The pH dependent lactonization of trisialic acid was examined using NMR and CE techniques. The combined studies indicate that lactonization is a dynamic, pH dependent process that occurs with preferential lactonization between the carbonyl of the central residue and the reducing end C-9 hydroxyl gro
Regioselective Lactonization of α-(2→8)-Trisialic Acid
✍ Scribed by Mou-Chi Cheng; Chun-Hung Lin; Kay-Hooi Khoo; Shih-Hsiung Wu
- Book ID
- 101307267
- Publisher
- John Wiley and Sons
- Year
- 1999
- Tongue
- English
- Weight
- 116 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0044-8249
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✦ Synopsis
A simple and selective method has been developed to obtain both monolactones of the title compound, a model compound for biologically important polyneuraminic acid derivatives: acidic lactonization and alkaline hydrolysis of dilactone 1. The two monolactonized trimers can be separated by capillary electrophoresis, and then distinguished by enzymatic hydrolysis with neuraminidase; only the 2-monolactone undergoes reaction.
📜 SIMILAR VOLUMES
Polysialic acids (PSAs) are polymers of N-acetylneuraminic acid. Depending on their glycosidic linkages, these sugar polymers exist in nature as a-2,8-, a-2,9-, and a-2,8/2,9-linked polysaccharides. [1] PSAs have been reported to demonstrate many important biological functions. [2] For example, a-2,