Physics of Peptide Nanostructures and Their Nanotechnology Applications

Peptide Materials: From Nanostructures to Applications

Volumn , Issue , 2013, Pages 1-37

  Amdursky, Nadav ^a   Beker, Peter ^b   Rosenman, Gil ^b  

^a WEIZMANN INSTITUTE OF SCIENCE   (Israel)

^b TEL AVIV UNIVERSITY   (Israel)

Author keywords

Diphenylalanine; Peptide nanotubes; Phase transition; Piezoelectricity; Quantum confinement; Vapor deposition

Indexed keywords

EID: 84888687790     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9781118592403.ch1     Document Type: Chapter

References (112)

1. Quate, C.F. (1991) Nanotechnology-switch to atom control. Nature 352: 571.
2. Aldhous, P. (1991) Nanotechnology-wanted-home-grown industry. Nature 352: 746.
3. Zhang, S.G. (2003) Fabrication of novel biomaterials through molecular self-assembly. Nat. Biotechnol. 21: 1171-1178.
4. Alberts, B., Johnson, A., Lewis, J., Raff, M., Roberts, K., Walter, P. (2002) Molecular Biology of the Cell. Garland Science, New York.
5. de la Rica, R., Matsui, H. (2010) Applications of peptide and protein-based materials in bionanotechnology. Chem. Soc. Rev. 39: 3499-3509.
6. Langer, R., Peppas, N.A. (2003) Advances in biomaterials, drug delivery, and bionanotechnology. Aiche J. 49: 2990-3006.
7. Zhang, S.G., Marini, D.M., Hwang, W., Santoso, S. (2002) Design of nanostructured biological materials through self-assembly of peptides and proteins. Curr. Opin. Chem. Biol. 6: 865-871.
8. Gao, X.Y., Matsui, H. (2005) Peptide-based nanotubes and their applications in bionanotechnology. Adv. Mater. 17: 2037-2050.
9. Ghadiri, M.R., Granja, J.R., Milligan, R.A., McRee, D.E., Khazanovich, N. (1993) Selfassembling organic nanotubes based on a cyclic peptide architecture. Nature 366: 324-327.
10. Ghadiri, M.R. (1995) Self-assembled nanoscale tubular ensembles. Adv. Mater. 7: 675-677.
11. Hartgerink, J.D., Granja, J.R., Milligan, R.A., Ghadiri, M.R. (1996) Self-assembling peptide nanotubes. J. Am. Chem. Soc. 118: 43-50.
12. Fernandez-Lopez, S., Kim, H.S., Choi, E.C., Delgado, M., Granja, J.R., Khasanov, A., Kraehenbuehl, K., Long, G., Weinberger, D.A., Wilcoxen, K.M., Ghadiri, M.R. (2001) Antibacterial agents based on the cyclic D,L-alpha-peptide architecture. Nature 412: 452-455.
13. Fletcher, J.T., Finlay, J.A., Callow, M.E., Callow, J.A., Ghadiri, M.R. (2007) A combinatorial approach to the discovery of biocidal six-residue cyclic D,L-alpha-peptides against the bacteria methicillin-resistant Staphylococcus aureus (MRSA) and E. coli and the biofouling algae Ulva linza and Navicula perminuta. Chem. Eur. J. 13: 4008-4013.
14. Brea, R.J., Castedo, L., Granja, J.R., Herranz, M.A., Sanchez, L., Martin, N., Seitz, W., Guldi, D.M. (2007) Electron transfer in Me-blocked heterodimeric alpha, gamma-peptide nanotubular donor-acceptor hybrids. PNAS 104: 5291-5294.
15. Motesharei, K., Ghadiri, M.R. (1997) Diffusion-limited size-selective ion sensing based on SAM-supported peptide nanotubes. J. Am. Chem. Soc. 119: 11306-11312.
16. Brea, R.J., Reiriz, C., Granja, J.R. (2010) Towards functional bionanomaterials based on selfassembling cyclic peptide nanotubes. Chem. Soc. Rev. 39: 1448-1456.
