The supramolecular structure of melanin

Soft Matter

Volumn 5, Issue 19, 2009, Pages 3754-3760

  Watt, Andrew A R ^a   Bothma, Jacques P ^b   Meredith, Paul ^b  

^a UNIVERSITY OF OXFORD   (United Kingdom)

^b UNIVERSITY OF QUEENSLAND   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

BIO-INSPIRED; BIOMACROMOLECULES; CHEMICAL STRUCTURE; EUMELANINS; HETEROAROMATIC SYSTEMS; KNOW-HOW; KNOWLEDGE GAPS; LOW VOLTAGES; MACROMOLECULAR SYSTEMS; MELANOMA CANCER; MICROSCOPIC ANALYSIS; OPTOELECTRONIC MATERIALS; OPTOELECTRONIC PROPERTIES; PHOTOPHYSICAL PROPERTIES; PHOTOPROTECTION; REAL-SPACE; RECIPROCAL SPACE; SECONDARY STRUCTURES; STRUCTURE-FUNCTION RELATIONSHIP; SUPRAMOLECULAR STRUCTURE;

MACROMOLECULES; OPTOELECTRONIC DEVICES; SUPRAMOLECULAR CHEMISTRY;

HIGH RESOLUTION TRANSMISSION ELECTRON MICROSCOPY;

ALLIUM CEPA;

EID: 70349307383     PISSN: 1744683X     EISSN: 17446848     Source Type: Journal    
DOI: 10.1039/b902507c     Document Type: Article

References (49)

