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GLC-MS of reduced, acetylated, and methylated (2 → 4)- and (2 → 8)-linked disaccharides of 3-deoxy-pD-manno-octulopyranosonic acid (Kdo)

✍ Scribed by Otto Holst; Helmut Brade; Paul Kosma

Publisher
Elsevier Science
Year
1992
Tongue
English
Weight
416 KB
Volume
231
Category
Article
ISSN
0008-6215

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✦ Synopsis

Synthetic alpha- and beta-(2----4)- and alpha- and beta-(2----8)-linked disaccharides of 3-deoxy-D-manno-octulopyranosonic acid (Kdo), of which the synthesis of the beta-(2----4)-linked compound is described here, were used to develop a simple GLC-MS method for the determination of their anomeric configuration. The GLC and GLC-MS data for the reduced and acetylated or methylated derivatives of the above compounds indicate the alpha-linked synthetic disaccharides to be identical to those isolated from bacterial lipopolysaccharides.

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Synthesis of methyl pyranosides and fura
Synthesis of methyl pyranosides and furanosides of 3-deoxy-d-manno-oct-2-ulosonic acid (KDO) by acid-catalysed solvolysis of the acetylated derivatives
✍ Paul A. McNicholas; Michael Batley; John W. Redmond 📂 Article 📅 1986 🏛 Elsevier Science 🌐 English ⚖ 838 KB

Treatment of methyl 2,4,5,7,8-penta-O-acetyl-3-deoxy-cr-D-manno-oct-2ulopyranosonic acid, or its methyl ester, with refluxing methanolic O.lM hydrogen chloride for 16 h gave 95% of methyl (methyl 3-deoxy-a-D-manno-act-2-ulopyranosid)onate. Acetylation of the methyl ester of 3-deoxy-D-manno-act-2ulo