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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Nature Portfolio
2018-09-01
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Series: | Scientific Reports |
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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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language | English |
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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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