1. G. Prota, Melanins and Melanogenesis, Academic Press, New York, 1992
2. P. Meredith T. Sarna The physical and chemical properties of eumelanin Pigm. Cell Res. 2006 19 572 594
3. M. Berggren A. Richter-Dahlfors Organic bioelectronics Adv. Mater. 2007 19 3201 3213
4. D. C. Martin Nat. Mater. 2007 6 626 627
5. J. P. Bothma J. de Boor U. Divakar P. E. Schwenn P. Meredith Device quality electrically conducting melanin thin films Adv. Mater. 2008 20 3539 3542
6. H. Lee S. M. Dellatore W. M. Miller P. B. Messersmith Mussel-inspired surface chemistry for multifunctional coatings Science 2007 318 426 430
7. J. H. Waite Nat. Mater. 2008 7 8 9
8. J. Y. Lin D. E. Fisher Melanocyte biology and skin pigmentation Nature 2007 445 843 850
9. A. J. Miller M. C. Mihm Mechanisms of disease - melanoma N. Engl. J. Med. 2006 355 51 65
10. V. Gray-Schopfer C. Wellbrock R. Marais Melanoma biology and new targeted therapy Nature 2007 445 851 857
11. T. Sarna and P. M. Plonka, Free Radicals, Metals, Medicine and Physiology, Plenum Publishers, New York, 2005, vol. 23
12. W. D. Bush J. Garguilo F. A. Zucca A. Albertini L. Zecca G. S. Edwards R. J. Nemanich J. D. Simon The surface oxidation potential of human neuromelanin reveals a spherical architecture with a pheomelanin core and a eumelanin surface Proc. Natl. Acad. Sci. U. S. A. 2006 103 14785 14789
13. J. Mcginnes P. Corry P. Proctor Amorphous-semiconductor switching in melanins Science 1974 183 853 855
14. D. N. Moses M. A. Mattoni N. L. Slack J. H. Waite F. W. Zok Role of melanin in mechanical properties of Glycera jaws Acta Biomater. 2006 2 521 530
15. H. C. Eisenman J. D. Nosanchuk J. B. W. Webber R. J. Emerson T. A. Camesano A. Casadevall Microstructure of cell wall-associated melanin in the human pathogenic fungus cryptococcus neoformans Biochemistry 2005 44 3683 3693
16. J. D. Nosanchuk A. Casadevall The contribution of melanin to microbial pathogenesis Cell. Microbiol. 2003 5 203 223
17. A. Miserez T. Schneberk C. J. Sun F. W. Zok J. H. Waite The transition from stiff to compliant materials in squid beaks Science 2008 319 1816 1819
18. M. I. N. da Silva S. N. Deziderio J. C. Gonzalez C. F. O. Graeff M. A. Cotta Synthetic melanin thin films: structural and electrical properties J. Appl. Phys. 2004 96 5803 5807
19. S. N. Deziderio C. A. Brunello M. I. N. da Silva M. A. Cotta C. F. O. Graeff Thin films of synthetic melanin J. Non-Cryst. Solids 2004 338-340 634 638
20. W. Saenger, Principles of Nucleic Acid Structure, Springer-Verlang, Amsterdam, 1984
21. K. I. Cho K. Lee K. H. Lee D. Kim D. Lee Specificity of molecular interactions in transient protein-protein interaction interfaces Proteins: Struct., Funct., Bioinf. 2006 65 593 606
22. M. D. Ward Photo-induced electron and energy transfer in non-covalently bonded supramolecular assemblies Chem. Soc. Rev. 1997 26 365 375
23. G. B. McGaughey M. Gagne A. K. Rappe Pi-stacking interactions - alive and well in proteins J. Biol. Chem. 1998 273 15458 15463
24. S. K. Burley G. A. Petsko Aromatic-aromatic interaction - a mechanism of protein-structure stabilization Science 1985 229 23 28
25. C. A. Hunter K. R. Lawson J. Perkins C. J. Urch Aromatic interactions J. Chem. Soc., Perkin Trans. 2 2001 651 669
26. M. P. Waller A. Robertazzi J. A. Platts D. E. Hibbs P. A. Williams Hybrid density functional theory for pi-stacking interactions: application to benzenes, pyridines, and DNA bases J. Comput. Chem. 2006 27 491 504
27. C. A. Hunter J. K. M. Sanders The nature of pi-pi interactions J. Am. Chem. Soc. 1990 112 5525 5534
28. J. B. Briggs G. P. Miller Fullerene-acene chemistry: a review C. R. Chim. 2006 9 916 927
29. S. Tsuzuki T. Uchimaru Magnitude and physical origin of intermolecular interactions of aromatic molecules: recent progress of computational studies Curr. Org. Chem. 2006 10 745 762
30. N. Robertson S. Parsons E. J. MacLean R. A. Coxall A. R. Mount Preparation, X-ray structure and properties of a hexabrominated, symmetric indole trimer and its TCNQ adduct: a new route to functional molecular systems J. Mater. Chem. 2000 10 2043 2047
31. S. A. Ito Chemist's view of melanogenesis Pigm. Cell Res. 2003 16 230 236
32. G. W. Zajac J. M. Gallas J. Cheng M. Eisner S. C. Moss A. E. Alvaradoswaisgood The fundamental unit of synthetic melanina verification by tunneling microscopy of X-ray-scattering results Biochim. Biophys. Acta 1994 1199 271 278
33. J. M. Gallas K. C. Littrell S. Seifert G. W. Zajac P. Thiyagarajan Solution structure of copper ion-induced molecular aggregates of tyrosine melanin Biophys. J. 1999 77 1135 1142
34. K. B. Stark J. M. Gallas G. W. Zajac J. T. Golab S. Gidanian T. McIntire P. J. Farmer Effect of stacking and redox state on optical absorption spectra of melanins-comparison of theoretical and experimental results J. Phys. Chem. B 2005 109 1970 1977
35. K. C. Littrell J. M. Gallas G. W. Zajac P. Thiyagarajan Structural studies of bleached melanin by synchrotron small-angle X-ray scattering Photochem. Photobiol. 2003 77 115 120
36. K. B. Stark J. M. Gallas G. W. Zajac M. Eisner J. T. Golab Spectroscopic study and simulation from recent structural models for eumelanin: I. Monomer, dimers J. Phys. Chem. B 2003 107 3061 3067
37. B. J. Powell T. Baruah N. Bernstein K. Brake R. H. McKenzie P. Meredith M. R. Pederson A first-principles density-functional calculation of the electronic and vibrational structure of the key melanin monomers J. Chem. Phys. 2004 120 8608 8615
38. L. Zeise B. L. Murr M. R. Chedekel Melanin standard method-particle description Pigm. Cell Res. 1992 5 132 142
39. E. Kaxiras A. Tsolakidis G. Zonios S. Meng Structural model of eumelanin Phys. Rev. Lett. 2006 97 218102
40. M. Boulton F. Docchio P. Dayhawbarker R. Ramponi R. Cubeddu Age-related-changes in the morphology, absorption and fluorescence of melanosomes and lipofuscin granules of the retinal-pigment epithelium Vision Res. 1990 30 1291 1303
41. R. Fitch, Polymer Colloids, Academic Press, San Diego, 1997
42. P. Meredith J. Riesz Radiative relaxation quantum yields for synthetic eumelanin Photochem. Photobiol. 2004 79 211 216
43. M. L. Tran B. J. Powell P. Meredith Chemical and structural disorder in eumelanins: a possible explanation for broadband absorbance Biophys. J. 2006 90 743 752
44. J. J. Riesz J. Gilmore R. McKenzie B. Powell M. Pederson P. Meredith Transition dipole strength of eumelanin Phys. Rev. E: Stat. Phys., Plasmas, Fluids, Relat. Interdiscip. Top. 2007 76 021915
45. J. Riesz J. Gilmore P. Meredith Quantitative scattering of melanin solutions Biophys. J. 2006 90 4137 4144
46. D. Ugarte Curling and closure of graphitic networks under electron-beam irradiation Nature 1992 359 707 709
47. R. D. Heidenre W. M. Hess L. L. A. Ban Test object and criteria for high resolution electron microscopy J. Appl. Crystallogr. 1968 1 1 8
48. W. M. Hess and C. R. Herd, Carbon Black, Marcel Dekker, New York, 1993
49. P. Meredith B. J. Powell J. Riesz S. Nighswander-Rempel M. R. Pederson E. Moore Towards structure-property-function relationships for eumelanin Soft Matter 2006 2 37 44