| Autor: |
Feizi F; Department of Chemistry, Razi University, Kermanshah 6714967346, Iran., Shamsipur M; Department of Chemistry, Razi University, Kermanshah 6714967346, Iran., Gholivand MB; Department of Chemistry, Razi University, Kermanshah 6714967346, Iran., Barati A; Department of Chemistry, Razi University, Kermanshah 6714967346, Iran., Mousavi F; Department of Chemistry, Razi University, Kermanshah 6714967346, Iran., Molaabasi F; Biomaterials and Tissue Engineering Research Group, Department of Interdisciplinary Technologies, Breast Cancer Research Center, Motamed Cancer Institute, ACECR, Tehran1517964311, Iran., Mahlooji M; Biomaterials and Tissue Engineering Research Group, Department of Interdisciplinary Technologies, Breast Cancer Research Center, Motamed Cancer Institute, ACECR, Tehran1517964311, Iran., Sedeghi M; Department of Biophysics, Faculty of Biological Sciences, Tarbiat Modarres University, Tehran 1411713116, Iran. |
| Abstrakt: |
Chiral amino acids (AAs) are essential in metabolism and understanding physiological processes, and they could be used as biomarkers for the diagnosis of different diseases. In this study, chiral Cdots@Van were prepared by postmodifying an achiral Cdots core with vancomycin for recognizing and determining the enantiomeric excess (ee) of tyrosine (Tyr) enantiomers. The fluorescence response of Cdots@Van is based on an "on-off" strategy, with different quenching percentages for d- and l-tyrosine. Interestingly, the circular dichroism (CD) spectrum of Cdots@Van responded to only one form of Tyr enantiomer, specifically d-Tyr, and remained nearly unchanged upon the addition of l-Tyr. Quantum mechanical (QM) calculations were in excellent agreement with the experimental results, confirming the stronger binding affinity of Cdots@Van for d-Tyr compared to l-Tyr. We further investigated the chiral recognition ability of the interconnected vancomycin particles, which was synthesized using the EDC/NHS coupling reaction between vancomycin molecules without a Cdots core. Surprisingly, unlike free vancomycin molecules, interconnected vancomycin displayed an enantiomeric recognition ability by CD spectroscopy, similar to what was observed for Cdots@Van. Crucially, this chiral probe has been successfully utilized for cell imaging applications. |
