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Sulfation of Xylan with Sulfamic Acid in N,N-Dimethylformamide

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Abstract

Sulfation of birch wood xylan by sulfamic acid in N,N-dimethylformamide (DMF) in the presence of urea was studied for the first time. The effect of the duration of sulfation of xylan with a mixture of sulfamic acid–urea in DMF on the yield and substitution degree of xylan sulfates was studied. The sulfur content in the samples was determined using a chemical method. It was found that the degree of substitution in the xylan sulfates was in the range from 1.30 to 1.64 with sulfation for 1–2 h. The structure of initial and sulfated xylan was investigated with the use of FTIR and 13C NMR spectroscopy methods. The introduction of sulfate groups into the structure of xylan was confirmed by appearance in FTIR spectra new absorption bands characteristic for the stretching vibrations ν (C–O–S) at 804 cm–1, symmetric stretching vibrations νs (SO2) at 1009 cm–1, asymmetric stretching vibrations νas (SO2) at 1244 and 1260 cm–1. Study of the 13C NMR spectrum of the xylan sulfates showed that there was partial substitution of hydroxyl groups at С(2) and С(3) positions of anhydroxylose units of xylan.

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ACKNOWLEDGMENTS

Equipment of Krasnoyarsk Regional Center of Collective Use of the Siberian Branch of Russian Academy of Sciences was used.

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Correspondence to B. N. Kuznetsov.

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This article does not contain any studies with the use of animals and humans as objects of research.

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The authors declare that they have no conflict of interests.

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Translated by A. Muravev

Corresponding author: e-mail: inm@ictt.ru.

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Levdansky, V.A., Kondrasenko, A.A., Levdansky, A.V. et al. Sulfation of Xylan with Sulfamic Acid in N,N-Dimethylformamide. Russ J Bioorg Chem 45, 882–887 (2019). https://doi.org/10.1134/S1068162019070057

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