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Separation and identification of O-acetyl-O-methyl-galactononitriles by gas-liquid chromatography and mass spectrometry

✍ Scribed by Carlos A. Stortz; María C. Matulewicz; Alberto S. Cerezo


Publisher
Elsevier Science
Year
1982
Tongue
English
Weight
587 KB
Volume
111
Category
Article
ISSN
0008-6215

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✦ Synopsis


The gas-liquid-chromatographic retention-times and the mass-spectral features of partially methylated D-galactononitrile acetates are reported. Distinctive fragmentation of each of the mono-O-methyl derivatives allows their identification, and the results are applicable to the same substituted derivatives of the other aldohexoses. A new fragmentation-pathway, typical of the acetylated and the O-acetyl-O-methylaldononitriles, is proposed in order to justify previously unexplained fragments. This fragmentation competes with the known ones in derivatives that do not carry vicinal methoxyl groups.


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A procedure for characterization of sialic acid-like monosaccharides, i.e. 3deoxy-2-ulosonic acids, by gas chromatography/mass spectrometry is described. The free monosaccharides were reduced with NaBH, and the resulting 3-deoxyaldonic acids were acetylated. Five-membered ring lactones were obtained