17. Sanchez-Quesada, J., Ghadiri, M.R., Bayley, H., Braha, O. (2000) Cyclic peptides as molecular adapters for a pore-forming protein. J. Am. Chem. Soc. 122: 11757-11766.
18. Ghadiri, M.R., Granja, J.R., Buehler, L.K. (1994) Artificial transmembrane ion channels from self-assembling peptide nanotubes. Nature 369: 301-304.
19. Sanchez-Quesada, J., Kim, H.S., Ghadiri, M.R. (2001) A synthetic pore-mediated transmembrane transport of glutamic acid. Angew. Chem. Int. Ed. 113: 2571-2574.
20. Ishihara, Y., Kimura, S. (2010) Nanofiber formation of amphiphilic cyclic tri-beta-peptide. J. Pept. Sci. 16: 110-114.
21. Kimura, S. (2008) Molecular dipole engineering: new aspects of molecular dipoles in molecular architecture and their functions. Org. Biomol. Chem. 6: 1143-1148.
22. Fujimura, F., Fukuda, M., Sugiyama, J., Morita, T., Kimura, S. (2006) Parallel assembly of dipolar columns composed of a stacked cyclic tri-[small beta]-peptide. Org. Biomol. Chem. 4: 1896-1901.
23. Amdursky, N., Beker, P., Koren, I., Bank-Srour, B., Mishina, E., Semin, S., Rasing, T., Rosenberg, Y., Barkay, Z., Gazit, E., Rosenman, G. (2011) Structural transition in peptide nanotubes. Biomacromolecules 12: 1349-1354.
24. Amdursky, N., Beker, P., Schklovsky, J., Gazit, E., Rosenman, G. (2010) Ferroelectric and related phenomena in biological and bioinspired nanostructures. Ferroelectrics 399: 107-117.
25. Kholkin, A., Amdursky, N., Bdikin, I., Gazit, E., Rosenman, G. (2009) Strong piezoelectricity in bioinspired peptide nanotubes. ACS Nano 4: 610-614.
26. Görbitz, C.H. (2001) Nanotube formation by hydrophobic dipeptides. Chem. Eur. J. 7: 5153- 5159.
27. Görbitz, C.H. (2002) Peptide structures. Curr. Opin. Solid State Mater. Sci. 6: 109-116.
28. Görbitz, C.H. (2002) An exceptionally stable peptide nanotube system with flexible pores. Acta Crystallogr., Sec. B: Struct. Sci. 58: 849-854.
29. Görbitz, C.H. (2010) Structures of dipeptides: the head-to-tail story. Acta Crystallogr., Sec. B: Struct. Sci. 66: 84-93.
30. Görbitz, C.H. (2007) Microporous organic materials from hydrophobic dipeptides. Chem. Eur. J. 13: 1022-1031.
31. Reches, M., Gazit, E. (2003) Casting metal nanowires within discrete self-assembled peptide nanotubes. Science 300: 625-627.
32. Husby, G., Stenstad, T., Magnus, J.H., Sletten, K., Nordvag, B.Y., Marhaug, G. (1994) Interaction between circulating amyloid fibril protein precursors and extracellular tissue matrix components in the pathogenesis of systemic amyloidosis. Clin. Immunol. Immunopathol. 70: 2-9.
33. Kelly, J.W. (1996) Alternative conformations of amyloidogenic proteins govern their behavior. Curr. Opin. Struct. Biol. 6: 11-17.
34. Xing, Y.M., Higuchi, K. (2002) Amyloid fibril proteins. Mech. Ageing Dev. 123: 1625-1636.
35. Gazit, E. (2002) A possible role for p-stacking in the self-assembly of amyloid fibrils. Faseb J. 16: 77-83.
36. Reches, M., Gazit, E. (2006) Designed aromatic homo-dipeptides: formation of ordered nanostructures and potential nanotechnological applications. Phys. Biol. 3: S10-S19.
