Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369
Quinoxaline Derivatives Derived from D-Glucuronic Acid and D-Galacturonic Acid with o-Phenylenediamine under Deoxygenated and Heated Conditions
Naofumi MORITAKunihiko NAKATAMasanosuke TAKAGI
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1989 年 53 巻 2 号 p. 437-442

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Quinoxaline derivatives derived from D-glucuronic acid (GlcUA) and D-galacturonic acid (GalUA) with o-phenylenediamine (OPD) under deoxygenated and heated conditions in alkaline media were analyzed by gas-liquid chromatography, GC-MS and HPLC. Both hexuronic acids gave the same quinoxaline derivatives as those derived from D-glucose, but the quantity of each quinoxaline formed differed, depending on the material used, with regard to the configuration of the OH group at the C-4 position. The results of quantitative analyses of the quinoxaline derivatives derived from GlcUA and GalUA suggested that carbon-carbon linkages of the uronic acids were split between the C-3 and C-4 positions. No quinoxaline derivatives with carboxylic acid in their structures were formed, so the alkaline degradation probably started after the decarboxylation of GlcUA and GalUA. The patterns of degradation and condensation of the uronic acids and OPD were similar to those of glucose after the decarboxylation of GlcUA and GalUA.
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