• Korean Journal of Environmental Agriculture
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• v.15 no.1
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• pp.37-45
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• 1996

Abstracts From the previous metabolic study of Pentachlorophenol(PCP), PCP was found to be exclusively transformed into ${\beta}-glucose$ conjugates of PCP in soybean and rice cell suspension cultures. In order to gather structural information of of the glucose conjugate, their aglycons and glycon have been analyzed by GC and GC/MS respectively, after thorough purification by chromatographic techniques. The glucose conjugates were effectively purified through a 1-butanol extraction followed by Silica gel TLC, Sephadex column chromatography and HPLC. Aglycons of the metabolites were identified as PCP, isomeric mixture of tetrachlorophenol, and tetrachlorocatechol and glycon were identified as glucose, suggesting that there are at least three kinds of glucose conjugates with different phenolic moieties. Under controlled conditions, the glucose conjugates were separated into three HPLC peaks which released respective aglycon upon a hydrolytic treatment. These results give valuable information on the structure of the glucose conjugates such that some PCP-driven chlorophenols, in addition to PCP, are also conjugated with glucose.

• Korean Journal of Environmental Agriculture
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• v.15 no.2
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• pp.167-178
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• 1996

In order to identify PCP glucose conjugates transformed from PCP in soybean and rice cell suspension cultures, the purified metabolites were acetylated, purified twice by HPLC using a normal and a reversed phase column, and then subjected to fast atom bombardment(FAB) mass spectrometric analysis. As were the conjugates, their acetylated derivatives of the glucose conjugates formed at the early stage(48 hr) of metabolism were separated by HPLC into three fractions. FABMS analysis of each fraction revealed that, at least in two fractions, the locations of the spectral peaks were practically coincident with those deducible from the structures of pentachlorophenyl and tetrachlorophenyl ${\beta}-D-glucopyranosides$. Based on information obtained from mass spectral and chromatographic analysis of not only the water-soluble metabolites but also aglycones and glycone, it is concluded that PCP is primarily metabolized to glucose conjugates, which account for more than 50% recovery of the PCP-conveyed radioactivity from the water soluble metabolites : The conjugates are mainly made up of pentachlorophenyl ${\beta}-D-glucopyranoside$, tetrachlorophenyl ${\beta}-D-glucopyranosides$( probably 2 or more isomers), and 2-hydroxy-3,4,5,6-tetrachlorophenyl ${\beta}-D-glucopyranoside$.