Characterization of and mechanism for copper-induced thioureation of serum albumin

Bioconjugate Chemistry
Yu-Wei Wu, Yu-Hui Tsai

Abstract

Thioureas (Tus) are widely used in chemical and pharmaceutical industries. This study demonstrated that copper induced the disulfide-linkage between Tus, such as alpha-naphthylthiourea (ANTU) and fluorescein-5-isothiocyanate cadaverine (FTC), with albumin (Alb), a major carrier protein in plasma with multiple functions. This reaction was absolutely copper-dependent, whereas cobalt, nickel, calcium, magnesium, zinc, iron, and manganese ions could not induce the same reaction. The reaction was substrate dose-dependent, and occurred optimally at pH 6.5. The resulting conjugated product was heat-labile, but stable in pH 6.0-8.0 buffer at 25 degrees C. The linkage could be reduced by Cu(I) (in acidic pH) and thiol-reducing agents. The mechanism of albumin thioureation was concluded: (i) the binding of Cu(II) with albumin is not necessary for the reaction, while the formation of Tus-Cu(II) complex is essential; (ii) thioureation resulted from the attack of Tus-Cu(II) at Alb-Cys(34)-SH to form the Alb-Cys(34)-S-S-Tus complex accompanied by the release of Cu(I); (iii) the released Cu(I) would back inhibit the reaction because of its competition with Cu(II) for Tus binding. These phenomenons may have important implications for the pharm...Continue Reading

References

Sep 1, 1989·Archives of Biochemistry and Biophysics·K T SuzukiK Yamanaka
Mar 1, 1984·Cell Structure and Function·A Masuda, G Eguchi
Sep 1, 1984·Journal of Pharmaceutical Sciences·W O Foye, C C Chao
Aug 1, 1984·International Journal of Peptide and Protein Research·M SogamiK Noguchi
Aug 18, 1999·Journal of Inorganic Biochemistry·N KatoT Uchiyama
Sep 17, 1999·Free Radical Research·A V KachurJ E Biaglow
Sep 25, 1999·The Journal of Biological Chemistry·G StubauerP Sarti
Dec 2, 2000·Acta Crystallographica. Section B, Structural Science·O E PiroA J Arvia
May 24, 2001·The Journal of Biological Chemistry·S SenguptaD W Jacobsen
May 22, 1996·Inorganic Chemistry·Christopher J. Doona, David M. Stanbury
Apr 6, 2002·Journal of Biological Inorganic Chemistry : JBIC : a Publication of the Society of Biological Inorganic Chemistry·Yi Zhang, Dean E Wilcox
Jun 26, 2002·Biological & Pharmaceutical Bulletin·Ulrich Kragh-HansenMasaki Otagiri
Aug 6, 2002·Bioorganic & Medicinal Chemistry Letters·Gary M CoppolaJames R Paterniti
May 1, 1959·Archives of Biochemistry and Biophysics·G L ELLMAN
Jan 1, 2004·The Journal of Biological Chemistry·Rafal Glowacki, Hieronim Jakubowski
Jul 13, 2004·Bioorganic & Medicinal Chemistry·Kalpana BhandariGirija Shankar
May 26, 2005·Hepatology : Official Journal of the American Association for the Study of Liver Diseases·Gregory J QuinlanTimothy W Evans
Aug 25, 2006·Journal of Biomolecular Screening·Yu-Wei Wu, Yu-Hui Tsai
Feb 6, 2007·Lancet·Aftab AlaMichael L Schilsky
Jun 19, 2007·Analytical Sciences : the International Journal of the Japan Society for Analytical Chemistry·Fengling CuiXiaojun Yao
Feb 8, 2008·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Yu-Wei WuYu-Hui Tsai

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Citations

Aug 3, 2010·Annales Françaises D'anesthèsie Et De Rèanimation·F Tamion
Feb 1, 2011·Organic & Biomolecular Chemistry·Juan M Cardenas-Maestre, Rosario M Sanchez-Martin

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