Chemical modification of botryosphaeran: structural characterization and anticoagulant activity of a water-soluble sulfonated (1-->3)(1-->6)-β-D-glucan.
The exopolysaccharide botryosphaeran (EPS(GLC); a (1--> 3)(1-->6)-β-D-glucan from Botryosphaeria rhodina MAMB- 05) was sulfonated to produce a water-soluble fraction (EPS(GLC)-S) using pyridine and chlorosulfonic acid in formamid. This procedure was then repeated twice to produce another fraction (EPSGLC-RS) with a higher degree of substitution (DS, 1.64). The purity of each botryosphaeran sample (unsulfonated and sulfonated) was assessed by gel filtration chromatography (Sepharose CL-4B), where each polysaccharide was eluted as a single symmetrical peak. The structures of the sulfonated and re-sulfonated botryosphaerans were investigated using ultraviolet-visible (UV-Vis), Fourier-transform infrared (FT-IR), and (13)C nuclear magnetic resonance ((13)C NMR) spectroscopies. EPS(GLC) and EPS(GLC)-RS were also assayed for anticoagulation activity, and EPS(GLC)-RS was identified as an anticoagulant.
Departamento de Física, Química e Biologia, Faculdade de Ciências e Technologia, Universidade Estadual Paulista, CEP 19060-900, Presidente Prudente - São Paulo, Brazil.
Jamile
J
Brandi
Éder C
ÉC
Oliveira
Nilson
N
Monteiro
Ana Flora D
AF
Vasconcelos
Robert F H
RF
Dekker
Aneli M
AM
Barbosa
Joana L M
JL
Silveira
Paulo A S
PA
Mourão
Maria de Lourdes
Mde L
Corradi da Silva
D000925:Anticoagulants / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D001203:Ascomycota / Q000737:chemistry / Q000378:metabolism; D001777:Blood Coagulation / Q000187:drug effects; D005936:Glucans / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D006801:Humans; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D000925:Anticoagulants; D005936:Glucans; C483238:botryosphaeran