The Protein Journal

, Volume 28, Issue 3–4, pp 182–188 | Cite as

In Vitro Effect of Ozagrel on Mushroom Tyrosinase



This investigation, in vitro, shows that ozagrel, an antithrombotic drug, inhibited both monophenolase and diphenolase activities of mushroom tyrosinase when l-tyrosine and l-DOPA were assayed spectrophotometrically, respectively. The IC50 values, for monophenolase and diphenolase activities, were 1.35 and 3.45 mM, respectively. Ozagrel was estimated to be a reversible mixed-type inhibitor of diphenolase activity with the constants (K S1, K S2, K i1, and K i2) determined to be 2.21, 3.89, 0.454, and 0.799 mM, repectively. Increasing ozagrel concentrations provoked longer lag periods as well as a concomitant decrease in the monophenolase activity. Inhibition experiment demonstrated that ozagrel bound the enzyme at a site distincted from the substrate active site, but it bound to either E (Enzyme) or ES (Enzyme-Substrate) complex.


Ozagrel Mushroom tyrosinase Monophenolase Diphenolase Reversible mixed-type inhibition 



Thromboxane synthase






Disodium hydrogenphosphate–sodium dihydrogen phosphate


The inhibition concentration leading to 50% of enzyme activity lost



The present investigation was supported by Esquel Group, Grant 50773009 of Natural Science Foundation of China, Grant IRT0526 of program for Changjiang Scholars and Innovative Research Team in university, UK-CHINA Joint Laboratory for Therapeutic Textiles, and Grant of B07024 of Biomedical Textile Materials ‘111 Project’ from Ministry of Education of China.


  1. 1.
    Ando H, Kondoh H, Ichihashi M, Hearing VJ (2007) J Invest Dermatol 127:751–761CrossRefGoogle Scholar
  2. 2.
    Bradford MM (1976) Anal Biochem 72:248–256CrossRefGoogle Scholar
  3. 3.
    Chen QX, Kubo I (2002) J Agric Food Chem 50:4108–4112CrossRefGoogle Scholar
  4. 4.
    Claus H, Decker H (2006) Syst Appl Microbiol 29:3–14CrossRefGoogle Scholar
  5. 5.
    Espín JC, Morales M, Varón R, Tudela J, García-Cánovas F (1997) Phytochemistry 44:17–22CrossRefGoogle Scholar
  6. 6.
    Espín JC, Wichers HJ (2001) Biochim Biophys Acta 1544:289–300Google Scholar
  7. 7.
    Gowda LR, Paul B (2002) J Agric Food Chem 50:1608–1614CrossRefGoogle Scholar
  8. 8.
    Huang XH, Chen QX, Wang Q, Song KK, Wang J, Sha L, Guan X (2006) Food Chem 94:1–6CrossRefGoogle Scholar
  9. 9.
    Jiménez M, Chazarra S, Escribano J, Cabanes J, García-Carmona F (2001) J Agric Food Chem 49:4060–4063CrossRefGoogle Scholar
  10. 10.
    Kawakatsu K, Kino T, Yasuba H, Kawaquchi H, Tsubata R, Satake N, Oshima S (1990) Int J Clin Pharmacol Ther Toxicol 28:158–163Google Scholar
  11. 11.
    Kahn MT, Choudhary MI, Khan KM, Rani M, Rahman A (2005) Bioorg Med Chem 13:3385–3395CrossRefGoogle Scholar
  12. 12.
    Kim JM, Chang SM, Kim IH, Kim YE, Hwang JH, Kim KS, Kim WS (2007) J Biochem Eng 37:271–278CrossRefGoogle Scholar
  13. 13.
    Kim YJ, Chung JE, Kurisawa M, Uyama H, Kobayashi S (2004) Biomacromolecules 5:474–479CrossRefGoogle Scholar
  14. 14.
    Kong KH, Hong MP, Choi SS, Kim YT, Cho SH (2003) Biotechnol Appl Biochem 31:113–118CrossRefGoogle Scholar
  15. 15.
    McMahon AM, Doyle EM, Brooks S, O’Connor KE (2007) Enzyme Microb Technol 40:1435–1441CrossRefGoogle Scholar
  16. 16.
    Molina FG, Muňoz JL, Varón R, Rodríguez López JN, Cánovas FG, Tudela J (2007) Int J Biochem Cell Biol 39:238–252CrossRefGoogle Scholar
  17. 17.
    Molina FG, Peňalver MJ, Fenoll LG, Rodríguez-López JN, Varón R, García-Cánovas F, Tudela J (2005) J Mol Catal B-Enzym 32:185–192CrossRefGoogle Scholar
  18. 18.
    Rodríguez-López JN, Tudela J, Varón R, García-Cánovas F (1992) J Biol Chem 267:3801–3810Google Scholar
  19. 19.
    Seo SY, Sharma VK, Sharma N (2003) J Agric Food Chem 51:2837–2853CrossRefGoogle Scholar
  20. 20.
    Shi Y, Chen QX, Wang Q, Song KK, Qiu L (2005) Food Chem 92:707–712CrossRefGoogle Scholar
  21. 21.
    Sugumaran M, Nellaiapp K, Amaratunga C (2000) Arch Biochem Biophys 378:393–403CrossRefGoogle Scholar
  22. 22.
    Wang SD, Luo WC, Xu SJ, Ding Q (2005) Pestic Biochem Physiol 82:52–58CrossRefGoogle Scholar
  23. 23.
    Wu H, Yu W, Huang L, Wang J, Tang X, Yang W, Liu Y, Yu H, Zhu D (2007) Eur J Pharmacol 573:55–59CrossRefGoogle Scholar
  24. 24.
    Yu L (2003) J Agric Food Chem 51:2344–2347CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC 2009

Authors and Affiliations

  1. 1.College of Chemistry, Chemical Engineering and BiotechnologyDonghua UniversityShanghaiChina
  2. 2.Institute of Design and ResearchJiangsu Polytechnic UniversityChangzhouChina
  3. 3.Research and Development CenterEsquel GroupGaomingChina

Personalised recommendations