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ISBN: 978-83-60043-10-3 - eurobic9

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Eurobic9, 2-6 September, 2008, Wrocław, Poland<br />

P46. Synthesis, Spectroscopic Characterization and Catalytic Activity of<br />

Neuromelanin Models Containing Albumin and Metal Ions<br />

M. Engelen, E. Ferrari, E. Monzani, L. Casella<br />

Department of Chemistry, University of Pavia, Via Taramelli 12, 27<strong>10</strong>0, Pavia, Italy<br />

Neuromelanin is a partially characterized pigment found primarily in catecholaminergic neurons[1,2]. Although<br />

its composition and function are not completely understood, the pigment seems to be involved in the<br />

development of neurodegenerative diseases such as Alzheimer′s and Parkinson′s disease [3,4]. One of the<br />

difficulties concerning the complete characterization of neuromelanin is the scarcity of biological material, as<br />

well as the poor solubility in non-destructive solvents [5].<br />

To gain a better understanding of neuromelanin structure, several synthetic melanins, containing different<br />

amounts of albumin and iron or copper ions to simulate the natural product, have been synthesized and<br />

characterized by NMR, UV-VIS, EPR and CD spectroscopy. At higher concentrations of albumin the products<br />

remain soluble in H2O, which semplifies the characterization process. Surprisingly, the synthetic melanins<br />

display catalytic activity in the oxidation of dopamine to dopamine quinone. The presence of Fe II or Cu II ions in<br />

the pigment increases the catalytic activity, but metal ions sequestered by the macromolecule have a much lower<br />

activity compared to free metal ions in solution. This seems to confirm the hypothesis that neuromelanin might<br />

play a protective role by sequestering redox active metals from its surroundings[6]. However, since the activity<br />

of the metal ions is not completely blocked, the pigment can not be considered inert and over long periods of<br />

time might cause oxidative stress.<br />

References:<br />

[1] L. Zecca, P. Costi, C. Mecacci, S. Ito, M. Terreni, S. Sonnino, J.Neurochem., 74, 1758 (2000).<br />

[2] L. Zecca, T. Shima, A. Stroppolo, C. Goj, G.A. Battistoni, R. Gerbasi, T. Sarna, H.M. Swartz, Neuroscience,<br />

73, 407 (1996).<br />

[3] M. Fasano, B. Bergamasco, L. Lopiano, J. Neural Transm., 113, 769 (2006).<br />

[4] L. Zecca, F.A. Zucca, H. Wilms, D. Sulzer, Trends in neurosciences, 26, 578 (2003).<br />

[5] K.L. Double, et al., J. Neurochem., 75, 25<strong>83</strong> (2000).<br />

[6] L. Zecca, D. Tampellini, M. Gerlach, P. Riederer, R.G. Fariello,D. Sulzer, J. Clin. Pathol.: Mol. Pathol., 54,<br />

414 (2001).<br />

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