Nippon Nōgeikagaku Kaishi
Online ISSN : 1883-6844
Print ISSN : 0002-1407
ISSN-L : 0002-1407
Studies on N-Glycosides
Part 17. Synthesis of the N-Glycosides of p-Aminobenzoic acid and Its Ethyl Ester
Yoshiyuki INOUYEKônshin ONODERAShôzaburô KITAOKA
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1951 Volume 25 Issue 2 Pages 59-63

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Abstract

The N-glycosides of p-aminobenzoic acid and its ethyl ester (anesthesin) were synthetically prepared for the purpose of microbiological assay to investigate the biochemical meanings of the N-glycoside. Those synthesized are as follows: p-aminobenzoic acid-N-D-glucoside, -N-D-mannoside, -N-D-galactoside, -N-L-arabinoside, -N-D-xyloside and -N-L-rhamnoside, and anesthesin-N-D-glucoside, -N-D-mannoside, -N-L-arabinoside, -N-D-xyloside and -N-L-rhamno-side.
They are all white needles, some having one mole of water of crystallization, soluble in pyridine, ethanol, and methanol, and slightly or not soluble in water. In ether, the N-glycosides of p=aminobenzoic acid are soluble, while those of its ester are difficultly soluble. Their other properties were described as well as the process of synthesis and the new color reactions.

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