抄録
Summary: Eumelanin is a brown-black pigment comprising 5,6-dihydroxyindole (DHI) and its 2-carboxy derivative (DHICA), but the detailed structure of eumelanin is unclear. Chemical degradation is a powerful tool for analyzing melanin. H2O2 oxidation degradation of eumelanin affords pyrrole-2,3,5-tricarboxylic acid (PTCA) and pyrrole-2,3-dicarboxylic acid (PDCA). The ratio of PDCA to PTCA provides information about the eumelanin structure. In this article, we propose simple equations on the basis of previous experimental results on dimer yields for evaluating the yields of PTCA and PDCA from any DHI oligomers. Assuming the chemical disorder model of DHI-melanin, we solve an equation where a theoretical expression for the ratio of PDCA to PTCA is set to the corresponding experimental value to obtain a plausible Poisson distribution of DHI oligomers. The results demonstrate that the main contributors to DHI-melanin are tetramers and pentamers as shown by the mass spectrometry.
| 元の言語 | English |
|---|---|
| ページ（範囲） | 664-667 |
| ページ数 | 4 |
| ジャーナル | Pigment Cell and Melanoma Research |
| 巻 | 27 |
| 発行部数 | 4 |
| DOI | |
| 出版物ステータス | Published - 2014 |
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ASJC Scopus subject areas
- Dermatology
- Oncology
- Biochemistry, Genetics and Molecular Biology(all)
これを引用
Degree of polymerization of 5,6-dihydroxyindole-derived eumelanin from chemical degradation study. / Okuda, Hidekazu; Yoshino, Kyoji; Wakamatsu, Kazumasa; Ito, Shosuke; Sota, Takayuki.
：: Pigment Cell and Melanoma Research, 巻 27, 番号 4, 2014, p. 664-667.研究成果: Article
}
TY - JOUR
T1 - Degree of polymerization of 5,6-dihydroxyindole-derived eumelanin from chemical degradation study
AU - Okuda, Hidekazu
AU - Yoshino, Kyoji
AU - Wakamatsu, Kazumasa
AU - Ito, Shosuke
AU - Sota, Takayuki
PY - 2014
Y1 - 2014
N2 - Summary: Eumelanin is a brown-black pigment comprising 5,6-dihydroxyindole (DHI) and its 2-carboxy derivative (DHICA), but the detailed structure of eumelanin is unclear. Chemical degradation is a powerful tool for analyzing melanin. H2O2 oxidation degradation of eumelanin affords pyrrole-2,3,5-tricarboxylic acid (PTCA) and pyrrole-2,3-dicarboxylic acid (PDCA). The ratio of PDCA to PTCA provides information about the eumelanin structure. In this article, we propose simple equations on the basis of previous experimental results on dimer yields for evaluating the yields of PTCA and PDCA from any DHI oligomers. Assuming the chemical disorder model of DHI-melanin, we solve an equation where a theoretical expression for the ratio of PDCA to PTCA is set to the corresponding experimental value to obtain a plausible Poisson distribution of DHI oligomers. The results demonstrate that the main contributors to DHI-melanin are tetramers and pentamers as shown by the mass spectrometry.
AB - Summary: Eumelanin is a brown-black pigment comprising 5,6-dihydroxyindole (DHI) and its 2-carboxy derivative (DHICA), but the detailed structure of eumelanin is unclear. Chemical degradation is a powerful tool for analyzing melanin. H2O2 oxidation degradation of eumelanin affords pyrrole-2,3,5-tricarboxylic acid (PTCA) and pyrrole-2,3-dicarboxylic acid (PDCA). The ratio of PDCA to PTCA provides information about the eumelanin structure. In this article, we propose simple equations on the basis of previous experimental results on dimer yields for evaluating the yields of PTCA and PDCA from any DHI oligomers. Assuming the chemical disorder model of DHI-melanin, we solve an equation where a theoretical expression for the ratio of PDCA to PTCA is set to the corresponding experimental value to obtain a plausible Poisson distribution of DHI oligomers. The results demonstrate that the main contributors to DHI-melanin are tetramers and pentamers as shown by the mass spectrometry.
KW - 5,6-dihydroxyindole
KW - Chemical disorder model
KW - Degree of polymerization
KW - Eumelanin
KW - Hydrogen peroxide oxidation
UR - http://www.scopus.com/inward/record.url?scp=84902515358&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84902515358&partnerID=8YFLogxK
U2 - 10.1111/pcmr.12254
DO - 10.1111/pcmr.12254
M3 - Article
C2 - 24750564
AN - SCOPUS:84902515358
VL - 27
SP - 664
EP - 667
JO - Pigment Cell and Melanoma Research
JF - Pigment Cell and Melanoma Research
SN - 1755-1471
IS - 4
ER -