Tris buffer modulates polydopamine growth, aggregation, and paramagnetic properties

Langmuir

Volumn 30, Issue 32, 2014, Pages 9811-9818

  Della Vecchia, Nicola Fyodor ^a   Luchini, Alessandra ^a   Napolitano, Alessandra ^a   Derrico, Gerardino ^a,b   Vitiello, Giuseppe ^a,b   Szekely, Noemi ^c   Dischia, Marco ^a   Paduano, Luigi ^a,b  

^a UNIVERSITY OF NAPLES FEDERICO II   (Italy)

^b CSGI Consorzio Interuniversitario per Lo Sviluppo Dei Sistemi A Grande Interfase ^*  (Italy)

^c Julich Centre for Neutron Science   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; ELECTRONIC PROPERTIES; FREE RADICALS; MAGNETIC RESONANCE; MELANIN; MORPHOLOGY; NEUROPHYSIOLOGY;

BI-DIMENSIONAL STRUCTURE; DOPAMINE CONCENTRATIONS; ELECTRON PARAMAGNETIC RESONANCE SPECTRUM; HYDRODYNAMIC RADIUS; MULTI-FUNCTIONAL MATERIALS; PARAMAGNETIC CENTERS; PARAMAGNETIC PROPERTIES; PARTICLE MORPHOLOGIES;

PARAMAGNETISM;

INDOLE DERIVATIVE; POLYDOPAMINE; POLYMER; TROMETAMOL;

CHEMISTRY; PH;

HYDROGEN-ION CONCENTRATION; INDOLES; POLYMERS; TROMETHAMINE;

EID: 84906221670     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/la501560z     Document Type: Article

References (51)

