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Volumn 52, Issue 26, 1996, Pages 8775-8780

New pyrrole acids by oxidative degradation of eumelanins with hydrogen peroxide. Further hints to the mechanism of pigment breakdown

Author keywords

[No Author keywords available]

Indexed keywords

MELANIN; PIGMENT; PYRROLE DERIVATIVE;

EID: 0029890909     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00418-8     Document Type: Article
Times cited : (50)

References (26)
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    • (1986) Biochim. Biophys. Acta , vol.833 , pp. 155-161
    • Ito, S.1
  • 14
    • 0027380249 scopus 로고
    • Ito, S. Biochim. Biophys. Acta 1986, 833, 155-161. Ito, S.; Fujita, K. Anal. Biochem. 1993, 215, 273-277.
    • (1993) Anal. Biochem. , vol.215 , pp. 273-277
    • Ito, S.1    Fujita, K.2
  • 15
    • 85030208985 scopus 로고    scopus 로고
    • Carbon resonances of pyrrole acids, e.g. 1 and 2, fall within the following ranges: α-COOH: δ 160-162; COOH-bearing α-carbons: δ 120-122; β-COOH: δ 165-167; COOH-bearing β-carbons: δ 113-116
    • Carbon resonances of pyrrole acids, e.g. 1 and 2, fall within the following ranges: α-COOH: δ 160-162; COOH-bearing α-carbons: δ 120-122; β-COOH: δ 165-167; COOH-bearing β-carbons: δ 113-116.
  • 16
    • 85030200137 scopus 로고    scopus 로고
    • note
    • 1H NMR data do not match at all with those of the product isolated in the present study. We suspect that the product synthesised by the previous authors and claimed to be 4 was in fact an isomer, possibly 2-carboxymethylpyrrole-3,4-dicarboxylic acid. This would also provide a plausible explanation of why the product could not be detected by the previous workers 11 in the oxidation of eumelanins, in spite of very careful experiments.
  • 17
    • 0000894531 scopus 로고
    • Grinstead, R.R. Biochemistry 1964, 3, 1308-1314. Pandell, A.J. J. Org. Chem. 1976, 41, 3992-3996. Sawaki, Y.; Foote, C.S. J. Am. Chem. Soc. 1983, 105, 5035-5040.
    • (1964) Biochemistry , vol.3 , pp. 1308-1314
    • Grinstead, R.R.1
  • 18
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    • Grinstead, R.R. Biochemistry 1964, 3, 1308-1314. Pandell, A.J. J. Org. Chem. 1976, 41, 3992-3996. Sawaki, Y.; Foote, C.S. J. Am. Chem. Soc. 1983, 105, 5035-5040.
    • (1976) J. Org. Chem. , vol.41 , pp. 3992-3996
    • Pandell, A.J.1
  • 19
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    • Grinstead, R.R. Biochemistry 1964, 3, 1308-1314. Pandell, A.J. J. Org. Chem. 1976, 41, 3992-3996. Sawaki, Y.; Foote, C.S. J. Am. Chem. Soc. 1983, 105, 5035-5040.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 5035-5040
    • Sawaki, Y.1    Foote, C.S.2
  • 20
    • 0000513113 scopus 로고
    • Matsuura, T. Tetrahedron, 1977, 33, 2869-2905. Gellerstedt, G.; Hardell, H-L.; Lindfors, E-L- Acta Chem. Scand 1980, 34(B), 669-673.
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    • Matsuura, T.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.