1 (a) D. Wang and S. J. Lippard, Nat. Rev. Drug Discovery, 2005, 4,
307; (b) R. F. Ozols, Cancer Treat. Rev., 1991, 18, 77;
(c) M. A. Jakupec, M. Galanski, V. B. Arion, C. G. Hartinger
and B. K. Keppler, Dalton Trans., 2008, 183; (d) B. Lippert,
Cisplatin. Chemistry and Biochemistry of a Leading Anticancer
Drug, Wiley-VCH, Weinheim, 1999.
2 (a) L. Kelland, Nat. Rev. Cancer, 2007, 7, 573; (b) M. S. Davies,
S. J. Berners-Price and T. W. Hambley, Inorg. Chem., 2000, 39,
5603.
3 (a) Y. W. Jung and S. J. Lippard, Chem. Rev., 2007, 107, 1387;
(b) S. T. Sullivan, J. S. Saad, F. P. Fanizzi and L. G. Marzilli,
J. Am. Chem. Soc., 2002, 124, 1558; (c) Y. Zou, B. Van Houten and
N. Farrell, Biochemistry, 1994, 33, 5404; (d) H. Baruah,
C. G. Barry and U. Bierbach, Curr. Top. Med. Chem., 2004, 4,
1537.
4 (a) A. R. Timerbaev, C. G. Hartinger, S. S. Aleksenko and
B. K. Keppler, Chem. Rev., 2006, 106, 2224; (b) C. Gabbiani,
F. Magherini, A. Modesti and L. Messori, Anti-Cancer Agents
Med. Chem., 2010, 10, 324; (c) C. G. Hartinger, Y. O. Tsybin,
J. Fuchser and P. J. Dyson, Inorg. Chem., 2008, 47, 17;
(d) D. Gibson, Dalton Trans., 2009, 10681.
5 (a) R. C. Todd and S. J. Lippard, Metallomics, 2009, 1, 280;
(b) A. Eastman, Cancer Cell Mon. Rev., 1990, 2, 275.
6 (a) R. C. Deconti, B. R. Toftness, R. C. Lange and W. A. Creasey,
Cancer Res., 1973, 33, 1310; (b) I. Khalaila, A. Bergamo, F. Bussy,
G. Sava and P. J. Dyson, Int. J. Oncol., 2006, 29, 261;
(c) D. Esteban-Fernandez, M. Montes-Bayon, E. B. Gonzalez,
M. M. G. Gomez, M. A. Palacios and A. Sanz-Medel, J. Anal. At.
Spectrom., 2008, 23, 378; (d) J. J. Gullo, C. L. Litterst,
P. J. Maguire, B. I. Sikic, D. F. Hoth and P. V. Woolley, Cancer
Chemother. Pharmacol., 1980, 5, 21.
7 M. Sooriyaarachchi, A. Narendran and J. Gailer, Metallomics,
2011, 3, 49.
8 D. C. Carter and J. X. Ho, Adv. Protein Chem., 1994, 45, 153.
9 (a) C. A. Blindauer, I. Harvey, K. E. Bunyan, A. J. Stewart,
D. Sleep, D. J. Harrison, S. Berezenko and P. J. Sadler, J. Biol.
Chem., 2009, 284, 23116; (b) J. Lu, A. J. Stewart, P. J. Sadler, T. J.
T. Pinheiro and C. A. Blindauer, Biochem. Soc. Trans., 2008, 36,
1317; (c) A. J. Stewart, C. A. Blindauer, S. Berezenko, D. Sleep and
P. J. Sadler, Proc. Natl. Acad. Sci. U. S. A., 2003, 100, 3701.
10 A. I. Ivanov, J. Christodoulou, J. A. Parkinson, K. J. Barnham,
A. Tucker, J. Woodrow and P. J. Sadler, J. Biol. Chem., 1998, 273,
14721.
11 J. Will, D. A. Wolters and W. S. Sheldrick, ChemMedChem, 2008,
3, 1696.
12 J. D. Sweeney, P. Ziegler, C. Pruet and M. B. Spaulding, Cancer,
1989, 63, 2093.
13 The binding of cisplatin to Cys124 is particularly remarkable
because this residue forms a disulfide bond with Cys169 in rHA
itself. Although cisplatin-induced disulfide bond cleavage in HA
has been described previously (N. Ohta, T. Yotsuyanagi, D. Chen,
R. Ono, S. Ito and K. Ikeda, Int. J. Pharm., 1992, 85, 39), it has not
been identified and localized in albumin before. The biological and
pharmacological implications of the cisplatin-induced cleavage of
this disulfide bond will be discussed elsewhere.
14 The zinc indicator 4-(2-pyridylazo)resorcinol (PAR) was used to
determine the content of zinc bound to rHA (for details see the
Experimental section in ESIw).
15 T. J. Peters, All About Albumin: Biochemistry, Genetics, and
Medical Applications, Academic Press, 1995.
16 (a) A. Gerl and R. Schierl, Acta Oncol., 2000, 39, 519;
(b) E. Moreno-Gordaliza, B. Canas, M. A. Palacios and
M. M. Gomez-Gomez, Analyst, 2010, 135, 1288.
17 R. P. Sharma, Pharmacol. Res. Commun., 1985, 17, 197.
18 (a) D. Hagrman, J. Goodisman, J. C. Dabrowiak and A. K. Souid,
Drug Metab. Dispos., 2003, 31, 916; (b) M. Knipp, A. V. Karotki,
S. Chesnov, G. Natile, P. J. Sadler, V. Brabec and M. Vasak,
J. Med. Chem., 2007, 50, 4075; (c) G. X. Zhang, W. B. Hu,
Z. F. Du, S. Lv, W. Zheng, Q. Luo, X. C. Li, K. Wu,
Y. M. Han and F. Y. Wang, Int. J. Mass Spectrom., 2011, DOI:
10.1016/j.ijms.2010.12.003.
19 Q. A. de Paula, J. B. Mangrum and N. P. Farrell, J. Inorg.
Biochem., 2009, 103, 1347.
20 (a) L. Maurmann and R. N. Bose, Dalton Trans., 2010, 39,
7968–7979; (b) T. J. Kelley, S. Moghaddas, R. Bose and S. Basu,
Cancer Biochem. Biophys., 1993, 13, 135.
21 S. Curry, H. Mandelkow, P. Brick and N. Franks, Nat. Struct.
Biol., 1998, 5, 827.