37. Yan, X.H., Zhu, P.L., Li, J.B. (2010) Self-assembly and application of diphenylalanine-based nanostructures. Chem. Soc. Rev. 39: 1877-1890.
38. Gazit, E. (2007) Self-assembled peptide nanostructures: the design of molecular building blocks and their technological utilization. Chem. Soc. Rev. 36: 1263-1269.
39. Rosenman, G., Beker, P., Koren, I., Yevnin, M., Bank-Srour, B., Mishina, E., Semin, S. (2011) Bioinspired peptide nanotubes: deposition technology, basic physics and nanotechnology applications. J. Pept. Sci. 17: 75-87.
40. Görbitz, C.H. (2006) The structure of nanotubes formed by diphenylalanine, the core recognition motif of Alzheimer's beta-amyloid polypeptide. Chem. Commun. 2332-2334.
41. Halasyamani, P.S., Poeppelmeier, K.R. (1998) Noncentrosymmetric Oxides. Chem. Mater. 10: 2753-2769.
42. Amdursky, N., Gazit, E., Rosenman, G. (2010) Quantum confinement in self-assembled bioinspired peptide hydrogels. Adv. Mater. 22: 2311-2315.
43. Amdursky, N., Molotskii, M., Aronov, D., Adler-Abramovich, L., Gazit, E., Rosenman, G. (2009) Blue luminescence based on quantum confinement at peptide nanotubes. Nano Lett. 9: 3111-3115.
44. Amdursky, N., Molotskii, M., Gazit, E., Rosenman, G. (2009) Self-assembled bioinspired quantum dots: optical properties. Appl. Phys. Lett. 94: 261907.
45. Amdursky, N., Molotskii, M., Gazit, E., Rosenman, G. (2010) Elementary building blocks of self-assembled peptide nanotubes. J. Am. Chem. Soc. 132: 15632-15636.
46. Hauser, C.A.E., Zhang, S.G. (2010) Nanotechnology: peptides as biological semiconductors. Nature 468: 516-517.
47. Gorbitz, C.H. (2007) Microporous organic materials from hydrophobic dipeptides. Chem. Eur. J. 13: 1022-1031.
48. Nelson, R.J. (1982) In: Excitons. North-Holland, Amsterdam.
49. Mi, X.W., Cao, J.C., Zhang, C. (2004) Optical absorption in terahertz-driven quantum wells. J. App. Phys. 95: 1191-1195.
50. Singh, J. (1995) Semiconductor Optoelectronics: Physics and Technology. McGraw-Hill International Editions, Columbus.
51. Svelto, O. (1998) Principles of Lasers. Pleneum Press, New York.
52. Ridley, B.K. (1999) Quantum Processes in Semiconductors. Oxford University Press, Oxford.
53. Lalov, I.J., Zhelyazkov, I. (2007) Vibronic approach in the theory of the excitonic spectra of molecular crystals. Phys. Rev. B 75: 245435.
54. Lang, S.B. (1966) Pyroelectric effect in bone and tendon. Nature 212: 705.
55. Bazhenov, V.A., Kytmanov, A.V. (1967) New data on symmetry of piezoelectric parameters of wood. Sov. Phys. Crystallogr. 11: 784-786.
56. Shamos, M.H., Lavine, L.S. (1967) Piezoelectricity as a fundamental property of biological tissues. Nature 213: 267-269.
57. Williams, W.S. (1982) Piezoelectric effects in biological-materials. Ferroelectrics 41: 359-380.
58. Lemanov, V.V. (2000) Piezoelectric and pyroelectric properties of protein amino acids as basic materials of Soft State Physics. Ferroelectrics 238: 211-218.
59. Gruverman, A., Wu, D., Rodriguez, B.J., Kalinin, S.V., Habelitz, S. (2007) High-resolution imaging of proteins in human teeth by scanning probe microscopy. Biochem. Biophys. Res. Commun. 352: 142-146.
