Robust polydiacetylene-based colorimetric sensing material developed with amyloid fibrils of α-synuclein

Langmuir

Volumn 31, Issue 5, 2015, Pages 1802-1810

  Yang, Jee Eun ^a   Park, Jae Sung ^a   Cho, Eunae ^b   Jung, Seunho ^b   Paik, Seung R ^a  

^a Seoul National University   (South Korea)

^b Konkuk University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; COLOR; FATTY ACIDS; GLYCOPROTEINS; STRENGTH OF MATERIALS;

COLOR TRANSITION; COLORIMETRIC SENSING; HIGH MECHANICAL STRENGTH; MECHANICALLY STABLE; POLYDIACETYLENES; SENSING TECHNOLOGY; STRUCTURAL REGULARITY; UV IRRADIATION;

COLORIMETRY;

10, 12-PENTACOSADIYNOIC ACID; ALCOHOL; ALPHA SYNUCLEIN; AMYLOID; POLYACETYLENE DERIVATIVE; POLYDIACETYLENE; POLYMER; UNSATURATED FATTY ACID;

CHEMICAL STRUCTURE; CHEMISTRY; COLOR; COLORIMETRY; HEAT; HUMAN; MECHANICAL STRESS; PH; PROCEDURES; PROTEIN MULTIMERIZATION; PROTEIN SECONDARY STRUCTURE; ULTRAVIOLET RADIATION;

ALPHA-SYNUCLEIN; AMYLOID; COLOR; COLORIMETRY; ETHANOL; FATTY ACIDS, UNSATURATED; HOT TEMPERATURE; HUMANS; HYDROGEN-ION CONCENTRATION; MODELS, MOLECULAR; POLYACETYLENES; POLYMERS; PROTEIN MULTIMERIZATION; PROTEIN STRUCTURE, SECONDARY; STRESS, MECHANICAL; ULTRAVIOLET RAYS;

EID: 84922599583     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/la504645m     Document Type: Article

References (65)

