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A pillar[5]arene-based fluorescent sensor for sensitive detection of L-Met through a dual-site collaborative mechanism
- Source :
- Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 240
- Publication Year :
- 2020
-
Abstract
- L-Methionine (L-Met) is one of the essential amino acids in human health, efficiently detect L-Met is a significant issue. Herein, a concept “dual-site collaborative recognition” had been successfully introduced into the design and achieved high selective and sensitive recognition of L-Met. In order to realize the “dual-site collaborative recognition”, we rationally designed and synthesized an ester functionalized pillar[5]arene-based fluorescent sensor (SP5). And it shows blue Aggregation-induced emission (AIE) fluorescence. In the SP5, the pillar[5]arene group act as C-H···π interactions site, and ester group serve as multi hydrogen bonding acceptor. Interestingly, the SP5 exhibited high selectivity and sensitivity (2.84 × 10−8 M) towards L-Met based on the collaboration of electron-rich cavernous pillar[5]arene group and ester group through C-H···π and H-bond interactions, respectively. This “dual-site collaborative recognition” mechanism has been investigated by 1H NMR, ESI-MS and theoretical calculation including frontier orbital (HOMO and LUMO), electrostatic potential (ESP) and the noncovalent interaction (NCI). These theoretical calculations not only support the proposed host-guest recognition mechanism, but also provided visualized information on the “dual-site collaborative recognition” mode. Furthermore, the concept “dual-site collaborative recognition” is an effective strategy for easily detecting biological molecules.
- Subjects :
- Magnetic Resonance Spectroscopy
02 engineering and technology
010402 general chemistry
01 natural sciences
Dual site
Analytical Chemistry
Methionine
Humans
Instrumentation
HOMO/LUMO
Spectroscopy
chemistry.chemical_classification
Chemistry
Hydrogen bond
Biomolecule
Pillar
Hydrogen Bonding
021001 nanoscience & nanotechnology
Combinatorial chemistry
Acceptor
Fluorescence
Atomic and Molecular Physics, and Optics
0104 chemical sciences
Proton NMR
Calixarenes
0210 nano-technology
Subjects
Details
- ISSN :
- 18733557
- Volume :
- 240
- Database :
- OpenAIRE
- Journal :
- Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy
- Accession number :
- edsair.doi.dedup.....e1242a5bdab979da90fa07747194b0f7