60. Halperin, C., Mutchnik, S., Agronin, A., Molotskii, M., Urenski, P., Salai, M., Rosenman, G. (2004) Piezoelectric effect in human bones studied in nanometer scale. Nano Lett. 4: 1253- 1256.
61. Kalinin, S.V., Rodriguez, B.J., Jesse, S., Thundat, T., Gruverman, A. (2005) Electromechanical imaging of biological systems with sub-10 nm resolution. Appl. Phys. Lett. 87: 053901.
62. Rodriguez, B.J., Kalinin, S.V., Shin, J., Jesse, S., Grichko, V., Thundat, T., Baddorf, A.P., Gruverman, A. (2006) Electromechanical imaging of biomaterials by scanning probe microscopy. J. Struct. Biol. 153: 151-159.
63. Abplanalp, M., Eng, L.M., Gunter, P. (1998) Mapping the domain distribution at ferroelectric surfaces by scanning force microscopy. Appl. Phys. A 66: S231-S234.
64. Heider, U., Weis, O. (1993) Distortion-free, calibrated Linbo3 piezoscanner for probe microscopes with atomic-resolution. Rev. Sci. Instrum. 64: 3534-3537.
65. Smith, R.T., Welsh, F.S. (1971) Temperature dependence of elastic, piezoelectric, and dielectric constants of lithium tantalate and lithium niobate. J. App. Phys. 42: 2219-2230.
66. Warner, A.W., Onoe, M., Coquin, G.A. (1967) Determination of elastic and piezoelectric constants for crystals in class (3 m). J. Acoust. Soc. Am. 42: 1223-1231.
67. Akutagawa, T., Koshinaka, H., Sato, D., Takeda, S., Noro, S.I., Takahashi, H., Kumai, R., Tokura, Y., Nakamura, T. (2009) Ferroelectricity and polarity control in solid-state flip-flop supramolecular rotators. Nat. Mater. 8: 342-347.
68. Horiuchi, S., Tokunaga, Y., Giovannetti, G., Picozzi, S., Itoh, H., Shimano, R., Kumai, R., Tokura, Y. (2010) Above-room-temperature ferroelectricity in a single-component molecular crystal. Nature 463: 789-793.
69. Lines, M.E., Glass, M.A. (2001) Principles and Applications of Ferroelectrics and Related Materials. Oxford University Press, USA.
70. Spanier, J.E., Kolpak, A.M., Urban, J.J., Grinberg, I., Lian, O.Y., Yun, W.S., Rappe, A.M., Park, H. (2006) Ferroelectric phase transition in individual single-crystalline BaTiO3 nanowires. Nano Lett. 6: 735-739.
71. Capillas, C., Perez-Mato, J.M., Aroyo, M.I. (2007) Maximal symmetry transition paths for reconstructive phase transitions. J. Phys. Condens. Matter 19: 275203.
72. Horiuchi, S., Tokura, Y. (2008) Organic ferroelectrics. Nat. Mater. 7: 357-366.
73. Kishine, J., Luty, T., Yonemitsu, K. (2004) Ferroelectric phase transition, ionicity condensation, and multicriticality in charge-transfer organic complexes. Phys. Rev. B 69: 075115.
74. Bombelli, F.B., Berti, D., Milani, S., Lagi, M., Barbaro, P., Karlsson, G., Brandt, A., Baglioni, P. (2008) Collective headgroup conformational transition in twisted micellar superstructures. Soft Matter 4: 1102-1113.
75. Higuchi, T., Yabu, H., Onoue, S., Kunitake, T., Shimomura, M. (2008) Preparation of lamellastructured block-copolymer particles and their irreversible lamella-disorder phase transition. Colloids Surf. A 313: 87-90.
76. Noe, F., Fischer, S. (2008) Transition networks for modeling the kinetics of conformational change in macromolecules. Curr. Opin. Struct. Biol. 18: 154-162.
