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pH Stability and Antioxidant Power of CycloDOPA and Its Derivatives
CycloDOPA (leukodopachrome), a well known metabolite of tyrosine, is a precursor of melanine in mammalian organisms and of the pigment betalain in plants. However, the isolation of cycloDOPA from natural sources has not been widely reported. In the present work, the stabilities of cycloDOPA and cycl...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6222597/ https://www.ncbi.nlm.nih.gov/pubmed/30081515 http://dx.doi.org/10.3390/molecules23081943 |
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author | Nakagawa, Shiori Tachrim, Zetryana Puteri Kurokawa, Natsumi Ohashi, Fumina Sakihama, Yasuko Suzuki, Takeyuki Hashidoko, Yasuyuki Hashimoto, Makoto |
author_facet | Nakagawa, Shiori Tachrim, Zetryana Puteri Kurokawa, Natsumi Ohashi, Fumina Sakihama, Yasuko Suzuki, Takeyuki Hashidoko, Yasuyuki Hashimoto, Makoto |
author_sort | Nakagawa, Shiori |
collection | PubMed |
description | CycloDOPA (leukodopachrome), a well known metabolite of tyrosine, is a precursor of melanine in mammalian organisms and of the pigment betalain in plants. However, the isolation of cycloDOPA from natural sources has not been widely reported. In the present work, the stabilities of cycloDOPA and cycloDOPA methyl ester at various pH levels were studied. Both compounds were stable under acidic conditions. By contrast, both compounds were unstable when the pH was shifted from neutral to basic to form indole derivatives as major products. Based on the pH stability, cycloDOPA and its derivatives were subjected to the DPPH radical scavenging assay for the first time. |
format | Online Article Text |
id | pubmed-6222597 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62225972018-11-13 pH Stability and Antioxidant Power of CycloDOPA and Its Derivatives Nakagawa, Shiori Tachrim, Zetryana Puteri Kurokawa, Natsumi Ohashi, Fumina Sakihama, Yasuko Suzuki, Takeyuki Hashidoko, Yasuyuki Hashimoto, Makoto Molecules Article CycloDOPA (leukodopachrome), a well known metabolite of tyrosine, is a precursor of melanine in mammalian organisms and of the pigment betalain in plants. However, the isolation of cycloDOPA from natural sources has not been widely reported. In the present work, the stabilities of cycloDOPA and cycloDOPA methyl ester at various pH levels were studied. Both compounds were stable under acidic conditions. By contrast, both compounds were unstable when the pH was shifted from neutral to basic to form indole derivatives as major products. Based on the pH stability, cycloDOPA and its derivatives were subjected to the DPPH radical scavenging assay for the first time. MDPI 2018-08-03 /pmc/articles/PMC6222597/ /pubmed/30081515 http://dx.doi.org/10.3390/molecules23081943 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Nakagawa, Shiori Tachrim, Zetryana Puteri Kurokawa, Natsumi Ohashi, Fumina Sakihama, Yasuko Suzuki, Takeyuki Hashidoko, Yasuyuki Hashimoto, Makoto pH Stability and Antioxidant Power of CycloDOPA and Its Derivatives |
title | pH Stability and Antioxidant Power of CycloDOPA and Its Derivatives |
title_full | pH Stability and Antioxidant Power of CycloDOPA and Its Derivatives |
title_fullStr | pH Stability and Antioxidant Power of CycloDOPA and Its Derivatives |
title_full_unstemmed | pH Stability and Antioxidant Power of CycloDOPA and Its Derivatives |
title_short | pH Stability and Antioxidant Power of CycloDOPA and Its Derivatives |
title_sort | ph stability and antioxidant power of cyclodopa and its derivatives |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6222597/ https://www.ncbi.nlm.nih.gov/pubmed/30081515 http://dx.doi.org/10.3390/molecules23081943 |
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