1. Scoville, S. P.; Shirley, W. M. Investigations of Chromatic Transformations of Polydiacetylene with Aromatic Compounds J. Appl. Polym. Sci. 2011, 120, 2809-2820
2. Charoenthai, N.; Pattanatornchai, T.; Wacharasindhu, S.; Sukwattanasinitt, M.; Traiphol, R. Roles of Head Group Architecture and Side Chain Length on Colorimetric Response of Polydiacetylene Vesicles to Temperature, Ethanol and pH J. Colloid Interface Sci. 2011, 360, 565-573
3. Reppy, M. A.; Pindzola, B. A. Biosensing with Polydiacetylene Materials: Structures, Optical Properties and Applications Chem. Commun. 2007, 4317-4338
4. Ogawa, K. Study on Polymerization Mechanism of Pentacosadiynoic Acid Langmuir-Blodgett Films Using High Energy Beam Irradiations J. Phys. Chem. 1989, 93, 5305-5310
5. Charych, D. H.; Nagy, J. O.; Spevak, W.; Bednarski, M. D. Direct Colorimetric Detection of a Receptor-Ligand Interaction by a Polymerized Bilayer Assembly Science 1993, 261, 585-588
6. Carpick, R. W.; Sasaki, D. Y.; Burns, A. R. First Observation of Mechanochromism at the Nanometer Scale Langmuir 2000, 16, 1270-1278
7. Oliveira, T. V.; Soares, N. F. F.; Silva, D. J.; Andrade, N. J.; Medeiros, E. A. A.; Badaró, A. T. Development of PDA/Phospholipids/Lysine Vesicles to Detect Pathogenic Bacteria Sens. Actuators, B 2013, 188, 385-392
8. Sokolovski, M.; Sheynis, T.; Kolusheva, S.; Jelinek, R. Membrane Interactions and Lipid Binding of Casein Oligomers and Early Aggregates Biochim. Biophys. Acta, Biomembr. 2008, 1778, 2341-2349
9. Jeon, H.; Lee, J.; Kim, M. H.; Yoon, J. Polydiacetylene-Based Electrospun Fibers for Detection of HCl Gas Macromol. Rapid Commun. 2012, 33, 972-976
10. Wu, J.; Lu, X.; Shan, F.; Guan, J.; Lu, Q. Polydiacetylene-Embedded Supramolecular Electrospun Fibres for a Colourimetric Sensor of Organic Amine Vapour RSC Adv. 2013, 3, 22841-22844
11. Zhou, G.; Wang, F.; Wang, H.; Kambam, S.; Chen, X. Colorimetric and Fluorometric Detection of Neomycin Based on Conjugated Polydiacetylene Supramolecules Macromol. Rapid Commun. 2013, 34, 944-948
12. Park, H. K.; Gokarna, A.; Hulme, J. P.; Park, H. G.; Chung, B. H. Fluorescent Nanoscale Detection of Biotin-Streptavidin Interaction Using Near-Field Scanning Optical Microscopy Nanotechnology 2008, 19, 235103
13. Palladino, P.; Castelletto, V.; Dehsorkhi, A.; Stetsenko, D.; Hamley, I. W. Reversible Thermal Transition of Polydiacetylene Based on KTTKS Collagen Sequence Chem. Commun. 2012, 48, 9774-9776
14. Meyuhas, D.; Nir, S.; Lichtenberg, D. Aggregation of Phospholipid Vesicles by Water-Soluble Polymers Biophys. J. 1996, 71, 2602-2612
15. Tarahovsky, Y. S.; Yagolnik, E. A.; Muzafarov, E. N.; Abdrasilov, B. S.; Kim, Y. A. Calcium-Dependent Aggregation and Fusion of Phosphatidylcholine Liposomes Induced by Complexes of Flavonoids with Divalent Iron Biochim. Biophys. Acta, Biomembr. 2012, 1818, 695-702
16. Eklund, K. K.; Takkunen, J. E.; Kinnunen, P. K.J. Cation-Induced Aggregation of Acidic Phospholipid Vesicles: The Role of Fatty Acid Unsaturation and Cholesterol Chem. Phys. Lipids 1991, 57, 59-66
17. Bordi, F.; Cametti, C. Salt-Induced Aggregation in Cationic Liposome Aqueous Suspensions Resulting in Multi-Step Self-Assembling Complexes Colloids Surf., B 2002, 26, 341-350
18. Lücke, C.; Gantz, D. L.; Klimtchuk, E.; Hamilton, J. A. Interactions Between Fatty Acids and α-Synuclein J. Lipid Res. 2006, 47, 1714-1724
19. Assayag, K.; Yakunin, E.; Loeb, V.; Selkoe, D. J.; Sharon, R. Polyunsaturated Fatty Acids Induce α-Synuclein-Related Pathogenic Changes in Neuronal Cells Am. J. Pathol. 2007, 171, 2000-2011
20. Franceschi, G.; Frare, E.; Bubacco, L.; Mammi, S.; Fontana, A.; Laureto, P. P. Molecular Insights into the Interaction between α-Synuclein and Docosahexaenoic Acid J. Mol. Biol. 2009, 394, 94-107
21. Perrin, R. J.; Woods, W. S.; Clayton, D. F.; George, J. M. Exposure to Long Chain Polyunsaturated Fatty Acids Triggers Rapid Multimerization of Synucleins J. Biol. Chem. 2001, 276, 41958-41962
