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Title: 9-O-Sulfation on a-NeuAc-(2-8)-NeuAc and Inter-residue Lactonization
Authors: Wu, An-Tai;Yu, Yi-Ping;Zou, Wei;Wu, Shih-Hsiung
Contributors: 化學系
Keywords: Sialic acid;Polysialic acid;Regioselective;Sulfation;Lactone;Capillary electrophoresis
Date: 2005-05
Issue Date: 2013-01-07T01:47:34Z
Publisher: Elsevier
Abstract: Abstract—Treatment of a-NeuAc-(2!8)-NeuAc (1) with SO3–pyridine (4 equiv) in DMF resulted in selective 9-O-sulfation on the nonreducing end residue and the formation of an inter-residual d-lactone. The lactonization could result from the C-2 carboxylic acid of the nonreducing residue condensing with the hydroxyl group or/and sulfated group at C-9 of the reducing residue to form a six-membered ring between two adjacent sialic acid residues. When a-NeuAc-(2!9)-NeuAc (5) was used as a sulfation substrate, only 9-O-sulfation on the nonreducing end residue was observed. According to capillary electrophoresis (CE) analysis, 9-O-sulfation on the disialic acid is a fast reaction, while sulfation on other hydroxyl groups is insignificant under the conditions used.
Relation: Carbohydr. Res., 340(6): 1219-1223
Appears in Collections:[化學系] 期刊論文

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