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Method for Analysis of Different Oligosacchiride Structures

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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.

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Acknowledgments

This work was supported by a research grant by 330 the Bulgarian National Science Fund TK01-496/2009 and DFG-STE 1819/5-1/2012 (Germany). P. Dolashka and E. Kostadinova thank to German Academic Exchange Service (DAAD) for financing this study.

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Authors and Affiliations

  1. The Sofia University, Faculty of chemistry, 1 James Bourchier Blvd., 1164, Sofia, Bulgaria

    Elena Kostadinova, Stefka Kaloyanova, Todor Deligeorgiev & Ivan Petkov

  2. Institute of Organic Chemistry, Bulgarian Academy of Sciences, G. Bonchev 9, 1113, Sofia, Bulgaria

    Pavlina Dolashka & Ludmyla Velkova

  3. Interfacultary Institute of Biochemistry, University of Tubingen, Hoppe-Seyler-Strasse 4, 72076, Tubingen, Germany

    Wolfgang Voelter

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  1. Elena Kostadinova
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  2. Pavlina Dolashka
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Correspondence to Pavlina Dolashka.

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Kostadinova, E., Dolashka, P., Kaloyanova, S. et al. Method for Analysis of Different Oligosacchiride Structures. J Fluoresc 22, 1609–1615 (2012). https://doi.org/10.1007/s10895-012-1102-9

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  • DOI: https://doi.org/10.1007/s10895-012-1102-9

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