Free-floating ultrathin two-dimensional crystals from sequence-specific peptoid polymers

Nature Materials

Volumn 9, Issue 5, 2010, Pages 454-460

  Nam, Ki Tae ^a   Shelby, Sarah A ^a   Choi, Philip H ^a   Marciel, Amanda B ^a   Chen, Ritchie ^a   Tan, Li ^a   Chu, Tammy K ^a   Mesch, Ryan A ^a   Lee, Byoung Chul ^a   Connolly, Michael D ^a   Kisielowski, Christian ^a   Zuckermann, Ronald N ^a  

^a LAWRENCE BERKELEY NATIONAL LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; AROMATIC POLYMERS; BIOCOMPATIBILITY; BIOMIMETICS; BIOSYNTHESIS; HIGH RESOLUTION TRANSMISSION ELECTRON MICROSCOPY; PROTEINS; SELF ASSEMBLY; SOLUTIONS; TRANSMISSION ELECTRON MICROSCOPY;

ABERRATION-CORRECTED; AROMATIC INTERACTIONS; BIOMIMETIC APPROACHES; DIRECT VISUALIZATION; ELECTROSTATIC RECOGNITION; SPECIFIC SEQUENCES; TWO DIMENSIONAL (2 D); TWO-DIMENSIONAL CRYSTALS;

FUNCTIONAL POLYMERS;

BUFFER; DRUG DERIVATIVE; GLYCINE; LIGAND; NANOMATERIAL; PEPTOID; POLYMER; WATER;

AMINO ACID SEQUENCE; ARTICLE; BIOMIMETICS; CHEMICAL MODEL; CHEMISTRY; CRYSTALLIZATION; FOURIER ANALYSIS; PROTEIN BINDING; PROTEIN SECONDARY STRUCTURE; SEQUENCE HOMOLOGY; STATIC ELECTRICITY; SYNTHESIS; ULTRASTRUCTURE;

AMINO ACID SEQUENCE; BIOMIMETICS; BUFFERS; CRYSTALLIZATION; FOURIER ANALYSIS; GLYCINE; LIGANDS; MODELS, CHEMICAL; NANOSTRUCTURES; PEPTOIDS; POLYMERS; PROTEIN BINDING; PROTEIN STRUCTURE, SECONDARY; SEQUENCE HOMOLOGY, AMINO ACID; STATIC ELECTRICITY; WATER;

EID: 77951622548     PISSN: 14761122     EISSN: 14764660     Source Type: Journal    
DOI: 10.1038/nmat2742     Document Type: Article

References (42)

