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

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...

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Autores principales: Shahrajabian, Maryam, Ghasemi, Forough, Hormozi-Nezhad, M. Reza
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6143635/
https://www.ncbi.nlm.nih.gov/pubmed/30228291
http://dx.doi.org/10.1038/s41598-018-32416-z
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author Shahrajabian, Maryam
Ghasemi, Forough
Hormozi-Nezhad, M. Reza
author_facet Shahrajabian, Maryam
Ghasemi, Forough
Hormozi-Nezhad, M. Reza
author_sort Shahrajabian, Maryam
collection PubMed
description 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 pubmed-61436352018-09-24 Nanoparticle-based Chemiluminescence for Chiral Discrimination of Thiol-Containing Amino Acids Shahrajabian, Maryam Ghasemi, Forough Hormozi-Nezhad, M. Reza Sci Rep Article 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. Nature Publishing Group UK 2018-09-18 /pmc/articles/PMC6143635/ /pubmed/30228291 http://dx.doi.org/10.1038/s41598-018-32416-z Text en © The Author(s) 2018 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Shahrajabian, Maryam
Ghasemi, Forough
Hormozi-Nezhad, M. Reza
Nanoparticle-based Chemiluminescence for Chiral Discrimination of Thiol-Containing Amino Acids
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 Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6143635/
https://www.ncbi.nlm.nih.gov/pubmed/30228291
http://dx.doi.org/10.1038/s41598-018-32416-z
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