Method for analysis of different oligosacchiride structures

J Fluoresc. 2012 Nov;22(6):1609-15. doi: 10.1007/s10895-012-1102-9. Epub 2012 Jul 24.

Abstract

In this study, an improved, rapid, high yield synthesis of N,N'-4,4'-bis(benzyl-2-boronic acid)-bipyridinium dibromide (o-BBV) is described. The obtained o-BVV is applied in a two-component saccharide sensing system (complex) where it serves as a fluorescence quencher and a saccharide receptor. This system was applied to different natural oligosaccharides isolated from molluscan Rapana venosa (RvH1-a) and arthropodan Carcinus aestuarii (CaeH) hemocyanins (Hcs) and cyclodextrins (CDs). The carbohydrate contents of both Hcs were calculated in our previous work to be 1,6 % and 7 % for CaeH and RvH1-a, respectively. We propose that the difference in fluorescence increase of the native CaeH and RvH1-a when titrating them with the complex is due to the fact that the carbohydrate content of CaeH is lower and the carbohydrate chains are buried in between the structural subunits of the native molecule, while the glycans of the functional unit RvH1-a are exposed on the surface of the molecule leading to a 4-fold fluorescence's intensity change.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Carbohydrate Sequence
  • Decapoda / chemistry
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry
  • Gastropoda / chemistry
  • Molecular Sequence Data
  • Oligosaccharides / chemistry*
  • Pyridinium Compounds / chemical synthesis
  • Pyridinium Compounds / chemistry
  • Spectrometry, Fluorescence / methods*

Substances

  • Fluorescent Dyes
  • Oligosaccharides
  • Pyridinium Compounds