Regioselective sulfation of Artemisia sphaerocephala polysaccharide: Characterization of chemical structure.
The biological activities of sulfated polysaccharides are related to the substitution positions of functional groups. In this study, regioselective sulfation of Artemisia sphaerocephala polysaccharides (SRSASP) was prepared by using triphenylchloromethane (TrCl) as protecting precursor. FT-IR spectra and X-ray photoelectron spectroscopy (XPS) showed that SO(3-) group (S(6+), high binding energy of 168.7eV) was widely present in sulfated polysaccharides. (13)C NMR spectroscopy showed that C-2 and C-3 substitution was occurred but not fully sulfation. Meanwhile, C-6 substituted signals near 65ppm were not observed. The degree of substitution varied from 0.44 to 0.63 in SRSASP which could be attributed to the low reactivity at secondary hydroxyl. Monosaccharide composition result showed a decrease in the ratio of mannose/glucose, indicating the change of chemical composition in sulfated polysaccharides. In size-exclusion chromatograph analysis, a decrease in molecular weight and broadening of molecular weight distribution of sulfated polysaccharides was also observed. It could be attributed to the hydrolysis of polysaccharide in the sulfated reaction.
College of Life Science, Northwest Normal University, Lanzhou 730070, People's Republic of China; Bioactive Products Engineering Research Center For Gansu Distinctive Plants, Northwest Normal University, Lanzhou 730070, People's Republic of China.
Junlong
J
Wang
College of Life Science, Northwest Normal University, Lanzhou 730070, People's Republic of China; Bioactive Products Engineering Research Center For Gansu Distinctive Plants, Northwest Normal University, Lanzhou 730070, People's Republic of China.
Wen
W
Yang
College of Life Science, Northwest Normal University, Lanzhou 730070, People's Republic of China; Bioactive Products Engineering Research Center For Gansu Distinctive Plants, Northwest Normal University, Lanzhou 730070, People's Republic of China.
Jiancheng
J
Wang
College of Life Science, Northwest Normal University, Lanzhou 730070, People's Republic of China; Bioactive Products Engineering Research Center For Gansu Distinctive Plants, Northwest Normal University, Lanzhou 730070, People's Republic of China.
Xia
X
Wang
College of Life Science, Northwest Normal University, Lanzhou 730070, People's Republic of China; Bioactive Products Engineering Research Center For Gansu Distinctive Plants, Northwest Normal University, Lanzhou 730070, People's Republic of China.
Fang
F
Wu
College of Life Science, Northwest Normal University, Lanzhou 730070, People's Republic of China; Bioactive Products Engineering Research Center For Gansu Distinctive Plants, Northwest Normal University, Lanzhou 730070, People's Republic of China.
Jian
J
Yao
College of Life Science, Northwest Normal University, Lanzhou 730070, People's Republic of China; Bioactive Products Engineering Research Center For Gansu Distinctive Plants, Northwest Normal University, Lanzhou 730070, People's Republic of China; Key Laboratory of Eco-Environment-Related Polymer Materials Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, People's Republic of China.
Ji
J
Zhang
Key Laboratory of Eco-Environment-Related Polymer Materials Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, People's Republic of China. Electronic address: nuno-vai@163.com.
Ziqiang
Z
Lei
D019306:Artemisia / Q000737:chemistry*; D008970:Molecular Weight; D009005:Monosaccharides / Q000032:analysis; D011134:Polysaccharides / Q000737:chemistry*; D013237:Stereoisomerism; D013431:Sulfates / Q000737:chemistry*
D009005:Monosaccharides; D011134:Polysaccharides; D013431:Sulfates
Artemisia sphaerocephala; Regioselective synthesis; Structure characterization; Sulfated polysaccharide