Literature DB >> 6788064

Molecular basis of substrate and inhibitory specificity of tyrosinase: phenolic compounds.

S Passi, M Nazzaro-Porro.   

Abstract

In order to investigate the molecular basis of substrates, and the inhibitory specificity of tyrosinase, a large series of phenolic compounds have been analysed by using a High Performance Liquid Chromatographic-Scanning Spectrophotometric system. Depending on their chemical structure, phenolic compounds may act as substrates or as competitive inhibitors of tyrosinase. The ability to act as substrates requires the presence in the molecule of electron donor groups, while competitive inhibition on the contrary requires the presence of powerful electron acceptor groups. Certain phenolic compounds used as therapeutic agents or as food preservatives are chemically capable of acting as alternative substrates or competitive inhibitors of tyrosinase in vitro; their effect on melanocytes in vivo therefore merits investigation.

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Year:  1981        PMID: 6788064     DOI: 10.1111/j.1365-2133.1981.tb00752.x

Source DB:  PubMed          Journal:  Br J Dermatol        ISSN: 0007-0963            Impact factor:   9.302


  13 in total

1.  Comparative cytotoxicity of phenols in vitro.

Authors:  S Passi; M Picardo; M Nazzaro-Porro
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2.  Inhibition of mushroom tyrosinase by 3-amino-L-tyrosine: molecular probing of the active site of the enzyme.

Authors:  J F Maddaluno; K F Faull
Journal:  Experientia       Date:  1988-10-15

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4.  Structure-toxicity relationship of phenolic analogs as anti-melanoma agents: an enzyme directed prodrug approach.

Authors:  Nikhil M Vad; Prabodh K Kandala; Sanjay K Srivastava; Majid Y Moridani
Journal:  Chem Biol Interact       Date:  2009-11-26       Impact factor: 5.192

5.  N-(2,5-Dimeth-oxy-phen-yl)-N'-(4-hy-droxy-pheneth-yl)urea.

Authors:  Hyeong Choi; Byung Hee Han; Yong Suk Shim; Sung Kwon Kang; Chang Keun Sung
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-10-02

6.  Ultrastructural and biochemical observations on the effect of 4-hydroxyanisole plus tyrosinase on normal human melanocytes and keratocytes in tissue culture.

Authors:  A Breathnach; E Robins; L Ethridge; Y Bhasin; S Gallagher; S Passi; M Nazzaro-Porro
Journal:  Br J Cancer       Date:  1983-06       Impact factor: 7.640

7.  Discovery of highly potent tyrosinase inhibitor, T1, with significant anti-melanogenesis ability by zebrafish in vivo assay and computational molecular modeling.

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Journal:  Sci Rep       Date:  2015-01-23       Impact factor: 4.379

8.  Anti-melanogenic effects of black, green, and white tea extracts on immortalized melanocytes.

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Journal:  J Vet Sci       Date:  2015-01-30       Impact factor: 1.672

9.  Characterization of inhibitory effects of the potential therapeutic inhibitors, benzoic acid and pyridine derivatives, on the monophenolase and diphenolase activities of tyrosinase.

Authors:  Nematollah Gheibi; Negar Taherkhani; Abolfazl Ahmadi; Kamahldin Haghbeen; Dariush Ilghari
Journal:  Iran J Basic Med Sci       Date:  2015-02       Impact factor: 2.699

10.  Variations in IC(50) values with purity of mushroom tyrosinase.

Authors:  Elizabeth Neeley; George Fritch; Autumn Fuller; Jordan Wolfe; Jessica Wright; William Flurkey
Journal:  Int J Mol Sci       Date:  2009-09-02       Impact factor: 6.208

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