。

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Small-molecule fluorescence-based probes for interrogating major organ diseases.小分子荧光探针用于探究主要器官疾病。
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Unprecedented Intramolecular Association-Induced Fluorescence in Tryptophan-Conjugated Peptidomimetics.色氨酸缀合肽模拟物中前所未有的分子内缔合诱导荧光。
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利用光诱导电子转移测定亚氨基糖-酶复合物的质子化状态
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