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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...

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Autores principales: Hosokawa, Sho, Shukuya, Kenichi, Sogabe, Keisuke, Ejima, Yasukazu, Morinishi, Tatsuya, Hirakawa, Eiichiro, Ohsaki, Hiroyuki, Shimosawa, Tatsuo, Tokuhara, Yasunori
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Public Library of Science 2020
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.
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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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