Microwave-assisted desulfation of sulfated polysaccharides

被引:66
作者
Navarro, Diego A.
Flores, Maria L.
Stortz, Carlos A.
机构
[1] Univ Buenos Aires, Fac Ciencias Exactas & Nat, CIHIDECAR, Dept Quim Organ, RA-1053 Buenos Aires, DF, Argentina
[2] Univ Nacl De La Patagonia San Juan Bosco, CRIDECIT, Fac Ciencias Nat, RA-9000 Comodoro, Rivadavia, Argentina
关键词
carrageenan; agaran; fucoidan; chondroitin; microwave irradiation; desulfation; RED SEAWEED GALACTANS; CORALLINA-OFFICINALIS; STRUCTURAL-ANALYSIS; LAMBDA-CARRAGEENAN; CHONDRUS-OCELLATUS; ANTIVIRAL ACTIVITY; IRIDAEA-UNDULOSA; ALGAL GALACTANS; RHODOPHYTA; XYLOGALACTANS;
D O I
10.1016/j.carbpol.2007.02.009
中图分类号
O69 [应用化学];
学科分类号
070301 [无机化学];
摘要
Several sulfated polysaccharides were desulfated by heating their pyridinium salts dissolved in dimethyl sulfoxide in a microwave oven. The procedure was applied to different products like a k-carrageenan, a partially cyclized t/v-carrageenan, an agar-like product like corallinan, a fucoidan and a chondroitin sulfate. When their pyridinium salts were generated in carefully chosen conditions, the desulfation proceeds smoothly after 1 min of heating, leading to a removal of 60-93% of the original sulfate present. Some depolymerization was found to occur, but its effect is moderate (yields of the recovered products are 64-89%), even for polysaccharides with labile bonds. An in situ methylation procedure was coupled with the microwave-aided desulfation method in order to facilitate the retrieval of structural data. Both spectroscopical and chemical studies showed that the integrity of the polysaccharides was not affected by this procedure (besides the loss of sulfate and the above-mentioned depolymerization). (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:742 / 747
页数:6
相关论文
共 40 条
[1]
ASPINALL GO, 1982, POLYSACCHARIDES, V1, P35
[2]
METHYLATED, SULFATED XYLOGALACTANS FROM THE RED SEAWEED CORALLINA-OFFICINALIS [J].
CASES, MR ;
STORTZ, CA ;
CEREZO, AS .
PHYTOCHEMISTRY, 1992, 31 (11) :3897-3900
[3]
STRUCTURE OF THE CORALLINANS - SULFATED XYLOGALACTANS FROM CORALLINA-OFFICINALIS [J].
CASES, MR ;
STORTZ, CA ;
CEREZO, AS .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 1994, 16 (02) :93-97
[4]
A study of fucoidan from the brown seaweed Chorda filum [J].
Chizhov, AO ;
Dell, A ;
Morris, HR ;
Haslam, SM ;
McDowell, RA ;
Shashkov, AS ;
Nifant'ev, NE ;
Khatuntseva, EA ;
Usov, AI .
CARBOHYDRATE RESEARCH, 1999, 320 (1-2) :108-119
[5]
A SIMPLE AND RAPID METHOD FOR THE PERMETHYLATION OF CARBOHYDRATES [J].
CIUCANU, I ;
KEREK, F .
CARBOHYDRATE RESEARCH, 1984, 131 (02) :209-217
[6]
A NOTE ON DETERMINATION OF ESTER SULPHATE CONTENT OF SULPHATED POLYSACCHARIDES [J].
DODGSON, KS ;
PRICE, RG .
BIOCHEMICAL JOURNAL, 1962, 84 (01) :106-&
[7]
CARRAGEENANS .2. POSITIONS OF GLYCOSIDIC LINKAGES AND SULPHATE ESTERS IN LAMBDA-CARRAGEENAN [J].
DOLAN, TCS ;
REES, DA .
JOURNAL OF THE CHEMICAL SOCIETY, 1965, (JUN) :3534-&
[8]
Unusual structures in the polysaccharides from the red seaweed Pterocladiella capillacea (Gelidiaceae, Gelidiales) [J].
Errea, MI ;
Matulewicz, MC .
CARBOHYDRATE RESEARCH, 2003, 338 (09) :943-953
[9]
The system of galactans of the red seaweed, Kappaphycus alvarezii, with emphasis on its minor constituents [J].
Estevez, JM ;
Ciancia, M ;
Cerezo, AS .
CARBOHYDRATE RESEARCH, 2004, 339 (15) :2575-2592
[10]
FALSHAW R, 1994, CARBOHYD RES, V252, P171, DOI 10.1016/0008-6215(94)84131-4