Skip to main content

Photoimmobilization of Saccharides

Part of the Methods in Molecular Biology book series (MIMB,volume 808)

Abstract

Interest in understanding the biological information content of carbohydrates has led to the development of a variety of methodologies for preparing carbohydrate microarrays. A key challenge is to find a general method to make carbohydrate molecules adhere to a solid chip in a stable manner while preserving the biorecognition properties present when in their native biological environment. The complexity of carbohydrates makes chemical modification prior to surface deposition rigorous when large libraries of surface-immobilized sugars are desired. In this report, we review a versatile photochemical method to carbohydrate immobilization that does not require premodification of the carbohydrate. The method utilizes surfaces modified with photoactive carbonyls that can insert into C–H bonds upon photoexcitation.

Key words

  • Anthrose
  • Bacillus anthracis
  • Carbohydrates
  • Glycans
  • Glycoepitopes
  • Microarrays
  • Oligosaccharides
  • Photocoupling
  • Phthalimide
  • Saccharides
  • Self-assembled monolayer

This is a preview of subscription content, access via your institution.

Buying options

Protocol
USD   49.95
Price excludes VAT (USA)
  • DOI: 10.1007/978-1-61779-373-8_26
  • Chapter length: 8 pages
  • Instant PDF download
  • Readable on all devices
  • Own it forever
  • Exclusive offer for individuals only
  • Tax calculation will be finalised during checkout
eBook
USD   109.00
Price excludes VAT (USA)
  • ISBN: 978-1-61779-373-8
  • Instant PDF download
  • Readable on all devices
  • Own it forever
  • Exclusive offer for individuals only
  • Tax calculation will be finalised during checkout
Softcover Book
USD   139.99
Price excludes VAT (USA)
Hardcover Book
USD   199.99
Price excludes VAT (USA)
Fig. 1.
Fig. 2.
Fig. 3.

Springer Nature is developing a new tool to find and evaluate Protocols. Learn more

References

  1. Wang, D. (2006) Carbohydrate Antigens. In: Meyers, R.A. (ed.) Encyclopedia of Molecular Cell Biology and Molecular Medicine, 2nd Ed. Wiley-VCH, Weinheim.

    Google Scholar 

  2. Carroll, G. T.; Wang, D.; Turro, N. J.; Koberstein, J. T. (2009) Photogeneration of Carbohydrate Microarrays. In: Dill, K.; Liu, R.H.; and Grodzinsky, P. (ed.) Microarrays: Preparation, Detection Methods, Microfluidics, Data Analysis and Applications. Springer, New York.

    Google Scholar 

  3. Wang, D. (2003) Carbohydrate Microarrays. Proteomics 3, 2167–2175.

    PubMed  CrossRef  CAS  Google Scholar 

  4. Carroll, G.; Wang, D.; Turro, N.; Koberstein, J. (2008) Photons to illuminate the universe of sugar diversity through bioarrays. Glycoconj. J. 25, 5–10.

    PubMed  CrossRef  CAS  Google Scholar 

  5. Zhou, X.; Carroll, G. T.; Turchi, C.; Wang, D. (2008) Carbohyrate Microarrays as Essential Tools of Post-genomic Medicine. In: Garg, H.G.; Cowman, M.K.; and Hales, C.A. (ed.) Carbohydrate Chemistry, Biology and Medical Applications. Elsevier.

    Google Scholar 

  6. Wang, D.; Liu, S.; Trummer, B. J.; Deng, C.; Wang, A. (2002) Carbohydrate microarrays for the recognition of cross-reactive molecular markers of microbes and host cells. Nat. Biotechnol. 20, 275–281.

    PubMed  CrossRef  CAS  Google Scholar 

  7. Carroll, G. T.; Wang, D.; Turro, N. J.; Koberstein, J. T. (2006) Photochemical micropatterning of carbohydrates on a surface. Langmuir 22, 2899–2905.

    PubMed  CrossRef  CAS  Google Scholar 

  8. Angeloni, S.; Ridet, J. L.; Kusy, N.; Gao, H.; Crevoisier, F.; Guinchard, S.; Kochhar, S.; Sigrist, H.; Sprenger, N. (2005) Glycoprofiling with micro-arrays of glycoconjugates and lectins. Glycobiology 15, 31–41.

    PubMed  CrossRef  CAS  Google Scholar 

  9. Wang, D.; Carroll, G. T.; Turro, N. J.; Koberstein, J. T.; Kovac, P.; Saksena, R.; Adamo, R.; Herzenberg, L. A.; Herzenberg, L. A.; Steinman, L. (2007) Photogenerated glycan arrays identify immunogenic sugar moieties of Bacillus anthracis exosporium. Proteomics 7, 180–184.

    PubMed  CrossRef  Google Scholar 

  10. Liu, L. H.; Dietsch, H.; Schurtenberger, P.; Yan, M. D. (2009) Photoinitiated Coupling of Unmodified Monosaccharides to Iron Oxide Nanoparticles for Sensing Proteins and Bacteria. Bioconjugate Chem. 20, 1349–1355.

    CrossRef  CAS  Google Scholar 

  11. Wang, D.; Lu, J. (2004) Glycan arrays lead to the discovery of autoimmunogenic activity of SARS-CoV. Physiol. Genomics 18, 245–248.

    PubMed  CrossRef  CAS  Google Scholar 

  12. Turro, N. J. (1991) Modern Molecular Photochemistry. University Science Books, Sausalito, CA.

    Google Scholar 

Download references

Acknowledgments

We are grateful to Drs. Nicholas J. Turro and Jeffrey T. Koberstein of Columbia University for their contribution to the joint development of photogenerated glycan arrays. This work is currently supported by NIH grant U01CA128416 to D. Wang.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Gregory T. Carroll .

Editor information

Editors and Affiliations

Rights and permissions

Reprints and Permissions

Copyright information

© 2012 Springer Science+Business Media, LLC

About this protocol

Cite this protocol

Carroll, G.T., Wang, D. (2012). Photoimmobilization of Saccharides. In: Chevolot, Y. (eds) Carbohydrate Microarrays. Methods in Molecular Biology, vol 808. Humana Press. https://doi.org/10.1007/978-1-61779-373-8_26

Download citation

  • DOI: https://doi.org/10.1007/978-1-61779-373-8_26

  • Published:

  • Publisher Name: Humana Press

  • Print ISBN: 978-1-61779-372-1

  • Online ISBN: 978-1-61779-373-8

  • eBook Packages: Springer Protocols