YAKHAK HOEJI (약학회지)

The Pharmaceutical Society of Korea (대한약학회)
권호 표지

Competitive Inhibition of Tyrosinase by 5-Hydroxy-2-phenylalanylaminomethyl-4-pyron

5-Hydroxy-2-phenylalanylaminomethyl-4-pyron 에 의한 티로시나제의 경쟁적 저해

  • 임세진 (동덕여자대학교 약학대학)
  • Published : 2000.06.01
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Abstract

The inhibition mode of S-hydroxy-2-phenylalanylaminomethyl-4-pyron ($IC_{50}=24.6{\;}{\mu}M$) on mushroom tyrosinase was investigated using L-tyrosine as a substrate. This inhibitor is the kojic acid derivative, where the C-7 hydroxyl of kojic acid was replaced by amino group and coupled to the carboxyl of L-phenylalanine. The kinetic data obtained show a competitive inhibition pattern.

Keywords

References

  1. Metal Ions in Biological Systems Lerch. K.
  2. Biochemistry of Fruits and Vegetables Robb. D.A.
  3. Annu. Rev. Biochem. v.34 Mason. K.
  4. Biochim. Biophys. Acta. v.1247 Tyrosinase: a comprehensive review of its mechanism Sanchez-Ferrer. A.;Rodriguez-Lopez. J.N.;Garcia-Ganovas. F.;Garcia-Carmona. F.
  5. J. pharmacol. Exp. Ther. v.276 Arbutin: Mechanism of its depigmenting action in human melanocyte culture Maeda. K.;Fukuda. M.
  6. Proc. Natl. Acad. Sci. v.82 In bitro studies of 2,4-dihydroxyphenylalanine, a rpodrug targeted against malignant melanoma cells Morrison. M.E.;Yagi. M.J.;Cohen. G.
  7. Biochem. J. v.257 The inhibition of tyrosinase by pyridinone Rebert. C.H.;Lerch. K.
  8. Biol. Pharm. Bull. v.17 Tyrosinase inhibitors from crude drugs Shirota. S.;Miyazaki. K.;Aiyama. R.;Ichioka. M.;Yokokura
  9. Appl. Microbiol. v.14 Production of aflatoxins and kojic acid by species of Aspergilus and Penicillium Parrish. F.W.;Willey. B.J.;Simmons. E.G.;Long. L.Jr
  10. Agric. Biol. Chem. v.43 Kojic acid, a tyrosinase inhibitor from Aspergillus albus Saruno. R.;Kato. F.;Ikeno. T.
  11. J. Agric. Food. Chem. v.39 Balaban. M.O.;Marshall. M.R.: Inhibitory effect of kojic acid on some plant and crustacean polyphenol oxidase Chen. J.S.;Wei. Ch.;Roll. R.S.;Otwell. W.S.;Balaban. M.O.;Marshall. M.S.
  12. Jpn. Kokai. Tokyo Koho J.P. v.60 Consmetic skin whitening by food containing kojic acid and its esters Obara. Y.;Ito. T.;Hizu. Y.
  13. Fragrance. J. v.6 Melanogenesis-inhibitory effect of kojic acid and its action mechanism Ohyama. Y.
  14. Biosci. Biotech. Biochem. v.59 Synthesis of amino acid derivatives of kojic acid and their tyosinase inhibitory activity Kobayshi. Y.;Kayahara. H.;Tadasa. K.;Nakamura. T.;Tanaka. H.
  15. Bioorg. Medicin. Chem. Lett. v.6 Synthesis of N-kojic-amino acid and N-konic-amino acid-kojiate and their tyosinase inhigitory activity Kobayashi. Y.;Kayahara. H.;Tadasa. K.;Tanaka. H.
  16. J. Jpn. Soc. Food. Sci. Tech. v.42 Comparison of some properties of kojic acid glucoside with kojic acid Nishimura. T.;Kometani. T.;Takii. H.;Terada. Y.;Okada. S.
  17. J. Pol. Sci. Pt. A-Pol. Chem. v.34 Synthesis and radical polymerization of styrene derivative bearing kojic acid moieties Tomita. I.;Mitsuhashi. K.;Endo. T.
  18. JP 01121206 A 890512 (8925) Whitening cosmetic material contains kojic acid and guanosine-3'-5'-cyclic monophosphate
  19. JP 61289086 A 861219 (8705) Kojic acid phosphate(s) for external skin care prepd. from 7-hydroxy (un)protected kojic acid halide in organic solvent followed by hydrolysis
  20. JP 04187618 A 920706 Topical agent having skin whitening and cell growing effects compromises amino acid or peptide derivative of kojic acid, for high stability ot metal ion.
  21. 약학회지 v.43 새로운 코직산 유도체의 합성과 티로 시나제 저해활성 김지연;임세진
  22. J. Soc. Ind. Appl. Math. v.11 An algorithm for least-squares estimation of nonlinear parmeters Marquadt. D.W.
  23. Methods in Enzymology v.142 Mammalian monophenol monooxygenase (tyrosinase): purificaiton, properties, and reactions catalyzed Hearing. V.J.Jr.
  24. J. Agric. Food. Chem. v.39 Inhibition mechanism of kojic acid on polyphenol oxidase Chen. J.S.;Wei. Ch.;Marshall. M.R.
  25. Enzyme Kinetis Segel. I.