77. Wang, F., Wenslow, R.M., Dowling, T.M., Mueller, K.T., Santos, I., Wyvratt, J.M. (2003) Characterization of a thermally induced irreversible conformational transition of amylose tris(3,5-dimethylphenylcarbamate) chiral stationary phase in enantioseparation of dihydropyrimidinone acid by quasi-equilibrated liquid chromatography and solid-state NMR. Anal. Chem. 75: 5877-5885.
78. Zhang, M., Tanaka, T., Ikura, M. (1995) Calcium-induced conformational transition revealed by the solution structure of Apo Calmodulin. Nat. Struct. Mol. Biol. 2: 758-767.
79. Dunitz, J.D. (1991) Phase-transitions in molecular-crystals from a chemical viewpoint. Pure Appl. Chem. 63: 177-185.
80. Huheey, J.E., Keiter, E.A., Keiter, R.L. (1997) Inorganic Chemistry: Principles of Structure and Reactivity. Prentice Hall, Upper Saddle River, NJ, USA.
81. Bruice, P.Y. (2003) Organic Chemistry. Prentice Hall, Upper Saddle River, NJ, USA.
82. Martins, M.B., Carvalho, I. (2007) Diketopiperazines: biological activity and synthesis. Tetrahedron 63: 9923-9932.
83. Herbert, R.B. (1989) Biosynthesis of Secondary Metabolites. Springer, New York.
84. Huang, Z.Z., Leman, L.J., Ghadiri, M.R. (2008) Biomimetic catalysis of diketopiperazine and dipeptide syntheses. Angew. Chem. Int. Ed. 47: 1758-1761.
85. Ryu, J., Park, C.B. (2008) High-temperature self-assembly of peptides into vertically wellaligned nanowires by aniline vapor. Adv. Mater. 20: 3754-3758.
86. Ryu, J., Park, C.B. (2010) High stability of self-assembled peptide nanowires against thermal, chemical, and proteolytic attacks. Biotechnol. Bioeng. 105: 221-230.
87. Lee, J.S., Yoon, I., Kim, J., Ihee, H., Kim, B., Park, C.B. (2011) Self-assembly of semiconducting photoluminescent peptide nanowires in the vapor phase. Angew. Chem. Int. Ed. 50: 1164- 1167.
88. Reches, M., Gazit, E. (2006) Controlled patterning of aligned self-assembled peptide nanotubes. Nat. Nanotechnol. 1: 195-200.
89. Ryu, J., Park, C.B. (2008) Solid-phase growth of nanostructures from amorphous peptide thin film: effect of water activity and temperature. Chem. Mater. 20: 4284-4290.
90. Du, M.C., Zhu, P.L., Yan, X.H., Su, Y., Song, W.X., Li, J.B. (2011) Honeycomb self-assembled peptide scaffolds by the breath figure method. Chem. Eur. J. 17: 4238-4245.
91. Hendler, N., Sidelman, N., Reches, M., Gazit, E., Rosenberg, Y., Richter, S. (2007) Formation of well-organized self-assembled films from peptide nanotubes. Adv. Mater. 19: 1485-1488.
92. Sidelman, N., Rosenberg, Y., Richter, S. (2010) Peptide-based spherulitic films-formation and properties. J. Colloid Interface Sci. 343: 387-391.
93. Adler-Abramovich, L., Aronov, D., Beker, P., Yevnin, M., Stempler, S., Buzhansky, L., Rosenman, G., Gazit, E. (2009) Vapor-deposited self-assembled peptide nano-array for energy storage and microfluidics devices. Nat. Nanotechnol. 4: 849-854.
94. Li, J., Brill,T.B. (2003) Spectroscopy of hydrothermal reactions. 27. Simultaneous determination of hydrolysis rate constants of glycylglycine to glycine and glycylglycine-diketopiperazine equilibrium constants at 310-330 degrees C and 275 bar. J. Phys. Chem. A 107: 8575-8577.
