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快速室温磷光手性识别天然氨基酸。

Rapid room-temperature phosphorescence chiral recognition of natural amino acids.

机构信息

Hefei National Research Center for Physical Sciences at the Microscale, University of Science and Technology of China, Anhui, 230026, Hefei, China.

School of Chemistry and Materials Science, University of Science and Technology of China, Hefei, Anhui, 230026, China.

出版信息

Nat Commun. 2024 Apr 17;15(1):3314. doi: 10.1038/s41467-024-47648-z.

Abstract

Chiral recognition of amino acids is very important in both chemical and life sciences. Although chiral recognition with luminescence has many advantages such as being inexpensive, it is usually slow and lacks generality as the recognition module relies on structural complementarity. Here, we show that one single molecular-solid sensor, L-phenylalanine derived benzamide, can manifest the structural difference between the natural, left-handed amino acid and its right-handed counterpart via the difference of room-temperature phosphorescence (RTP) irrespective of the specific chemical structure. To realize rapid and reliable sensing, the doped samples are obtained as nanocrystals from evaporation of the tetrahydrofuran solutions, which allows for efficient triplet-triplet energy transfer to the chiral analytes generated in situ from chiral amino acids. The results show that L-analytes induce strong RTP, whereas the unnatural D-analytes produce barely any afterglow. The method expands the scope of luminescence chiral sensing by lessening the requirement for specific molecular structures.

摘要

手性氨基酸的识别在化学和生命科学中都非常重要。尽管基于发光的手性识别具有成本低等诸多优点,但由于识别模块依赖于结构互补性,其通常较为缓慢且缺乏通用性。在这里,我们展示了一种单一的分子固体传感器,即由 L-苯丙氨酸衍生的苯甲酰胺,它可以通过室温磷光(RTP)的差异来体现天然左旋氨基酸与其右旋对应物之间的结构差异,而无需考虑其特定的化学结构。为了实现快速可靠的传感,掺杂样品通过四氢呋喃溶液的蒸发获得纳米晶体,这允许高效的三重态-三重态能量转移到由手性氨基酸原位生成的手性分析物中。结果表明,L-分析物诱导强烈的 RTP,而非天然的 D-分析物几乎没有余辉。该方法通过降低对手性分子结构的要求,扩展了发光手性传感的范围。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/497d/11024135/7440f78fafc8/41467_2024_47648_Fig3_HTML.jpg

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