1. dIschia, M.; Wakamatsu, K.; Napolitano, A.; Briganti, S.; Garcia-Borron, J. C.; Kovacs, D.; Meredith, P.; Pezzella, A.; Picardo, M.; Sarna, T.; Simon, J. D.; Ito, S. Melanins and melanogenesis: Methods, standards, protocols Pigm. Cell Melanoma Res. 2013, 26, 616-633
2. Meredith, P.; Sarna, T. The physical and chemical properties of eumelanin Pigm. Cell Res. 2006, 19, 572-594
3. Lee, H.; Dellatore, S. M.; Miller, W. M.; Messersmith, P. B. Mussel-inspired surface chemistry for multifunctional coatings Science 2007, 318, 426-430
4. Waite, J. H. Surface chemistry-Mussel power Nat. Mater. 2008, 7, 8-9
5. Nam, H. J.; Kim, B.; Ko, M. J.; Jin, M.; Kim, J. M.; Jung, D. Y. A new mussel-inspired polydopamine sensitizer for dye-sensitized solar cells: Controlled synthesis and charge transfer Chem.-Eur. J. 2012, 18, 14000-14007
6. Liu, Q.; Wang, N. Y.; Caro, J.; Huang, A. S. Bio-inspired polydopamine: A versatile and powerful platform for covalent synthesis of molecular sieve membranes J. Am. Chem. Soc. 2013, 135, 17679-17682
7. Pop-Georgievski, O.; Popelka, S.; Houska, M.; Chvostova, D.; Proks, V.; Rypacek, F. Poly(ethylene oxide) layers grafted to dopamine-melanin anchoring layer: Stability and resistance to protein adsorption Biomacromolecules 2011, 12, 3232-3242
8. Liu, X. S.; Cao, J. M.; Li, H.; Li, J. Y.; Jin, Q.; Ren, K. F.; Ji, J. Mussel-inspired polydopamine: A biocompatible and ultrastable coating for nanoparticles in vivo ACS Nano 2013, 7, 9384-9395
9. Ambrico, M.; Ambrico, P. F.; Cardone, A.; Della Vecchia, N. F.; Ligonzo, T.; Cicco, S. R.; Talamo, M. M.; Napolitano, A.; Augelli, V.; Farinola, G. M.; dIschia, M. Engineering polydopamine films with tailored behaviour for next-generation eumelanin-related hybrid devices J. Mater. Chem. C 2013, 1, 1018-1028
10. Kang, K.; Choi, I. S.; Nam, Y. A biofunctionalization scheme for neural interfaces using polydopamine polymer Biomaterials 2011, 32, 6374-6380
11. Cui, J. W.; Wang, Y. J.; Postma, A.; Hao, J. C.; Hosta-Rigau, L.; Caruso, F. Monodisperse polymer capsules: Tailoring size, shell thickness, and hydrophobic cargo loading via emulsion templating Adv. Funct. Mater. 2010, 20, 1625-1631
12. Ho, C. C.; Ding, S. J. The pH-controlled nanoparticles size of polydopamine for anti-cancer drug delivery J. Mater. Sci.: Mater. Med. 2013, 24, 2381-2390
13. Ball, V.; Del Frari, D.; Toniazzo, V.; Ruch, D. Kinetics of polydopamine film deposition as a function of pH and dopamine concentration: Insights in the polydopamine deposition mechanism J. Colloid Interface Sci. 2012, 386, 366-372
14. Dreyer, D. R.; Miller, D. J.; Freeman, B. D.; Paul, D. R.; Bielawski, C. W. Perspectives on poly(dopamine) Chem. Sci. 2013, 4, 3796-3802
15. Sun, T. L.; Qing, G. Y.; Su, B. L.; Jiang, L. Functional biointerface materials inspired from nature Chem. Soc. Rev. 2011, 40, 2909-2921
16. Lee, H.; Rho, J.; Messersmith, P. B. Facile conjugation of biomolecules onto surfaces via mussel adhesive protein inspired coatings Adv. Mater. 2009, 21, 431-434
17. Liu, Y.; Ai, K.; Lu, L. Polydopamine and its derivative materials: Synthesis and promising applications in energy, environmental, and biomedical fields Chem. Rev. 2014, 114, 5057-5115
18. Dreyer, D. R.; Miller, D. J.; Freeman, B. D.; Paul, D. R.; Bielawski, C. W. Elucidating the structure of poly(dopamine) Langmuir 2012, 28, 6428-6435
19. Hong, S.; Na, Y. S.; Choi, S.; Song, I. T.; Kim, W. Y.; Lee, H. Non-covalent self-assembly and covalent polymerization co-contribute to polydopamine formation Adv. Funct. Mater. 2012, 22, 4711-4717
20. Della Vecchia, N. F.; Avolio, R.; Alfe, M.; Errico, M. E.; Napolitano, A.; dIschia, M. Building-block diversity in polydopamine underpins a multifunctional eumelanin-type platform tunable through a quinone control point Adv. Funct. Mater. 2013, 23, 1331-1340
21. Liebscher, J.; Mrowczynski, R.; Scheidt, H. A.; Filip, C.; Hadade, N. D.; Turcu, R.; Bende, A.; Beck, S. Structure of polydopamine: A never-ending story? Langmuir 2013, 29, 10539-10548
22. Bernsmann, F.; Ponche, A.; Ringwald, C.; Hemmerle, J.; Raya, J.; Bechinger, B.; Voegel, J. C.; Schaaf, P.; Ball, V. Characterization of dopamine-melanin growth on silicon oxide J. Phys. Chem. C 2009, 113, 8234-8242
23. Bernsmann, F.; Frisch, B.; Ringwald, C.; Ball, V. Protein adsorption on dopamine-melanin films: Role of electrostatic interactions inferred from zeta-potential measurements versus chemisorption J. Colloid Interface Sci. 2010, 344, 54-60
24. Bernsmann, F.; Ball, V.; Addiego, F.; Ponche, A.; Michel, M.; Gracio, J. J. D.; Toniazzo, V.; Ruch, D. Dopamine-melanin film deposition depends on the used oxidant and buffer solution Langmuir 2011, 27, 2819-2825
25. Chen, C. T.; Ball, V.; Gracio, J. J. D.; Singh, M. K.; Toniazzo, V.; Ruch, D.; Buehler, M. J. Self-assembly of tetramers of 5,6-dihydroxyindole explains the primary physical properties of eumelanin: Experiment, simulation, and design ACS Nano 2013, 7, 1524-1532
