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NMR studies of the reversible and regioselective lactonization of α-2,8-linked trisialic acid in aqueous acid

✍ Scribed by Timothy Eckert; Chun-Ping Lu; Chien-Sheng Chen; Shih-Hsiung Wu; Jacquelyn Gervay-Hague

Book ID
104098813
Publisher
Elsevier Science
Year
2011
Tongue
French
Weight
288 KB
Volume
52
Category
Article
ISSN
0040-4039

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✦ Synopsis

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 group.

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Regioselective Lactonization of α-(2→8)-
Regioselective Lactonization of α-(2→8)-Trisialic Acid
✍ Mou-Chi Cheng; Chun-Hung Lin; Kay-Hooi Khoo; Shih-Hsiung Wu 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 English ⚖ 116 KB

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 e