Skip to main content
Log in

Second Harmonic Generation to Monitor the Interactions of the Antimicrobial Mycosubtilin with Membrane-Mimicking Interfacial Monolayers

BioNanoScience Aims and scope Submit manuscript

Abstract

Mycosubtilin is a strong antimicrobial agent belonging to the iturinic lipopeptide family which contains a single tyrosine residue. Its cell target has been shown to be the cytoplasmic membrane. This tyrosine residue has been previously shown to be essential for the biological activity of mycosubtilin. Since we have previously demonstrated that tyrosine, an aromatic amino acid, can be used as an endogenous probe for the frequency doubling process, the presence of a tyrosine residue in mycosubtilin allowed us to investigate the interactions of mycosubtilin with biomimetic lipid monolayers at the air–water interface by second harmonic generation (SHG). Mycosubtilin was added underneath dipalmitoylphosphatidylcholine or cholesterol monolayers at the air–water interface and significant increases in the surface pressure were observed in both cases. This observation demonstrates that mycosubtilin interacts with these biomimetic membranes. A light polarization resolved analysis of the SHG signals recovered for these two systems was then performed and confirmed that those interactions between the tyrosine residue in mycosubtilin and the membranes could be monitored by SHG. Furthermore, the differences exhibited by the nonlinear optical measurements for different membranes showed that these interactions depend on the nature of the biomimetic membrane present at the air–water interface.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  1. Shen, Y. R. (1986). Surface second harmonic generation: a new technique for surface studies. Annual Review of Material Science, 16, 69–86.

    Article  Google Scholar 

  2. Eisenthal, K. B. (1996). Liquid interfaces probed by second-harmonic and sum-frequency spectroscopy. Chemical Reviews, 96(4), 1343–1360.

    Article  Google Scholar 

  3. Duboisset, J., Matar, G., Russier-Antoine, I., Benichou, E., Bachelier, G., Jonin, C. H., Ficheux, D., Besson, F., Brevet, P. F. (2010). First hyperpolarizability of the natural aromatic amino acids tryptophan, tyrosine and phenylalanine and the tripeptide lysine–tryptophan–lysine determined by hyper Rayleigh scattering. The Journal of Physical Chemistry. B, 114(43), 13861–13865.

    Article  Google Scholar 

  4. Corn, R. M., & Higgins, D. A. (1994). Optical second harmonic generation as a probe of surface-chemistry. Chemical Reviews, 94(5), 107–125.

    Article  Google Scholar 

  5. Shen, Y. R. (1984). The principles of nonlinear optics. New York: Wiley.

    Google Scholar 

  6. Salafsky, J. S., & Cohen, B. (2008). A second-harmonic-active unnatural amino acid as a structural probe of biomolecules on surfaces. The Journal of Physical Chemistry. B, 112(47), 15103–15107.

    Article  Google Scholar 

  7. Mitchell, S. A. (2006). Origin of second harmonic generation optical activity of a tryptophan derivative at the air/water interface. Journal of Chemical Physics, 125(4), 44716.

    Article  Google Scholar 

  8. Matar, G., Duboisset, J., Benichou, E., Bachelier, G., Russier-Antoine, I., Jonin, C., Ficheux, D., Brevet, P. F., Besson, F. (2010). Second harmonic generation, a new approach for analyzing the interfacial properties of a tryptophan-rich peptide. Chemical Physics Letters, 500(1–3), 161–166.

    Article  Google Scholar 

  9. Peypoux, F., Pommier, M. T., Marion, D., Ptak, M., Das, B. C., Michel, G. (1986). Revised structure of mycosubtilin, a peptidolipid antibiotic from Bacillus subtilis. Journal of Antibiotics, 39(5), 636–641.

    Article  Google Scholar 

  10. Leclere, V., Bechet, M., Adam, A., Guez, J. S., Wathelet, M., Ongena, M., Thonart, P., Gancel, F., Chollet-Imbert, M., Jacques, P. (2005). Mycosubtilin overproduction by Bacillus subtilis BBG100 enhances the organism’s antagonistic and biocontrol activities. Applied and Environmental Microbiology, 71(8), 4577–4584.

    Article  Google Scholar 

  11. Ongena, M., & Jacques, P. (2008). Bacillus lipopeptides: versatile weapons for plant disease biocontrol. Trends in Microbiology, 16(3), 115–125.

    Article  Google Scholar 

  12. Besson, F., & Michel, G. (1989). Action of mycosubtilin, an antifungal antibiotic of Bacillus subtilis, on the cell membrane of Saccharomyces cerevisiae. Microbios, 59(239), 113–121.

    Google Scholar 

  13. Maget-Dana, R., & Ptak, M. (1990). Iturin lipopeptides: interactions of mycosubtilin with lipids in planar membranes and mixed monolayers. Biochimica et Biophysica Acta, 1023(1), 34–40.

    Article  Google Scholar 

  14. Nasir, M. N., & Besson, F. (2011). Specific interactions of mycosubtilin with cholesterol-containing artificial membranes. Langmuir, 27(17), 10785–10792.

    Article  Google Scholar 

  15. Nasir, M. N., Thawani, A., Kouzayha, A., Besson, F. (2010). Interactions of the natural antimicrobial mycosubtilin with phospholipid membrane models. Colloids Surface B, 78(1), 17–23.

    Article  Google Scholar 

  16. Besson, F., Peypoux, F., Michel, G., Delcambe, L. (1978). Identification of antibiotics of iturin group in various strains of Bacillus subtilis. Journal of Antibiotics, 31(4), 284–288.

    Article  Google Scholar 

  17. Martin-Gassin, G., Benichou, E., Bachelier, G., Russier-Antoine, I., Jonin, C. H., Brevet, P. F. (2008). Compression induced chirality in dense molecular films at the air–water interface probed by second harmonic generation. Journal of Physical Chemistry C, 112(10), 12958–12965.

    Article  Google Scholar 

  18. Rinuy, J., Brevet, P. F., Girault, H. H. (1999). Second harmonic generation of glucose oxidase at the air/water interface. Biophysical Journal, 77(6), 3350–3355.

    Article  Google Scholar 

  19. Benichou, E., Martin-Gassin, G., Derouet, A., Russier-Antoine, I., Bachelier, G., Jonin, C., Lascoux, N., Liu, M., Brevet, P. F. (2011). Chirality in molecular films at the air–water interface. SPIE Proceedings, 7935, 79350V–7935.

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Mehmet Nail Nasir.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Nasir, M.N., Benichou, E., Guez, J.S. et al. Second Harmonic Generation to Monitor the Interactions of the Antimicrobial Mycosubtilin with Membrane-Mimicking Interfacial Monolayers. BioNanoSci. 2, 108–112 (2012). https://doi.org/10.1007/s12668-012-0037-6

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12668-012-0037-6

Keywords

Navigation