95. Balibar, C.J., Walsh, C.T. (2006) GliP, a multimodular nonribosomal peptide synthetase in Aspergillus fumigatus, makes the diketopiperazine scaffold of gliotoxin. Biochemistry 45: 15029-15038.
96. Shklovsky, J., Beker, P., Amdursky, N., Gazit, E., Rosenman, G. (2010) Bioinspired peptide nanotubes: deposition technology and physical properties. Mater. Sci. Eng. B 169: 62-66.
97. Lee, J.S., Ryu, J., Park, C.B. (2009) Bio-inspired fabrication of superhydrophobic surfaces through peptide self-assembly. Soft Matter 5: 2717-2720.
98. Kol, N., Adler-Abramovich, L., Barlam, D., Shneck, R.Z., Gazit, E., Rousso, I. (2005) Selfassembled peptide nanotubes are uniquely rigid bioinspired supramolecular structures. Nano Lett. 5: 1343-1346.
99. Adler-Abramovich, L., Kol, N., Yanai, I., Barlam, D., Shneck, R.Z., Gazit, E., Rousso, I. (2010) Self-ssembled organic nanostructures with metallic-like stiffness. Angew. Chem. Int. Ed. 49: 9939-9942.
100. Even, N., Adler-Abramovich, L., Buzhansky, L., Dodiuk, H., Gazit, E. (2011) Improvement of the mechanical properties of epoxy by peptide nanotube fillers. Small 7: 1007-1011.
101. Yemini, M., Reches, M., Rishpon, J., Gazit, E. (2005) Novel electrochemical biosensing platform using self-assembled peptide nanotubes. Nano Lett. 5: 183-186.
102. Yemini, M., Reches, M., Gazit, E., Rishpon, J. (2005) Peptide nanotube-modified electrodes for enzyme-biosensor applications. Anal. Chem. 77: 5155-5159.
103. Beker, P., Koren, I., Amdursky, N., Gazit, E., Rosenman, G. (2010) Bioinspired peptide nanotubes as supercapacitor electrodes. J. Mater. Sci. 45: 6374-6378.
104. Beker, P., Rosenman, G. (2010) Bioinspired nanostructural peptide materials for supercapacitor electrodes. J. Mater. Res. 25: 1661-1666.
105. Ryu, J., Lim, S.Y., Park, C.B. (2009) Photoluminescent peptide nanotubes. Adv. Mater. 21: 1577-1581.
106. Kim, J.H., Lee, M., Lee, J.S., Park, C.B. (2012) Self-assembled light-harvesting peptide nanotubes for mimicking natural photosynthesis. Angew. Chem. Int. Ed. 51: 517-520.
107. Carny, O., Shalev, D.E., Gazit, E. (2006) Fabrication of coaxial metal nanocables using a selfassembled peptide nanotube scaffold. Nano Lett. 6: 1594-1597.
108. Kim, J.H., Lee, M., Lee, J.S., Park, C.B. (2012) Self-assembled light-harvesting peptide nanotubes for mimicking natural photosynthesis. Angew. Chem. Int. Ed. 51: 517-520.
109. Sopher, N.B., Abrams, Z.R., Reches, M., Gazit, E., Hanein, Y. (2007) Integrating peptide nanotubes in micro-fabrication processes. J. Micromech. Microeng. 17: 2360-2365.
110. Kim, S.-W., Han, T.H., Kim, J., Gwon, H., Moon, H.-S., Kang, S.-W., Kim, S.O., Kang, K. (2009) Fabrication and electrochemical characterization of TiO2 three-dimensional nanonetwork based on peptide assembly. ACS Nano 3: 1085-1090.
111. 2 nanoribbons templating diphenylalanine assembly. J. Mater. Chem. 19: 3512- 3516.
112. Han, T.H., Moon, H.S., Hwang, J.O., Seok, S.I., Im, S.H., Kim, S.O. (2010) Peptide-templating dye-sensitized solar cells. Nanotechnology 21: 185601.