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Novel absorbance peak of gentisic acid following the oxidation reaction
Gentisic acid (GA), a metabolite of acetylsalicylic acid (ASA), and homogentisic acid (HGA), which is excreted at high levels in alkaptonuria, are divalent phenolic acids with very similar structures. Urine containing HGA is dark brown in color due to its oxidation. We recently reported a new oxidat...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Public Library of Science
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7190133/ https://www.ncbi.nlm.nih.gov/pubmed/32348369 http://dx.doi.org/10.1371/journal.pone.0232263 |
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author | Hosokawa, Sho Shukuya, Kenichi Sogabe, Keisuke Ejima, Yasukazu Morinishi, Tatsuya Hirakawa, Eiichiro Ohsaki, Hiroyuki Shimosawa, Tatsuo Tokuhara, Yasunori |
author_facet | Hosokawa, Sho Shukuya, Kenichi Sogabe, Keisuke Ejima, Yasukazu Morinishi, Tatsuya Hirakawa, Eiichiro Ohsaki, Hiroyuki Shimosawa, Tatsuo Tokuhara, Yasunori |
author_sort | Hosokawa, Sho |
collection | PubMed |
description | Gentisic acid (GA), a metabolite of acetylsalicylic acid (ASA), and homogentisic acid (HGA), which is excreted at high levels in alkaptonuria, are divalent phenolic acids with very similar structures. Urine containing HGA is dark brown in color due to its oxidation. We recently reported a new oxidation method of HGA involving the addition of sodium hydroxide (NaOH) with sodium hypochlorite pentahydrate (NaOCl·5H(2)O), which is a strong oxidant. In the present study, we attempted to oxidize GA, which has a similar structure to HGA, using our method. We herein observed color changes in GA solution and analyzed the absorption spectra of GA after the addition of NaOH with NaOCl·5H(2)O. We also examined the oxidation reaction of GA using a liquid chromatography time-of-flight mass spectrometer (LC/TOF-MS). The results obtained indicated that GA solution had a unique absorption spectrum with a peak at approximately 500 nm through an oxidation reaction following the addition of NaOH with NaOCl·5H(2)O. This spectrophotometric method enables GA to be detected in sample solutions without expensive analytical instruments or a complex method. |
format | Online Article Text |
id | pubmed-7190133 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | Public Library of Science |
record_format | MEDLINE/PubMed |
spelling | pubmed-71901332020-05-06 Novel absorbance peak of gentisic acid following the oxidation reaction Hosokawa, Sho Shukuya, Kenichi Sogabe, Keisuke Ejima, Yasukazu Morinishi, Tatsuya Hirakawa, Eiichiro Ohsaki, Hiroyuki Shimosawa, Tatsuo Tokuhara, Yasunori PLoS One Research Article Gentisic acid (GA), a metabolite of acetylsalicylic acid (ASA), and homogentisic acid (HGA), which is excreted at high levels in alkaptonuria, are divalent phenolic acids with very similar structures. Urine containing HGA is dark brown in color due to its oxidation. We recently reported a new oxidation method of HGA involving the addition of sodium hydroxide (NaOH) with sodium hypochlorite pentahydrate (NaOCl·5H(2)O), which is a strong oxidant. In the present study, we attempted to oxidize GA, which has a similar structure to HGA, using our method. We herein observed color changes in GA solution and analyzed the absorption spectra of GA after the addition of NaOH with NaOCl·5H(2)O. We also examined the oxidation reaction of GA using a liquid chromatography time-of-flight mass spectrometer (LC/TOF-MS). The results obtained indicated that GA solution had a unique absorption spectrum with a peak at approximately 500 nm through an oxidation reaction following the addition of NaOH with NaOCl·5H(2)O. This spectrophotometric method enables GA to be detected in sample solutions without expensive analytical instruments or a complex method. Public Library of Science 2020-04-29 /pmc/articles/PMC7190133/ /pubmed/32348369 http://dx.doi.org/10.1371/journal.pone.0232263 Text en © 2020 Hosokawa et al http://creativecommons.org/licenses/by/4.0/ This is an open access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/) , which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited. |
spellingShingle | Research Article Hosokawa, Sho Shukuya, Kenichi Sogabe, Keisuke Ejima, Yasukazu Morinishi, Tatsuya Hirakawa, Eiichiro Ohsaki, Hiroyuki Shimosawa, Tatsuo Tokuhara, Yasunori Novel absorbance peak of gentisic acid following the oxidation reaction |
title | Novel absorbance peak of gentisic acid following the oxidation reaction |
title_full | Novel absorbance peak of gentisic acid following the oxidation reaction |
title_fullStr | Novel absorbance peak of gentisic acid following the oxidation reaction |
title_full_unstemmed | Novel absorbance peak of gentisic acid following the oxidation reaction |
title_short | Novel absorbance peak of gentisic acid following the oxidation reaction |
title_sort | novel absorbance peak of gentisic acid following the oxidation reaction |
topic | Research Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7190133/ https://www.ncbi.nlm.nih.gov/pubmed/32348369 http://dx.doi.org/10.1371/journal.pone.0232263 |
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