Coassembly of aromatic dipeptides into biomolecular necklaces

ACS Nano

Volumn 6, Issue 11, 2012, Pages 9559-9566

  Yuran, Sivan ^a   Razvag, Yair ^a   Reches, Meital ^a  

^a HEBREW UNIVERSITY OF JERUSALEM   (Israel)

Author keywords

aromatic interactions; diphenylalanine; molecular recognition; peptides; self assembly

Indexed keywords

AROMATIC INTERACTIONS; BEADED STRING; BIO-MOLECULAR; CO-ASSEMBLE; COUNTERION CONDENSATION; DI-PEPTIDES; DICARBONATE; DIPHENYLALANINE; FORCE MICROSCOPY; MECHANISM OF FORMATION; NECKLACE MODEL; POLYELECTROLYTE CHAIN; SELF-ASSEMBLE; SELF-ASSEMBLED; SPHERICAL ASSEMBLY; TUBULAR STRUCTURES;

AROMATIC COMPOUNDS; AROMATIZATION; MOLECULAR RECOGNITION; POLYELECTROLYTES; SCANNING TUNNELING MICROSCOPY; SELF ASSEMBLY;

PEPTIDES;

AROMATIC HYDROCARBON; BIOPOLYMER; DIPEPTIDE;

ARTICLE; CHEMISTRY; CRYSTALLIZATION; MATERIALS TESTING; METHODOLOGY; PARTICLE SIZE;

BIOPOLYMERS; CRYSTALLIZATION; DIPEPTIDES; HYDROCARBONS, AROMATIC; MATERIALS TESTING; PARTICLE SIZE;

EID: 84870416506     PISSN: 19360851     EISSN: 1936086X     Source Type: Journal    
DOI: 10.1021/nn302983e     Document Type: Article

References (37)

