Nanoparticle-based Chemiluminescence for Chiral Discrimination of Thiol-Containing Amino Acids

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...

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Main Authors: Maryam Shahrajabian, Forough Ghasemi, M. Reza Hormozi-Nezhad
Format: Article
Language:English
Published: Nature Portfolio 2018-09-01
Series:Scientific Reports
Subjects:
Online Access:https://doi.org/10.1038/s41598-018-32416-z
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author Maryam Shahrajabian
Forough Ghasemi
M. Reza Hormozi-Nezhad
author_facet Maryam Shahrajabian
Forough Ghasemi
M. Reza Hormozi-Nezhad
author_sort Maryam Shahrajabian
collection DOAJ
description 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.
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spelling doaj.art-0bd76de724974103954c44db14cae7192022-12-21T19:26:23ZengNature PortfolioScientific Reports2045-23222018-09-01811910.1038/s41598-018-32416-zNanoparticle-based Chemiluminescence for Chiral Discrimination of Thiol-Containing Amino AcidsMaryam Shahrajabian0Forough Ghasemi1M. Reza Hormozi-Nezhad2Department of Chemistry, Sharif University of TechnologyDepartment of Chemistry, Sharif University of TechnologyDepartment of Chemistry, Sharif University of TechnologyAbstract 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.https://doi.org/10.1038/s41598-018-32416-zChiral DiscriminationThiol-containing Amino AcidChiral RecognitionPenicillamine (PA)Enantiomeric Excess
spellingShingle Maryam Shahrajabian
Forough Ghasemi
M. Reza Hormozi-Nezhad
Nanoparticle-based Chemiluminescence for Chiral Discrimination of Thiol-Containing Amino Acids
Scientific Reports
Chiral Discrimination
Thiol-containing Amino Acid
Chiral Recognition
Penicillamine (PA)
Enantiomeric Excess
title Nanoparticle-based Chemiluminescence for Chiral Discrimination of Thiol-Containing Amino Acids
title_full Nanoparticle-based Chemiluminescence for Chiral Discrimination of Thiol-Containing Amino Acids
title_fullStr Nanoparticle-based Chemiluminescence for Chiral Discrimination of Thiol-Containing Amino Acids
title_full_unstemmed Nanoparticle-based Chemiluminescence for Chiral Discrimination of Thiol-Containing Amino Acids
title_short Nanoparticle-based Chemiluminescence for Chiral Discrimination of Thiol-Containing Amino Acids
title_sort nanoparticle based chemiluminescence for chiral discrimination of thiol containing amino acids
topic Chiral Discrimination
Thiol-containing Amino Acid
Chiral Recognition
Penicillamine (PA)
Enantiomeric Excess
url https://doi.org/10.1038/s41598-018-32416-z
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AT foroughghasemi nanoparticlebasedchemiluminescenceforchiraldiscriminationofthiolcontainingaminoacids
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