Skip to main content
Log in

Light-triggered conversion of non-ionic into ionic surfactants: towards chameleon detergents for 2-D gel electrophoresis

  • Communication
  • Published:
Photochemical & Photobiological Sciences Aims and scope Submit manuscript

Abstract

Caged non-ionic detergents, comprised of polar oligo(ethylene glycol) and non-polar alkyl chains joined by a photocleavable ortho-nitrobenzyl sulfonate linker have been synthesized and characterized. The light-triggered transformation of such chameleon surfactant from a charge-neutral into a charged form offers great potential to improve 2-D gel electrophoretic separation of complex protein mixtures.

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.

Notes and references

  1. Phototriggers, Photoswitches, and Caged Biomolecules, in Dynamic Studies in Biology, ed. M. Goeldner and R. Givens, Wiley-VCH Verlag GmbH, Weinheim, 2005.

    Google Scholar 

  2. M. Pirrung, J. Read, S. P. A. Fodor and L. Stryer, Large-scale photolithographic solid-phase synthesis of polypeptides and receptor binding screening thereof, US Patent 5,143,854, 1992.

    Google Scholar 

  3. H. Ito, C. G. Wilson and J. M. J. Fréchet, Positive and negative working resist compositions with acid-generating photoinitiator and polymer with acid-labile groups pendant from polymer backbone, US Patent 4,491,628, 1985.

    Google Scholar 

  4. J. E. T. Corrie, Phototriggers, Photoswitches, and Caged Biomolecules, in Dynamic Studies in Biology, ed. M. Goeldner and R. Givens, Wiley-VCH Verlag GmbH, Weinheim, 2005, 1–28.

    Google Scholar 

  5. D. H. Rich and S. K. Gurwara, Preparation of a new o-nitrobenzyl resin for solid-phase synthesis of tert-butyloxycarbonyl-protected peptide acids, J. Am. Chem. Soc., 1975, 97, 1575–1579.

    Article  CAS  Google Scholar 

  6. G. Han, C.-C. You, B. J. Kim, R. S. Turingan, N. S. Forbes, C. J. Martin and V. M. Rotello, Light-regulated release of DNA and its delivery to nuclei by means of photolabile gold nanoparticles, Angew. Chem., Int. Ed., 2006, 45, 3165–3169.

    Article  CAS  Google Scholar 

  7. S. Abbruzzetti, S. Sottini, C. Viappiani, J. E. T. Corrie, Kinetics of proton release after flash photolysis of 1-(2-nitrophenyl)ethyl sulfate (caged sulfate) in aqueous solution, J. Am. Chem. Soc., 2005, 127, 9865–9874.

    Article  CAS  Google Scholar 

  8. K. N. Plunkett, A. Mohraz, R. T. Haasch, J. A. Lewis and J. S. Moore, Light-regulated electrostatic interactions in colloidal suspensions, J. Am. Chem. Soc., 2005, 127, 14574–14575.

    Article  CAS  Google Scholar 

  9. C. J. Bosques and B. Imperiali, Photolytic control of peptide self-assembly, J. Am. Chem. Soc., 2003, 125, 7530–7531.

    Article  CAS  Google Scholar 

  10. L. A. Haines, K. Raagopal, B. Ozbas, D. A. Salick, D. J. Pochan and J. P. Schneider, Light-activated hydrogel formation via the triggered folding and self-assembly of a designed peptide, J. Am. Chem. Soc., 2005, 127, 17025–17029.

    Article  CAS  Google Scholar 

  11. D. Jiang, H. W. Jarrett and W. E. Haskins, Methods for proteomic analysis of transcription factors, J. Chromatogr., A, 2009, 1216, 6881–6889.

    Article  CAS  Google Scholar 

  12. R. J. Braun, N. Kinkl, M. Beer and M. Ueffing, Two-dimensional electrophoresis of membrane proteins, Anal. Bioanal. Chem., 2007, 389, 1033–1045.

    Article  CAS  Google Scholar 

  13. R. P. Zahedi, J. Moebius and A. Sickmann, Two-dimensional BAC/SDS-PAGE for membrane proteomics, Subcell. Biochem., 2007, 43, 13–20.

    Article  Google Scholar 

  14. T. Rabilloud, Membrane proteins and proteomics: love is possible, but so difficult, Electrophoresis, 2009, 30(S1), S174–80.

    Article  Google Scholar 

  15. P. H. O’Farrell, High resolution two-dimensional electrophoresis of proteins, J. Biol. Chem., 1975, 250, 4007–4021.

    Article  Google Scholar 

  16. J. Klose, Protein mapping by combined isoelectric focusing and electrophoresis of mouse tissues. A novel approach to testing for induced point mutations in mammals, Humangenetik, 1975, 26, 231–243.

    CAS  PubMed  Google Scholar 

  17. B. R. Herbert, J.-C. Sanchez and L. Bini, In Proteome Research: New Frontiers in Functional Genomics, ed. M. R. Wilkins, K. L. Williams, R. D. Appel and D. F. Hochstrasser, Springer-Verlag, Berlin, 1997, 13–34.

  18. A. Görg, C. Obermaier, G. Boguth, A. Harder, B. Scheibe, R. Wildgruber and W. Weiss, The current state of two-dimensional electrophoresis with immobilized pH gradients, Electrophoresis, 2000, 21, 1037–1053.

    Article  Google Scholar 

  19. V. Santoni, M. Molloy and T. Rabilloud, Membrane proteins and proteomics: un amour impossible?, Electrophoresis, 2000, 21, 1054–1070.

    Article  CAS  Google Scholar 

  20. T. Rabilloud, M. Chevallet, S. Luche and C. Lelong, Two-dimensional gel electrophoresis in proteomics: Past, present and future, J. Proteomics, 2010, 73, 2064–2077.

    Article  CAS  Google Scholar 

  21. W. P. Blackstock and M. P. Weir, Proteomics: quantitative and physical mapping of cellular proteins, Trends Biotechnol., 1999, 17, 121–127.

    Article  CAS  Google Scholar 

  22. R. D. Smith, Probing proteomes–seeing the whole picture?, Nat. Biotechnol., 2000, 18, 1041–1042.

    Article  CAS  Google Scholar 

  23. The Structure of Biological Membranes, ed. P. Yeagle, CRC Press, Boca Raton, Florida, 2005.

    Google Scholar 

  24. For comparison, the CMC of the sodium salt of 8 at 40 °C has been reported to be 9.7 mM in: D. Myers, Surfactant Science and Technology, Wiley&Sons, Inc., Hoboken, New Jersey, 1992, p 110.

    Google Scholar 

  25. N. Alessandri-Haber, J. J. Yeh, A. E. Boyd, C. A. Parada, X. Chen, D. B. Reichling and J. D. Levine, Hypotonicity induces TRPV4-mediated nociception in rat, Neuron, 2003, 39, 497–511.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Stefan Hecht or Ferdinand Hucho.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Bogen, O., Milosevic, P., Daroszi, H. et al. Light-triggered conversion of non-ionic into ionic surfactants: towards chameleon detergents for 2-D gel electrophoresis. Photochem Photobiol Sci 11, 497–499 (2012). https://doi.org/10.1039/c1pp05316g

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1039/c1pp05316g

Navigation