2016
DOI: 10.1039/c5sc03839a
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Remarkably selective and enantiodifferentiating sensing of histidine by a fluorescent homochiral Zn-MOF based on pyrene-tetralactic acid

Abstract: A highly luminescent and water-stable homochiral Zn-MOF, i.e., Zn-PLA, developed based on pyrene-tetraacetic, selectively senses histidine amongst all other amino acids and also differentiates d and l isomers, as revealed by quenching of the fluorescence of its aqueous suspension.

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Cited by 148 publications
(88 citation statements)
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“…Fascinatingly,t he supercoiled 1:Ni 2+ ensemble that is favored by entropy undergoes further assembly and chirality transformation in the presence of d/l-histidine to generate the superhelix 1:Ni 2+ :d-histidine/ 1:Ni 2+ :l-histidine.A dditionally,t he supercoiled 1:Ni 2+ ensemble exhibits ah igher affinity for d-histidine over lhistidine and the enantioselective ratio (K d /K l )was found to be 2.99, which is remarkable in comparison to other literature report. [21] This is the first report which demonstrates the assembly of pyrazine-based building blocks with l-alanine as ac hiral handle into ah elical system for the development of as upercoiled helical system in presence of achiral stimuli (Ni 2+ ions). This report also demonstrates further assembly of supercoiled helical systems into higher-order superhelices using d/l-histidine as external stimuli in aqueous media.…”
Section: Introductionmentioning
confidence: 95%
“…Fascinatingly,t he supercoiled 1:Ni 2+ ensemble that is favored by entropy undergoes further assembly and chirality transformation in the presence of d/l-histidine to generate the superhelix 1:Ni 2+ :d-histidine/ 1:Ni 2+ :l-histidine.A dditionally,t he supercoiled 1:Ni 2+ ensemble exhibits ah igher affinity for d-histidine over lhistidine and the enantioselective ratio (K d /K l )was found to be 2.99, which is remarkable in comparison to other literature report. [21] This is the first report which demonstrates the assembly of pyrazine-based building blocks with l-alanine as ac hiral handle into ah elical system for the development of as upercoiled helical system in presence of achiral stimuli (Ni 2+ ions). This report also demonstrates further assembly of supercoiled helical systems into higher-order superhelices using d/l-histidine as external stimuli in aqueous media.…”
Section: Introductionmentioning
confidence: 95%
“…This is particularly relevant to chiral drug development, which is of great interest to the healthcare industry. Chiral recognition of amino acids has stimulated immense research interest in recent times . A prominent example in this regard would be tryptophan (Trp); the l ‐isomer is predominant in biological systems, whereas the d ‐isomer is an indication of disease and ageing .…”
Section: Introductionmentioning
confidence: 99%
“…The emission maximum for the peptide is at 495 nm. We suppose that the structure of the peptide is appreciably rigidified upon Hg 2+ binding resulting in a significant fluorescence enhancement . This phenomenon is not new but can be put to good use to study mercury toxicity in live cell cultures.…”
Section: Figurementioning
confidence: 99%
“…We suppose that the structure of the peptide is appreciably rigidified upon Hg 2 + binding resulting in a significant fluorescence enhancement. [22] This phenomenon is not new but can be put to good use to study mercury toxicity in live cell cultures. This also open a possibility in the design of similar such entities to study Hg 2 + -protein interactions that were previously thought to be manifesting themselves via sulphur atoms and methyl mercury type of interactions.…”
mentioning
confidence: 99%