26. 2+ cations as oxidants Langmuir 2013, 29, 12754-12761
27. Zangmeister, R. A.; Morris, T. A.; Tarlov, M. J. Characterization of polydopamine thin films deposited at short times by autoxidation of dopamine Langmuir 2013, 29, 8619-8628
28. Berne, B. J.; Pecora, R. Dynamic light Scattering: With Applications to Chemistry, Biology, and Physics. Wiley: New York, 1976; p vii, 376 pp.
29. Vergara, A.; Paduano, L.; Sartorio, R. Multicomponent diffusion in systems containing molecules of different size. 4. Mutual diffusion in the ternary system tetra(ethylene glycol)-di(ethylene glycol)-water J. Phys. Chem. B 2001, 105, 328-334
30. Castaldi, M.; Costantino, L.; Ortona, O.; Paduano, L.; Vitagliano, V. Mutual diffusion measurements in a ternary system: Ionic surfactant-nonionic surfactant-water at 25 °C Langmuir 1998, 14, 5994-5998
31. Mangiapia, G.; Vaccaro, M.; DErrico, G.; Frielinghaus, H.; Radulescu, A.; Pipich, V.; Carnerup, A. M.; Paduano, L. Cubosomes for ruthenium complex delivery: Formulation and characterization Soft Matter 2011, 7, 10577-10580
32. Cesareo, E.; Korkina, L.; DErrico, G.; Vitiello, G.; Aguzzi, M. S.; Passarelli, F.; Pedersen, J. Z.; Facchiano, A. An endogenous electron spin resonance (ESR) signal discriminates nevi from melanomas in human specimens: A step forward in its diagnostic application PLoS One 2012, 7 e48849
33. Panzella, L.; Gentile, G.; D Errico, G.; Della Vecchia, N. F.; Errico, M. E.; Napolitano, A.; Carfagna, C.; dIschia, M. Atypical structural and pi-electron features of a melanin polymer that lead to superior free-radical-scavenging properties Angew. Chem. Int. Ed. 2013, 52, 12684-12687
34. Ottaviani, M. F. Analysis of resolved electron-spin-resonance spectra of neutral nitroxide radicals in ethanol and pyridine-the dynamic behavior in fast motion conditions J. Phys. Chem. 1987, 91, 779-784
35. Yordanov, N. D.; Lubenova, S. Effect of dielectric constants, sample container dimensions and frequency of magnetic field modulation on the quantitative EPR response Anal. Chim. Acta 2000, 403, 305-313
36. Yordanov, N. D.; Ranguelova, K. Quantitative electron paramagnetic resonance and spectrophotometric determination of the free radical 4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy Spectrochim. Acta A 2000, 56, 373-378
37. Wignall, G. D.; Bates, F. S. Absolute calibration of small-angle neutron-scattering data J. Appl. Crystallogr. 1987, 20, 28-40
38. Guinier, A.; Fournet, G. Small-Angle Scattering of X-rays; Wiley: New York, 1955; p 268.
39. Higgins, J. S.; Benoit, H. Polymers and Neutron Scattering; Clarendon Press, Oxford University Press: Oxford New York, 1994; p xix, 436 pp.
40. Arzillo, M.; Mangiapia, G.; Pezzella, A.; Heenan, R. K.; Radulescu, A.; Paduano, L.; dIschia, M. Eumelanin buildup on the nanoscale: Aggregate growth/assembly and visible absorption development in biomimetic 5,6-dihydroxyindole polymerization Biomacromolecules 2012, 13, 2379-2390
41. Molisso, A. Idrogeli modificati di PVA: Studio del comportamento di fase del PVA in presenza di sali semplici e polimeri. Ph.D. Thesis. Universitá degli Studi di Napoli Federico II. 2008.
42. Annunziata, O. Private Communication.
43. Zou, G. W.; Liu, Z.; Wang, C. X. Flow injection analysis methods for determination of diffusion coefficients Anal. Chim. Acta 1997, 350, 359-363
44. Ju, K. Y.; Lee, Y.; Lee, S.; Park, S. B.; Lee, J. K. Bioinspired polymerization of dopamine to generate melanin-like nanoparticles having an excellent free-radical-scavenging property Biomacromolecules 2011, 12, 625-632
45. Mostert, A. B.; Hanson, G. R.; Sarna, T.; Gentle, I. R.; Powell, B. J.; Meredith, P. Hydration-controlled X-band EPR spectroscopy: A tool for unravelling the complexities of the solid-state free radical in eumelanin J. Phys. Chem. B 2013, 117, 4965-4972
46. Pezzella, A.; Crescenzi, O.; Panzella, L.; Napolitano, A.; Land, E. J.; Barone, V.; dIschia, M. Free radical coupling of o-semiquinones uncovered J. Am. Chem. Soc. 2013, 135, 12142-12149
47. Napolitano, A.; Palumbo, A.; dIschia, M.; Prota, G. Mechanism of selective incorporation of the melanoma seeker 2-thiouracil into growing melanin J. Med. Chem. 1996, 39, 5192-5201
48. Berfield, J. L.; Wang, L. C.; Reith, M. E. A. Which form of dopamine is the substrate for the human dopamine transporter: the cationic or the uncharged species? J. Biol. Chem. 1999, 274, 4876-4882
49. Ball, V.; Bour, J.; Michel, M. Step-by-step deposition of synthetic dopamine-eumelanin and metal cations J. Colloid Interface Sci. 2013, 405, 331-335
50. Yang, H. C.; Wu, Q. Y.; Wan, L. S.; Xu, Z. K. Polydopamine gradients by oxygen diffusion controlled autoxidation Chem. Commun. 2013, 49, 10522-10524
51. Chassepot, A.; Ball, V. Human serum albumin and other proteins as templating agents for the synthesis of nanosized dopamine-eumelanin J. Colloid Interface Sci. 2014, 414, 97-102