Remarkably selective and enantiodifferentiating sensing of histidine by a fluorescent homochiral Zn-MOF based on pyrene-tetralactic acid

Chemical Science
Pujari ChandrasekharJarugu Narasimha Moorthy

Abstract

A highly luminescent and water-stable homochiral Zn-MOF, i.e., Zn-PLA, has been developed based on a pyrene-tetralactic acid, which inherently features concave shapes for guest inclusion, to explore sensing of amino acids by fluorescence quenching; the solid-state fluorescence quantum yield of the MOF was found to be 46%. The fluorescence of an aqueous suspension of Zn-PLA was shown to be quenched specifically by histidine amongst all the other amino acids. Selective sensing of histidine is of prime importance due to its relevance in a variety of biological functions. The lack of quenching of fluorescence of Zn-PLA by all the amino acids other than histidine has been rationalized based on the exchange of the cationic dimethylammonium species in the MOF crystals with histidine that is protonated in water; the latter is envisaged to quench the fluorescence via charge transfer in the excited state. Furthermore, the homochiral crystals of Zn-PLA were found to permit enantiodiscrimination in the quenching by the d- and l-forms such that the ratio of enantioselectivity, i.e., Kd/Kl, is 1.8, as determined by Stern-Volmer quenching plots. The highly selective as well as enantiodifferentiating sensing of amino acids by MOFs is unprecede...Continue Reading

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Citations

Jan 9, 2019·Chemistry : a European Journal·Vijay Kumar MakaJarugu Narasimha Moorthy
Sep 5, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Yanhong LiuJian Wang
Jan 23, 2020·Dalton Transactions : an International Journal of Inorganic Chemistry·Ankita SarkarParna Gupta
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Aug 21, 2018·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Jun ZhangGuodong Qian
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Mar 25, 2020·Chemical Science·Meili DingHai-Long Jiang
Mar 25, 2018·Chemistry, an Asian Journal·Xiaoshi WangWeiguo Song
Jan 23, 2018·Physical Chemistry Chemical Physics : PCCP·Arindam MukhopadhyayJarugu Narasimha Moorthy
Jun 27, 2019·Chemical Communications : Chem Comm·Guangyao ZhangXueji Zhang
Apr 10, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Chunhua GongJingli Xie
Jan 22, 2021·Chemical Society Reviews·F Pelin KinikBerend Smit
Apr 21, 2021·Dalton Transactions : an International Journal of Inorganic Chemistry·Luis D Rosales-VázquezVictor Sánchez-Mendieta
May 12, 2021·Chemical Society Reviews·Juan LiuJian Zhang
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Sep 28, 2017·The Journal of Physical Chemistry. a·Michael J BertocchiRichard G Weiss
Nov 9, 2021·The Journal of Physical Chemistry. B·Bin-Cheng WangQing-Lun Wang

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