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PubMed1979

The effect of tablets composed of various mixtures of sugar alcohols and sugars upon plaque pH in children.

Changes in plaque pH were examined following ingestion of tablets composed of of sorbitol (S) or xylitol (X) combined with various levels of dextrose (D), fructose (F), or sucrose (U). Pure S and X tablets caused a slight pH rise. The 3:1 ratios of S:D,, S:F, X:D, and X:F caused slight lowerings to plaque pH means of 6.3, 6.8, 6.7, and 6.7, respectively, while 3:1 S:U caused the pH to drop to 5.6. All the 1:1, 1:3 and 0;1 ratios caused large drops in plaque pH.

Acids↗
PubMed1976

Comparative biochemical investigations on the degradation of sugars and sugar alcohols by microorganisms of the oral cavity.

A comparative study on the extent of degradation of glucose, sucrose, sorbitol and xylitol by microorganisms of human saliva and plaques was made by means of the Warburg-technique. Glucose and sucrose are degraded very rapidly producing significant portions of intermediate acid products. Compared to this, sorbitol is degraded slowly at first but then continuously. On the other hand, xylitol is degraded, if at all, in traces only.

Adult↗
PubMed1976

An approach to the synthesis of branched-chain amino sugars from C-methylene sugars.

The reaction of 1,2:5,6-di-O-isopropylidene-3-C-methylene-alpha-D-ribo-hexofuranose (4) with mercuric azide in hot 50% aqueous tetrahydrofuran yielded, after reductive demercuration, 3-azido-3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-methyl-alpha-D-glucofuranose (5). Partial, acid hydrolysis of 5 afforded the diol 7, which gave 3-azido-3-deoxy-1,2-O-isopropylidene-5,6-di-O-methanesulphonyl-3-C-methyl-alpha-D-glucofuranose (8) on sulphonylation. On hydrogenation over a platinum catalyst and N-acetylation, the dimethanesulphonate 8 furnished 3,6-acetyleprimino-3,6-dideoxy-1,2-O-isopropylidene-5-O-methanesulphonyl-3-C-methyl-alpha-D-glucofuranose (9), which was also prepared by an analogous sequence of reactions on 3-azido-3-deoxy-1,2-O-isopropylidene-5-O-methanesulphonyl-3-C-methyl-6-O-toluene-p-sulphonyl-alpha-D-glucofuranose (13). The formation of the N-acetylepimine 9 establishes the D-gluco configuration for 5. 1,2-O-Isopropylidene-3-C-methylene-alpha-D-ribo-hexofuranose (20) reacted with mercuric azide in aqueous tetrahydrofuran at approximately 85 degrees to give 3,6-anhydro-1,2-O-isopropylidene-3-C-methyl-alpha-D-glucofuranose (22) as a result of intramolecular participation by the C-6 hydroxyl group in the initial intermediate.

Chemical Phenomena↗