Sulfation of arabinogalactan with sulfamic acid under homogeneous conditions in dimethylsulfoxide medium.

Sulfation of larch wood arabinogalactan (AG) with sulfamic acid in dimethylsulfoxide (DMSO) medium in the presence of urea was studied for the first time. The use of DMSO as a solvent instead of more toxic 1,4-dioxane allows to sulfate AG under homogeneous conditions. The sulfated AG with a high sulfur content (12.0-12.5 wt %) was produced by sulfation at a temperature of 85-90 °C, the molar ratio of AG / sulfating agent equal to 1:0.85 during 2-3 h. The introduction of sulfate groups into the structure of arabinogalactan was confirmed by the appearance of new absorption bands in FTIR and FT Raman spectra, characteristic for the vibrations of the sulfate groups. It was proved by 13C NMR spectroscopy that the predominant substitution of the primary hydroxyl groups at C6 carbon atoms of the terminal galactose units of main and side chains of arabinogalactan takes place. Simultaneously, the hydroxyl groups associated with C2 and C4 carbon atoms of galactose unit of the main chain are only partially sulfated. According to results of GPC study, the sulfated AG is characterized by a narrow molecular weight distribution with an average molecular weight of 18.8 kDa and a polydispersity of 1.3. Supplementary Information: The online version contains supplementary material available at 10.1007/s00226-021-01341-2.

Study of the Blood Compatibility of Sulfated Organosolv Lignins Derived from Abies sibirica and Larix sibirica Wood Pulp.

The effects of sulfated organosolv lignins derived from fir (Abies sibirica) and larch (Larix sibirica) (SLf and SLl; 4-3-7.5% sulfur, median-weight molecular mass 2960-4888 Da), on human blood/plasma clotting, platelet aggregation, and erythrocyte hemolysis were studied in vitro. Antithrombin activities of the samples were below 2 U/mg. Specimens of SLf (sulfur content 6.5, 6.6, and 7.5%, molecular weights 3503, 3487, and 3580 Da, respectively) and SLl (4.3 and 6.3%, 2960 and 3497 Da) in a concentration of 0.01 mg/ml did not prolong the blood clotting time, did not provoke human platelet aggregation, did not destroy erythrocyte membranes, and could be used for construction of drug delivery systems. The SLf sample (6.5%, sulfur, 3503 Da) in concentrations from 0.09 to 1.82 mg/ml did not stimulate platelet aggregation, reduced ADP-induced platelet aggregation, and 2-fold prolonged the blood/plasma clotting time 2-fold in comparison with control and could be used for creation of biomaterial with clot-resistant surface.