γ-l-Glutaminyl-3,4-benzoquinone STRUCTURAL STUDIES AND ENZYMATIC SYNTHESIS

作者: Robert F. Weaver , K.V. Rajagopalan , Philip Handler , William L. Byrne

DOI: 10.1016/S0021-9258(19)77182-8

关键词: Tyrosinase activityInfrared spectroscopyStereochemistryEnzymeEnzymatic synthesisBenzoquinoneAcetylationChemistryQuinone

摘要: Abstract The inhibition of sulfhydryl enzymes by a red quinonoid compound isolated from sporulating mushrooms was reported elsewhere. A precursor which is enzymatically converted to the quinone also described, and identified as γ-glutaminyl-4-hydroxybenzene. itself extremely unstable under variety conditions. Acetylated benzoylated derivatives have been prepared analyzed infrared spectroscopy. data indicate that γ-glutaminyl-3,4-benzoquinone. An enzyme capable converting has purified; this exhibits tyrosinase activity, in accord with suggested structure quinone.

参考文章(10)
H. Jackson, L. P. Kendal, The oxidation of catechol and homocatechol by tyrosinase in the presence of amino-acids Biochemical Journal. ,vol. 44, pp. 477- 487 ,(1949) , 10.1042/BJ0440477
Simone Bouchilloux, P. McMahill, H.S. Mason, The multiple forms of mushroom tyrosinase. Purification and molecular properties of the enzymes. Journal of Biological Chemistry. ,vol. 238, pp. 1699- 1707 ,(1969) , 10.1016/S0021-9258(18)81123-1
Robert F. Weaver, K.V. Rajagopalan, Philip Handler, David Rosenthal, P.W. Jeffs, Isolation from the Mushroom Agaricus bisporus and Chemical Synthesis of γ-l-Glutaminyl-4-hydroxybenzene Journal of Biological Chemistry. ,vol. 246, pp. 2010- 2014 ,(1971) , 10.1016/S0021-9258(19)77181-6
Howard S. Mason, The chemistry of melanin; mechanism of the oxidation of dihydroxyphenylalanine by tyrosinase. Journal of Biological Chemistry. ,vol. 172, pp. 83- 99 ,(1948) , 10.1016/S0021-9258(18)35614-X
K.V. Rajagopalan, Philip Handler, Purification and properties of chicken liver xanthine dehydrogenase Journal of Biological Chemistry. ,vol. 242, pp. 4097- 4107 ,(1967) , 10.1016/S0021-9258(18)95784-4
Denis Kertesz, Romano Zito, Mushroom polyphenol oxidase I. Purification and general properties Biochimica et Biophysica Acta (BBA) - Nucleic Acids and Protein Synthesis. ,vol. 96, pp. 447- 462 ,(1965) , 10.1016/0005-2787(65)90562-9
N. B. Colthup, Spectra-Structure Correlations in the Infra-Red Region Journal of the Optical Society of America. ,vol. 40, pp. 397- 400 ,(1950) , 10.1364/JOSA.40.000397
Baruch J. Davis, DISC ELECTROPHORESIS - II METHOD AND APPLICATION TO HUMAN SERUM PROTEINS* Annals of the New York Academy of Sciences. ,vol. 121, pp. 404- 427 ,(2006) , 10.1111/J.1749-6632.1964.TB14213.X
Robert F. Weaver, K.V. Rajagopalan, Philip Handler, William L. Byrne, γ-l-Glutaminyl-3,4-benzoquinone STRUCTURAL STUDIES AND ENZYMATIC SYNTHESIS Journal of Biological Chemistry. ,vol. 246, pp. 2015- 2020 ,(1971) , 10.1016/S0021-9258(19)77182-8