Hostname: page-component-78c5997874-fbnjt Total loading time: 0 Render date: 2024-11-04T00:11:33.861Z Has data issue: false hasContentIssue false

Self-Assembly of Tyrocidines in Nanotubular Structures

Published online by Cambridge University Press:  15 February 2011

M. Thies
Affiliation:
Biotechnology & Physical Chemistry, Mirkische Fachhochschule, Iserlohn, D-58644 Germany, [email protected]
H. H. Paradies
Affiliation:
Biotechnology & Physical Chemistry, Mirkische Fachhochschule, Iserlohn, D-58644 Germany, [email protected] University of Paderbom, Fachbereich Chemie & Chemietechnik, Paderborn, D-33095, Germany.
Get access

Abstract

Hollow tubular structures of tyrocidines, a cyclic decapeptide with two amino acids residues in the D-configuration and eight in the L-configuration, were formed in acid aqueous solutions in the presence of ethanol (20°C). Discrete nanotubes can be produced under controlled conditions, e.g. the amount of water added, or in the presence of protons from ethanol-water solutions (45/55 %v/v). These cyclic oligopeptides crystallize into tubular structures hundreds of nanometer long with an internal diameter of 9.0 Å and outer diameter of 35 Å. Support for the proposed tubular structure is provided by electronmicroscopy, SAXS and Fourier-transform infrared spectroscopy. These structures are open-ended, having a uniform shape and constant internal diameter.

Type
Research Article
Copyright
Copyright © Materials Research Society 1998

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

[1] Iijima, S., Nature, 354, 55, (1991).Google Scholar
[2] a.) Clark, T. D., Ghadiri, M.R., J. Amer. Chem. Soc., 117, 12364, (1995); b.) M.R. Ghadiri et al., Nature, 366, 324, (1993).Google Scholar
[3] Ebbesen, T.W., Alayan, P.M., Nature, 358, 220, (1992).Google Scholar
[4] Crooke, S.T., Lebleu, B., Antisense Research and Applications, CRC Press Inc., 149187, (1993); A.R. Thierry, A. Raman, A. Dritschilo, in Gene Regulation: Biology of Antisense RNA and DNA, R. P. Erickson, J.G. Izant, eds., 147, Raven Press, N.Y., (1992); P.L. Feigner, G.M. Ringold, Nature, 337, 387, (1989); M.Y. Chiang et al., J. Biol. Chem., 266, 18162, (1991); C.F. Bennett et al., Biochem. Pharmacol., 41, 1023, (1992); B. Oberhauser, E. Wagner, Nucleic Acids Res., 20, 533, (1992).Google Scholar
[5] Whitesides, G.M. et al., Acc. Chem. Res., 28, 3744, (1995); M.R. Ghadiri et al., Adv. Mater., 7, 675, (1995); J.R. Granja, M.R.Ghadiri, J. Amer. Chem. Soc., 116, 10785, (1994); M.R. Ghadiri, J.R. Granja, L. Buehler, Nature, 369, 301, (1994). N. Khazanovich et al., J. Amer. Chem. Soc., 116, 6011, (1994).Google Scholar
[6] lzumija, N. et al., in Synthetic Aspects of Biologically Active Cyclic Peptides-Gramicidin S and Tyrocidines-. A Halsted Press Book, Kodansha Ltd, John Wiley & Sons, N.Y. (1979); H. Ristow et al., Nature, 280, 165, (1979); H. Ristow et al., Eur. J. Biochem., 129, 395, (1982); W. Pshom et al., Eur. J. Biochem., 395, 403, (1982); W. Danders et al., Antimicrob. Ag. Chemother., 22, 785, (1982); E. Katz, A.L., Lemain, Bacteriol. Rev., 41, 499474, (1977).Google Scholar
[7] H.H. Paradies, US-Patent # 4, 874,850, (1989); Paradies, H.H., Schroer, U., Pharm. Ind., 12, 1387, (1989).Google Scholar
[8] Paradies, H.H., J. Pharm. Sci., 8, 230, (1989).Google Scholar
[9] Paradies, H.H., J. Biol. Chem., 254, 7495, (1979).Google Scholar
[10] Paradies, H.H., J.Phys.Chem., 84, 599, (1989); H.H. Paradies, M. Thies, Bunsen Ges. Phys.Chem., 98, 715, (1994).Google Scholar
[11] Porod, G., Kolloid-Zeitschrift, 15, 84, (1951).Google Scholar
[12] Paradies, H. H. et al., submitted to J. Phys. Chem.(1997).Google Scholar
[13] Krimm, S., Bandekar, J., in Advances in Protein Chemistry (eds. Anfinsen, C.B., Edsall, J.T., Richards, F.M.), 181364, Academic, Orlando, (1986).Google Scholar
[14] Langs, D.A., Science, 241, 188, (1988); B.A.Wallace, K. Ravikunar, Science, 241, 182, (1988).Google Scholar
[15] Naik, V. M., Krimm, S., Biophys. J., 49, 1147, (1986).Google Scholar
[16] Urry, D.W. et al., Antimicrob. Agents Chemother., 87, (1968).Google Scholar
[17] Stem, A. et al., J. Amer. Chem. Soc., 91, 2794, (1996); H. H. Paradies, Biochem. Biophys. Comm., 88, 810, (1979).Google Scholar
[18] Paradies, H.H., J.Phys.Chem., 90, (1986); M. Thies, H.H.Paradies, S. F. Clancy, Mat. Res. Soc. Symp., Vol.463, 115, (1997); H. H. Paradies, Medicinale, 14, 1–13, (1984).Google Scholar