Abstract
Treatment of α-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 δ-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 α-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.
Original language | English |
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Pages (from-to) | 1219-1223 |
Number of pages | 5 |
Journal | Carbohydrate Research |
Volume | 340 |
Issue number | 6 |
DOIs | |
Publication status | Published - 2005 May 2 |
All Science Journal Classification (ASJC) codes
- Analytical Chemistry
- Biochemistry
- Organic Chemistry