22. Sharon, R.; Bar-Joseph, I.; Frosch, M. P.; Walsh, D. M.; Hamilton, J. A.; Selkoe, D. J. The Formation of Highly Soluble Oligomers of α-Synuclein Is Regulated by Fatty Acids and Enhanced in Parkinson's Disease Neuron 2003, 37, 583-595
23. Blake, C.; Serpell, L. Synchrotron X-ray Studies Suggest That the Core of the Transthyretin Amyloid Fibril Is a Continuous β-Sheet Helix Structure 1996, 4, 989-998
24. Serpell, L. C.; Smith, J. M. Direct Visualisation of the β-Sheet Structure of Synthetic Alzheimer's Amyloid J. Mol. Biol. 2000, 299, 225-231
25. Spillantini, M. G.; Schmidt, M. L.; Lee, V. M. -Y.; Trojanowski, J. Q.; Jakes, R.; Goedert, M. α-Synuclein in Lewy bodies Nature 1997, 388, 839-840
26. Goedert, M. α-synuclein and neurodegenerative diseases Nat. Rev. Neurosci. 2001, 2, 492-501
27. Paik, S. R.; Shin, H.-J.; Lee, J.-H.; Chang, C.-S.; Kim, J. Copper(II)-Induced Self-Oligomerization of α-Synuclein Biochem. J. 1999, 340, 821-828
28. Uversky, V. N.; Li, J.; Fink, A. L. Metal-triggered Structural Transformations, Aggregation, and Fibrillation of Human α-Synuclein: A Possible Molecular Link between Parkinson′s Disease and Heavy Metal Exposure J. Biol. Chem. 2001, 276, 44284-44296
29. Giehm, L.; Oliveira, C. L. P.; Christiansen, G.; Pedersen, J. S.; Otzen, D. E. SDS-Induced Fibrillation of α-Synuclein: An Alternative Fibrillation Pathway J. Mol. Biol. 2010, 401, 115-133
30. Betarbet, R.; Sherer, T. B.; MacKenzie, G.; -Osuna, M. G.; Panov, A. V.; Greenamyre, J. T. Chronic Systemic Pesticide Exposure Reproduces Features of Parkinson's Disease Nat. Neurosci. 2000, 3, 1301-1306
31. Brighina, L.; Frigerio, R.; Schneider, N. K.; Lesnick, T. G.; de Andrade, M.; Cunningham, J. M.; Farrer, M. J.; Lincoln, S. J.; Checkoway, H.; Rocca, W. A.; Maraganore, D. M. Alpha-Synuclein, Pesticides, and Parkinson Disease: a Case-Control Study Neurology 2008, 70, 1461-1469
32. Koo, H. J.; Yang, J. E.; Park, J. H.; Lee, D.; Paik, S. R. α-Synuclein-Mediated Defense Against Oxidative Stress via Modulation of Glutathione Peroxidase Biochim. Biophys. Acta, Proteins Proteom. 2013, 1834, 972-976
33. Yang, J. E.; Hong, J. W.; Kim, J.; Paik, S. R. Amyloid Polymorphism of α-Synuclein Induced by Active Firefly Luciferase Bull. Korean Chem. Soc. 2014, 35, 425-430
34. Rambaran, R. N.; Serpell, L. C. Amyloid Fibrils: Abnormal Protein Assembly Prion 2008, 2, 112-117
35. Gazit, E. A Possible Role for pi-Stacking in the Self-Assembly of Amyloid Fibrils FASEB J. 2002, 16, 77-83
36. Marshall, K. E.; Serpell, L. C. Insights into the Structure of Amyloid Fibrils Open Biol. J. 2009, 2, 185-192
37. Vilar, M.; Chou, H.-T.; Lührs, T.; Maji, S. K.; -Loher, D. R.; Verel, R.; Manning, G.; Stahlberg, H.; Riek, R. The Fold of α-Synuclein Fibrils Proc. Natl. Acad. Sci. U.S.A. 2008, 105, 8637-8642
38. Fändrich, M.; Meinhardt, J.; Grigorieff, N. Structural Polymorphism of Alzheimer Aβ and Other Amyloid Fibrils Prion 2009, 3, 89-93
39. Bousset, L.; Pieri, L.; -Arlandis, G. R.; Gath, J.; Jensen, P. H.; Habenstein, B.; Madiona, K.; Olieric, V.; Böckmann, A.; Meier, B. H.; Melki, R. Structural and Functional Characterization of Two Alpha-Synuclein Strains Nat. Commun. 2013, 4, 2575
40. Knowles, T. P. J.; Buehler, M. J. Nanomechanics of Functional and Pathological Amyloid Materials Nat. Nanotechnol. 2011, 6, 469-479
41. Carny, O.; Shalev, D. E.; Gazit, E. Fabrication of Coaxial Metal Nanocables Using a Self-Assembled Peptide Nanotube Scaffold Nano Lett. 2006, 6, 1594-1597
42. Knowles, T. P. J.; Oppenheim, T.; Buell, A. K.; Chirgadze, D. Y.; Welland, M. E. Nanostructured Films from Hierarchical Self-Assembly of Amyloidogenic Proteins Nat. Nanotechnol. 2010, 5, 204-207
43. Channon, K. J.; Devlin, G. L.; MacPhee, C. E. Efficient Energy Transfer within Self-Assembling Peptide Fibers: A Route to Light-Harvesting Nanomaterials J. Am. Chem. Soc. 2009, 131, 12520-12521
44. Lee, D.; Choe, Y.-J.; Choi, T. S.; Bhak, G.; Lee, J.; Paik, S. R. Photoconductivity of Pea-Pod-Type Chains of Gold Nanoparticles Encapsulated within Dielectric Amyloid Protein Nanofibrils of α-Synuclein Angew. Chem., Int. Ed. 2011, 50, 1332-1337
