Abstract
The ability to recognize the molecular chirality of enantiomers is extremely important owing to their critical role in drug development and biochemistry. Convenient discrimination of enantiomers has remained a challenge due to lack of unsophisticated methods. In this work, we have reported a simple strategy for chiral recognition of thiol-containing amino acids including penicillamine (PA), and cysteine (Cys). We have successfully designed a nanoparticle-based chemiluminescence (CL) system based on the reaction between cadmium telluride quantum dots (CdTe QDs) and the enantiomers. The different interactions of CdTe QDs with PA enantiomers or Cys enantiomers led to different CL intensities, resulting in the chiral recognition of these enantiomers. The developed method showed the ability for determination of enantiomeric excess of PA and Cys. It has also obtained an enantioselective concentration range from 1.15 to 9.2 mM for PA. To demonstrate the potential application of this method, the designed platform was applied for the quantification of PA in urine and tablet samples. For the first time, we presented a novel practical application of nanoparticle-based CL system for chiral discrimination.
Highlights
Damage to the brain and protects cerebellar neurons from oxidative stress induced by hydrogen peroxide[8]
We have demonstrated a novel application of QDs catalyzed CL system for chiral discrimination and determination of enantiomeric excess of D/L- PA and Cys based on the difference in the CL intensities
The circular dichroism (CD) measurement confirmed that L- and D-PA and Cys exhibited mirror-image profiles
Summary
Damage to the brain and protects cerebellar neurons from oxidative stress induced by hydrogen peroxide[8]. Various analytical techniques, including high-performance liquid chromatography (HPLC), thin-layer chromatography (TLC), capillary electrophoresis (CE), gas chromatography, mass spectrometry[25,26,27,28,29,30,31,32,33,34,35,36], circular dichroism (CD)[37], fluorometry[38], nuclear magnetic resonance (NMR) protocols[39,40] and using chiral light fields[41,42,43,44] have been reported to distinguish the chirality of PA, Cys, and other chiral compounds. It was found that different affinity of L- and D- enantiomers of PA and Cys towards CdTe QDs leads to different CL intensities, resulting in the chiral recognition of these thiol-containing amino acids
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