1. Dietz, H.; Douglas, S. M.; Shih, W. M. Folding DNA into Twisted and Curved Nanoscale Shapes Science 2009, 325, 725-730
2. Douglas, S. M.; Dietz, H.; Liedl, T.; Hogberg, B.; Graf, F.; Shih, W. M. Self-Assembly of DNA into Nanoscale Three-Dimensional Shapes Nature 2009, 459, 414-418
3. Andersen, E. S.; Dong, M.; Nielsen, M. M.; Jahn, K.; Subramani, R.; Mamdouh, W.; Golas, M. M.; Sander, B.; Stark, H.; Oliveira, C. L. P. et al. Self-Assembly of a Nanoscale DNA Box with a Controllable Lid Nature 2009, 459, 73-U75
4. Willner, I.; Willner, B. Biomolecule-Based Nanomaterials and Nanostructures Nano Lett. 2010, 10, 3805-3815
5. Liu, W. Y.; Zhong, H.; Wang, R. S.; Seeman, N. C. Crystalline Two-Dimensional DNA-Origami Arrays Angew. Chem., Int. Ed. 2011, 50, 264-267
6. Zhang, S. G. Fabrication of Novel Biomaterials through Molecular Self-Assembly Nat. Biotechnol. 2003, 21, 1171-1178
7. Schnur, J. M. Lipid Tubules-A Paradigm for Molecularly Engineered Structures Science 1993, 262, 1669-1676
8. Rajagopal, K.; Schneider, J. P. Self-Assembling Peptides and Proteins for Nanotechnological Applications Curr. Opin. Struct. Biol. 2004, 14, 480-486
9. Ulijn, R. V.; Smith, A. M. Designing Peptide Based Nanomaterials Chem. Soc. Rev. 2008, 37, 664-675
10. Hartgerink, J. D.; Beniash, E.; Stupp, S. I. Self-Assembly and Mineralization of Peptide-Amphiphile Nanofibers Science 2001, 294, 1684-1688
11. Bong, D. T.; Clark, T. D.; Granja, J. R.; Ghadiri, M. R. Self-Assembling Organic Nanotubes Angew. Chem., Int. Ed. 2001, 40, 988-1011
12. Aggeli, A.; Bell, M.; Boden, N.; Keen, J. N.; Knowles, P. F.; McLeish, T. C. B.; Pitkeathly, M.; Radford, S. E. Responsive Gels Formed by the Spontaneous Self-Assembly of Peptides into Polymeric β -Sheet Tapes Nature 1997, 386, 259-262
13. Aggeli, A.; Nyrkova, I. A.; Bell, M.; Harding, R.; Carrick, L.; McLeish, T. C. B.; Semenov, A. N.; Boden, N. Hierarchical Self-Assembly of Chiral Rod-like Molecules as a Model for Peptide β -Sheet Tapes, Ribbons, Fibrils, and Fibers Proc. Natl. Acad. Sci. U.S.A. 2001, 98, 11857-11862
14. Matsui, H.; Gologan, B. Crystalline Glycylglycine Bolaamphiphile Tubules and Their pH-Sensitive Structural Transformation J. Phys. Chem. B 2000, 104, 3383-3386
15. Vauthey, S.; Santoso, S.; Gong, H. Y.; Watson, N.; Zhang, S. G. Molecular Self-Assembly of Surfactant-like Peptides to Form Nanotubes and Nanovesicles Proc. Natl. Acad. Sci. U.S.A. 2002, 99, 5355-5360
16. Holmes, T. C.; de Lacalle, S.; Su, X.; Liu, G. S.; Rich, A.; Zhang, S. G. Extensive Neurite Outgrowth and Active Synapse Formation on Self-Assembling Peptide Scaffolds Proc. Natl. Acad. Sci. U.S.A. 2000, 97, 6728-6733
17. Childers, W. S.; Mehta, A. K.; Ni, R.; Taylor, J. V.; Lynn, D. G. Peptides Organized as Bilayer Membranes Angew. Chem., Int. Ed. 2010, 49, 4104-4107
18. Bowerman, C. J.; Nilsson, B. L. A Reductive Trigger for Peptide Self-Assembly and Hydrogelation J. Am. Chem. Soc. 2010, 132, 9526-9527
19. Lamm, M. S.; Rajagopal, K.; Schneider, J. P.; Pochan, D. J. Laminated Morphology of Nontwisting β -Sheet Fibrils Constructed via Peptide Self-Assembly J. Am. Chem. Soc. 2005, 127, 16692-16700
20. Reches, M.; Gazit, E. Casting Metal Nanowires within Discrete Self-Assembled Peptide Nanotubes Science 2003, 300, 625-627
21. Reches, M.; Gazit, E. Formation of Closed-Cage Nanostructures by Self-Assembly of Aromatic Dipeptides Nano Lett. 2004, 4, 581-585
22. Mahler, A.; Reches, M.; Rechter, M.; Cohen, S.; Gazit, E. Rigid, Self-Assembled Hydrogel Composed of a Modified Aromatic Dipeptide Adv. Mater. 2006, 18, 1365-1370
23. Reches, M.; Gazit, E. Molecular Self-Assembly of Peptide Nanostructures: Mechanism of Association and Potential Uses Curr. Nanosci. 2006, 2, 105-111
24. Zhang, Y.; Kuang, Y.; Gao, Y.; Xu, B. Versatile Small-Molecule Motifs for Self-Assembly in Water and the Formation of Biofunctional Supramolecular Hydrogels Langmuir 2011, 27, 529-537
25. Park, J.; Kahng, B.; Kamm, R. D.; Hwang, W. Atomistic Simulation Approach to a Continuum Description of Self-Assembled β -Sheet Filaments Biophys. J. 2006, 90, 2510-2524
26. Smith, A. M.; Williams, R. J.; Tang, C.; Coppo, P.; Collins, R. F.; Turner, M. L.; Saiani, A.; Ulijn, R. V. Fmoc-Diphenylalanine Self Assembles to a Hydrogel via a Novel Architecture Based on π-π Interlocked β -Sheets Adv. Mater. 2008, 20, 37-41
27. Yan, X.; He, Q.; Wang, K.; Duan, L.; Cui, Y.; Li, J. Transition of Cationic Dipeptide Nanotubes into Vesicles and Oligonucleotide Delivery Angew. Chem., Int. Ed. 2007, 46, 2431-2434
28. Yan, X.; Cui, Y.; He, Q.; Wang, K.; Li, J.; Mu, W.; Wang, B.; Ou-yang, Z.-c. Reversible Transitions between Peptide Nanotubes and Vesicle-like Structures Including Theoretical Modeling Studies Chem.-Eur. J. 2008, 14, 5974-5980
29. Adler-Abramovich, L.; Kol, N.; Yanai, I.; Barlam, D.; Shneck, R. Z.; Gazit, E.; Rousso, I. Self-Assembled Organic Nanostructures with Metallic-like Stiffness Angew. Chem., Int. Ed. 2010, 49, 9939-9942
30. Adler-Abramovich, L.; Reches, M.; Sedman, V. L.; Allen, S.; Tendler, S. J. B.; Gazit, E. Thermal and Chemical Stability of Diphenylalanine Peptide Nanotubes: Implications for Nanotechnological Applications Langmuir 2006, 22, 1313-1320
31. Haris, P. I.; Chapman, D. The Conformational Analysis of Peptides Using Fourier-Transform IR Spectroscopy Biopolymers 1995, 37, 251-263
32. Vass, E.; Hollosi, M.; Besson, F.; Buchet, R. Vibrational Spectroscopic Detection of β-and γ -Turns in Synthetic and Natural Peptides and Proteins Chem. Rev. 2003, 103, 1917-1954
33. Jeon, J.; Dobrynin, A. V. Necklace Globule and Counterion Condensation Macromolecules 2007, 40, 7695-7706
34. Dobrynin, A. V.; Rubinstein, M.; Obukhov, S. P. Cascade of Transitions of Polyelectrolytes in Poor Solvents Macromolecules 1996, 29, 2974-2979
35. Jeon, J.; Dobrynin, A. V. Molecular Dynamics Simulations of Polyelectrolyte-Polyampholyte Complexes. Effect of Solvent Quality and Salt Concentration J. Phys. Chem. B 2006, 110, 24652-24665
36. Dobrynin, A. V.; Rubinstein, M. Theory of Polyelectrolytes in Solutions and at Surfaces Prog. Polym. Sci. 2005, 30, 1049-1118
37. Nelea, V.; Kaartinen, M. T. Periodic Beaded-Filament Assembly of Fibronectin on Negatively Charged Surface J. Struct. Biol. 2010, 170, 50-59