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A Cu(II)‐Salicylidene Glycinato Complex for the Selective Fluorometric Detection of Homocysteine over 20 Proteinogenic Amino Acids
Homocysteine (Hcy) is a sulfur‐containing α‐amino acid that differs by one methylene (CH(2)) subunit from homologous cysteine (Cys). Elevated levels of Hcy are diagnostic markers of cardiovascular disease and other medical conditions. We present a new Cu(II)‐salicylidene glycinato complex 1 for the...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9208288/ https://www.ncbi.nlm.nih.gov/pubmed/35723424 http://dx.doi.org/10.1002/open.202200106 |
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author | Li, Xuecong Yadav, Prerna Spingler, Bernhard Zelder, Felix |
author_facet | Li, Xuecong Yadav, Prerna Spingler, Bernhard Zelder, Felix |
author_sort | Li, Xuecong |
collection | PubMed |
description | Homocysteine (Hcy) is a sulfur‐containing α‐amino acid that differs by one methylene (CH(2)) subunit from homologous cysteine (Cys). Elevated levels of Hcy are diagnostic markers of cardiovascular disease and other medical conditions. We present a new Cu(II)‐salicylidene glycinato complex 1 for the selective fluorometric detection of Hcy in water. In the presence of this analyte, the non‐fluorescent copper‐complex demetallates and disassembles into its building blocks. This process liberates a 3‐chloro‐5‐sulfosalicylaldehyde signaling unit and is accompanied by a 51‐fold turn‐on fluorescence at 485 nm (λ(ex)=350 nm). Out of twenty proteinogenic amino acids, only histidine (12‐fold turn‐on fluorescence) and Cys (8‐fold turn‐on fluorescence) trigger some disassembly of probe 1. In comparison with important pioneering work on the detection of biothiols, this study strikingly demonstrates that structural modifications of chelate core structures steer substrate selectivity of metal‐based probes. Importantly, probe 1 has proven suitable for the detection of Hcy in artificial urine. |
format | Online Article Text |
id | pubmed-9208288 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-92082882022-06-27 A Cu(II)‐Salicylidene Glycinato Complex for the Selective Fluorometric Detection of Homocysteine over 20 Proteinogenic Amino Acids Li, Xuecong Yadav, Prerna Spingler, Bernhard Zelder, Felix ChemistryOpen Research Articles Homocysteine (Hcy) is a sulfur‐containing α‐amino acid that differs by one methylene (CH(2)) subunit from homologous cysteine (Cys). Elevated levels of Hcy are diagnostic markers of cardiovascular disease and other medical conditions. We present a new Cu(II)‐salicylidene glycinato complex 1 for the selective fluorometric detection of Hcy in water. In the presence of this analyte, the non‐fluorescent copper‐complex demetallates and disassembles into its building blocks. This process liberates a 3‐chloro‐5‐sulfosalicylaldehyde signaling unit and is accompanied by a 51‐fold turn‐on fluorescence at 485 nm (λ(ex)=350 nm). Out of twenty proteinogenic amino acids, only histidine (12‐fold turn‐on fluorescence) and Cys (8‐fold turn‐on fluorescence) trigger some disassembly of probe 1. In comparison with important pioneering work on the detection of biothiols, this study strikingly demonstrates that structural modifications of chelate core structures steer substrate selectivity of metal‐based probes. Importantly, probe 1 has proven suitable for the detection of Hcy in artificial urine. John Wiley and Sons Inc. 2022-06-20 /pmc/articles/PMC9208288/ /pubmed/35723424 http://dx.doi.org/10.1002/open.202200106 Text en © 2022 The Authors. Published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Research Articles Li, Xuecong Yadav, Prerna Spingler, Bernhard Zelder, Felix A Cu(II)‐Salicylidene Glycinato Complex for the Selective Fluorometric Detection of Homocysteine over 20 Proteinogenic Amino Acids |
title | A Cu(II)‐Salicylidene Glycinato Complex for the Selective Fluorometric Detection of Homocysteine over 20 Proteinogenic Amino Acids |
title_full | A Cu(II)‐Salicylidene Glycinato Complex for the Selective Fluorometric Detection of Homocysteine over 20 Proteinogenic Amino Acids |
title_fullStr | A Cu(II)‐Salicylidene Glycinato Complex for the Selective Fluorometric Detection of Homocysteine over 20 Proteinogenic Amino Acids |
title_full_unstemmed | A Cu(II)‐Salicylidene Glycinato Complex for the Selective Fluorometric Detection of Homocysteine over 20 Proteinogenic Amino Acids |
title_short | A Cu(II)‐Salicylidene Glycinato Complex for the Selective Fluorometric Detection of Homocysteine over 20 Proteinogenic Amino Acids |
title_sort | cu(ii)‐salicylidene glycinato complex for the selective fluorometric detection of homocysteine over 20 proteinogenic amino acids |
topic | Research Articles |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9208288/ https://www.ncbi.nlm.nih.gov/pubmed/35723424 http://dx.doi.org/10.1002/open.202200106 |
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