1. Cornelissen, J. J. L. M., Rowan, A. E., Nolte, R. J. M. & Sommerdijk, N. A. J. M. Chiral architectures from macromolecular building blocks. Chem. Rev. 101, 4039-4070 (2001).
2. Fredrickson, G. H. & Bates, F. S. Dynamics of block copolymers: Theory and experiment. Annu. Rev. Mater. Sci. 26, 501-550 (1996).
3. Lin, Y., Skaff, H., Emrick, T., Dinsmore, A. D. & Russell, T. P. Nanoparticle assembly and transport at liquid-liquid interfaces. Science 299, 226-229 (2003).
4. Percec, V. et al. Poly(oxazolines)s with tapered minidendritic side groups the simplest cylindrical models to investigate the formation of two-dimensional and three-dimensional order by direct visualization. Biomacromolecules 2, 706-728 (2001).
5. Ulman, A. Formation and structure of self-assembled monolayers. Chem. Rev. 96, 1533-1554 (1996).
6. Sakamoto, J., van Heijst, J., Lukin, O. & Schlüter, A. D. Two-dimensional polymers: Just a dream of synthetic chemists? Angew. Chem. Int. Ed. 48, 1030-1069 (2009).
7. Dikin, D. A. et al. Preparation and characterization of graphene oxide paper. Nature 448, 457-460 (2007).
8. Zhang, S. G., Holmes, T., Lockshin, C. & Rich, A. Spontaneous assembly of a self-complementary oligopeptide to form a stable macroscopic membrane. Proc. Natl Acad. Sci. USA 90, 3334-3338 (1993).
9. Tang, Z. Y., Zhang, Z. L., Wang, Y., Glotzer, S. C. & Kotov, N. A. Self-assembly of CdTe nanocrystals into free-floating sheets. Science 314, 274-278 (2006).
10. Gast, A. P., Vinson, P. K. & Coganfarinas, K. A. An intriguing morphology in crystallizable block copolymers. Macromolecules 26, 1774-1776 (1993).
11. Keith, H. D., Giannoni, G. & Padden, F. J. Single crystals of poly(L-glutamic acid). Biopolymers 7, 775-792 (1969).
12. Keller, A. A note on single crystals in polymers\evidence for a folded chain configuration. Phil. Mag. 2, 1171-1175 (1957).
13. Bassett, D. C. Principles of Polymers Morphology (Cambridge Univ. Press, 1981)
14. Geil, P. H. Polymer Single Crystal (Wiley, 1963).
15. Nakamura, J. & Kawaguchi, A. In situ observations of annealing behaviour of polyethylene single crystals on various substrates by AFM. Macromolecules 37, 3725-3734 (2004).
16. Brack, A. & Orgel, L. E. Beta-structures of alternating polypeptides and their possible prebiotic significance. Nature 256, 383-387 (1975).
17. Zhang, S. G. Fabrication of novel biomaterials through molecular self-assembly. Nature Biotech. 21, 1171-1178 (2003).
18. Aggeli, A. et al. Hierarchical self-assembly of chiral rod-like molecules as a model for peptide beta-sheet tapes, ribbons, fibrils, and fibers. Proc. Natl Acad. Sci. USA 98, 11857-11862 (2001).
19. Krejchi, M. T. et al. Chemical sequence control of beta-sheet assembly in macromolecular crystals of periodic polypeptides. Science 265, 1427-1432 (1994).
20. 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. USA 99, 5355-5360 (2002). (Pubitemid 34411552)
21. Simon, R. J. et al. Peptoids\a modular approach to drug discovery. Proc. Natl Acad. Sci. USA 89, 9367-9371 (1992).
22. Barron, A. E. & Zuckermann, R. N. Bioinspired polymeric materials: In-between proteins and plastics. Curr. Opin. Chem. Biol. 3, 681-687 (1999).
23. Murphy, J. E. et al. A combinatorial approach to the discovery of efficient cationic peptoid reagents for gene delivery. Proc. Natl Acad. Sci. USA 95, 1517-1522 (1998).
24. Kirshenbaum, K. et al. Sequence-specific polypeptoids: A diverse family of heteropolymers with stable secondary structure. Proc. Natl Acad. Sci. USA 95, 4303-4308 (1998).
25. Lee, B. C., Chu, T. K., Dill, K. A. & Zuckermann, R. N. Biomimetic nanostructures: Creating a high-affinity zinc-binding site in a folded nonbiological polymer. J. Am. Chem. Soc. 130, 8847-8855 (2008).
26. Zuckermann, R. N., Kerr, J. M., Kent, S. B. H. & Moos, W. H. Efficient method for the preparation ofpeptoids [oligo(N-substituted glycines)]bysubmonomer solid-phase synthesis. J. Am. Chem. Soc. 114, 10646-10647 (1992).
27. Dill, K. A. Dominant forces in protein folding. Biochemistry 29, 7133-7155 (1990).
28. Xiong, H. Y., Buckwalter, B. L., Shieh, H. M. & Hecht, M. H. Periodicity of polar and nonpolar amino-acids is the major determinant of secondary structure in self-assembling oligomeric peptides. Proc. Natl Acad. Sci. USA 92, 6349-6353 (1995).
29. Minor, D. L. & Kim, P. S. Context is a major determinant of beta-sheet propensity. Nature 371, 264-267 (1994).
30. Decher, G. Fuzzy nanoassemblies: Toward layered polymeric multicomposites. Science 277, 1232-1237 (1997)
31. Hammond, P. T. Form and function in multilayer assembly: New applications at the nanoscale. Adv. Mater. 16, 1271-1293 (2004).
32. Kaler, E. W., Herrington, K. L., Murthy, A. K. & Zasadzinski, J. A. N. Phase-behavior and structures of mixtures of anionic and cationic surfactants. J. Phys. Chem. 96, 6698-6707 (1992).
33. Radler, J. O., Koltover, I., Salditt, T. & Safinya, C. R. Structure of DNA-cationic liposome complexes: DNA intercalation in multilamellar membranes in distinct interhelical packing regimes. Science 275, 810-814 (1997).
34. Hong, Y. S., Legge, R. L., Zhang, S. & Chen, P. Effect of amino acid sequence and pH on nanofiber formation of self-assembling peptides EAK16-II and EAK16-IV. Biomacromolecules 4, 1433-1442 (2003).
35. Oda, R., Huc, I., Schmutz, M., Candau, S. J. & MacKintosh, F. C. Tuning bilayer twist using chiral counterions. Nature 399, 566-569 (1999).
36. Hunter, C. A., Lawson, K. R., Perkins, J. & Urch, C. J. Aromatic interactions. J. Chem. Soc. Perkin Trans. 2, 651-669 (2001).
37. Pedersen, J. S. Form factors of block copolymer micelles with spherical, ellipsoidal and cylindrical cores. J. Appl. Cryst. 33, 637-640 (2000).
38. Kisielowski, C. et al. Detection of single atoms and buried defects in three dimensions by aberration-corrected electron microscope with 0.5-angstrom information limit. Microsc. Microanal. 14, 469-477 (2008).
39. Sui, Q., Borchardt, D. & Rabenstein, D. L. Kinetics and equilibria of cis/trans isomerization of backbone amide bonds in peptoids. J. Am. Chem. Soc. 129, 12042-12048 (2007).
40. Glaeser, R. in Physical Aspects of Electron Microscopy and Microbeam Analysis (eds Siegel, B. M. & Beaman, D. R.) Ch. 12 (Wiley, 1975).
41. Carullaa, N. et al. Experimental characterization of disordered and ordered aggregates populated during the process of amyloid fibril formation. Proc. Natl Acad. Sci. USA 106, 7828-7833 (2009).
42. Giebel, L. B. et al. Screening of cyclic peptide phage libraries identifies ligands that bind streptavidin with high affinities. Biochemistry 34, 15430-15435 (1995).