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Branched deoxyaldaric acids from alkaline degradation of carbohydrates: Structure determination by mass spectrometry of trimethylsilyl derivatives

Göran Petersson (Institutionen för teknisk kemi)
Carbohydrate Research Vol. 43 (1975), p. 1-8.
[Artikel, refereegranskad vetenskaplig]

The deoxyaldaric acids corresponding in structure to the 3-deoxy-2-C-(hydroxymethyl)aldonic (isosaccharinic) acids have been identified as products of treatment of various carbohydrates with alkali and oxygen-alkali. The structures of the acids were determined from the mass spectra of their Me3Si derivatives on the basis of previously known, specific fragmentation reactions. The g.l.c.-m.s. technique was used, and g.l.c. retention data are given. The identified species are 2-deoxy-3-C-(hydroxymethyl)tetraric, 3-deoxy-2-C-hydroxymethyl-erythro-pentaric, 3-deoxy-2-C-hydroxymethyl-threo-pentaric, 2-methyltartronic, 2-(2-hydroxyethyl)tartronic, and 2-(2,3-dihydroxypropyl)tartronic acids. Their formation from 4-O-substituted uronic and ulosonic acids is briefly discussed.

Nyckelord: hydroxy dicarboxylic acids, trimethylsilyl derivatives, GC - MS, alkaline degradation, carbohydrates

Alkaline degradation of a wide range of wood-related carbohydrates was studied at the department. This article illustrates identifications of structurally related new hydroxy dicarboxylic acids by mass spectrometry as part of analytical research applied for many years.

Denna post skapades 2010-01-21. Senast ändrad 2011-10-11.
CPL Pubid: 109858


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