45. Hamedi, M.; Herland, A.; Karlsson, R. H.; Inganäs, O. Electrochemical Devices Made from Conducting Nanowire Networks Self-Assembled from Amyloid Fibrils and Alkoxysulfonate PEDOT Nano Lett. 2008, 8, 1736-1740
46. Li, C.; Alam, M. M.; Bolisetty, S.; Adamcik, J.; Mezzenga, R. New Biocompatible Thermo-Reversible Hydrogels from PNiPAM-Decorated Amyloid Fibrils Chem. Commun. 2011, 47, 2913-2915
47. Guglielmi, F.; Monti, D. M.; Arciello, A.; Torrassa, S.; Cozzolino, F.; Pucci, P.; Relini, A.; Piccoli, R. Enzymatically Active Fibrils Generated by the Self-Assembly of the ApoA-I Fibrillogenic Domain Functionalized with a Catalytic Moiety Biomaterials 2009, 30, 829-835
48. Paik, S. R.; Lee, J. H.; Kim, D. H.; Chang, C. S.; Kim, J. Aluminum-Induced Structural Alterations of the Precursor of the Non-A Beta Component of Alzheimer's Disease Amyloid Arch. Biochem. Biophys. 1997, 344, 325-334
49. Morrissey, J. H. Silver Stain for Proteins in Polyacrylamide Gels: a Modified Procedure with Enhanced Uniform Sensitivity Anal. Biochem. 1981, 117, 307-310
50. Smith, P. K.; Krohn, R. I.; Hermanson, G. T.; Mallia, A. K.; Gartner, F. H.; Provenzano, M. D.; Fujimoto, E. K.; Goeke, N. M.; Olson, B. J.; Klenk, D. C. Measurement of Protein Using Bicinchoninic Acid Anal. Biochem. 1985, 150, 76-85
51. Klusheva, S.; Boyer, L.; Jelinek, R. A Colorimetric Assay for Rapid Screening of Antimicrobial Peptides Nat. Biotechnol. 2000, 18, 225-227
52. Lee, J.-H.; Shin, H.-J.; Chang, C.-S.; Paik, S. R. Comparisons of the NACP Self-Oligomerizations Induced by Abeta25-35 in the Presence of Dicyclohexylcarbodiimide and N-(ethoxycarbonyl)-2-ethoxy-1,2-dihydroquinoline Neurochem. Res. 1998, 23, 1427-1434
53. Paik, S. R.; Shin, H.-J.; Lee, J.-H.; Chang, C.-S.; Kim, J. Copper(II)-Induced Self-Oligomerization of Alpha-Synuclein Biochem. J. 1999, 340, 821-828
54. Lee, D.; Lee, E.-K.; Lee, J.-H.; Chang, C.-S.; Paik, S. R. Self-Oligomerization and Protein Aggregation of Alpha-Synuclein in the Presence of Coomassie Brilliant Blue Eur. J. Biochem. 2001, 268, 295-301
55. Broersen, K.; Brink, D.; Fraser, G.; Goedert, M.; Davletov, B. Alpha-Synuclein Adopts an Alpha-Helical Conformation in the Presence of Polyunsaturated Fatty Acids to Hinder Micelle Formation Biochemistry 2006, 45, 15610-15616
56. An, J. J.; Rhee, Y.; Kim, S. H.; Kim, D. M.; Han, D.-H.; Hwang, J. H.; Jin, Y.-J.; Cha, B. S.; Baik, J.-H.; Lee, W. T.; Lim, S.-K. Effect of 4-Hydroxy-2-nonenal Modification on Alpha-Synuclein Aggregation J. Biol. Chem. 2007, 282, 5862-5870
57. Necula, M.; Chirita, C. N.; Kuret, J. Rapid Anionic Micelle-Mediated Alpha-Synuclein Fibrillization in vitro J. Biol. Chem. 2003, 278, 46674-46680
58. de Franceschi, G.; Frare, E.; Pivato, M.; Relini, A.; Penco, A.; Greggio, E.; Bubacco, L.; Fontana, A.; de Laureto, P. P. Structural and Morphological Characterization of Aggregated Species of α-Synuclein Induced by Docosahexaenoic Acid J. Biol. Chem. 2011, 286, 22262-22274
59. Okawa, Y.; Takajo, D.; Tsukamoto, S.; Hasegawa, T.; Aono, M. Atomic Force Microscopy and Theoretical Investigation of the Lifted-Up Conformation of Polydiacetylene on a Graphite Substrate Soft Matter 2008, 4, 1041-1047
60. Miller, T. M.; Kwock, E. W.; Baird, T., Jr.; Hale, A. Properties and Photodefinition of Poly(aromatic diacetylenes) Chem. Mater. 1994, 6, 1569-1574
61. Su, Y.-L.; Li, J.-R.; Jiang, L. Effect of Amphiphilic Molecules upon Chromatic Transitions of Polydiacetylene Vesicles in Aqueous Solutions Colloids Surf., B 2004, 39, 113-118
62. Kim, J.-M.; Lee, Y. B.; Yang, D. H.; Lee, J.-S.; Lee, G. S.; Ahn, D. J. A Polydiacetylene-Based Fluorescent Sensor Chip J. Am. Chem. Soc. 2005, 127, 17580-17581
63. Hwang, H.; Song, S.; Kim, J. M. Reversible Modulation of Fluorescence Signals of Conjugated Polydiacetylene Supramolecules in a Microfluidic Sensor Chip Bull. Korean Chem. Soc. 2010, 31, 273-274
64. Yan, X.; An, X. Thermal and Photic Stimuli-Responsive Polydiacetylene Liposomes with Reversible Fluorescence Nanoscale 2013, 5, 6280-6283
65. Lifshitz, Y.; Golan, Y.; Konovalov, O.; Berman, A. Structural Transitions in Polydiacetylene Langmuir Films Langmuir 2009, 25, 4469-4477