E.s.r.-spintrap and u.v. investigations of solutions of d-glucose and lactose irradiated with ultrasound

Tetsu Kudo, Helmut Heusinger

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Abstract

The effects of ultrasound on solutions of α-d-glucose and α-lactose have been studied by an e.s.r.-spintrap technique and u.v. absorption spectroscopy. 2,4,6-Tri-tert-butylnitrosobenzene (BNB) was used as the spintrap. Sonolysis of the sugar solutions produced the adduct BNB-H and, for methanol, the adduct BNB-CH2OH also. The adducts are formed if BNB is present before or after sonolysis. Formation of the adducts by direct degradation of the solvent is excluded, because sonolysis of sugar-free BNB solutions produces no adducts. The u.v. spectrum after sonolysis shows an absorption band with λmax ∼270 nm, suggesting that a reductone {A figure is presented} is present. Using l-ascorbic acid and dihydroxyacetone as model compounds, it is shown that solutions of α-d-glucose containing l-ascorbic acid or dihydroxyacetone and BNB give e.s.r. results similar to those for sonolysed solutions containing sugar and BNB. A mechanism for the production of the adducts is proposed.

Original languageEnglish
Pages (from-to)41-52
Number of pages12
JournalCarbohydrate Research
Volume123
Issue number1
DOIs
StatePublished - 11 Nov 1983

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