1958
DOI: 10.1016/0040-4020(58)80067-8
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Chemie und biochemie der reduktone und reduktonate

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Cited by 22 publications
(8 citation statements)
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“…The four molecules in the unit cell of AA are related in pairs by pseudo screw axes. While the lactone group is moderately corrugated in AA, the whole ring system of SA, except for C(3) and O(3) atoms, has been [19] and Hvoslef [18], the ascorbate anion may be described as a mesomer among slightly different molecular structures. In accordance with this finding, as in the case of AA [10,13], the following radical species of different g parameters (but, due to conformational changes exhibited by the ascorbate anion, not presenting significant hyperfine interactions) were assumed to be responsible for relatively narrow (1.5 mT) ESR spectrum of gamma irradiated SA.…”
Section: Simulation Calculations and Proposed Tentative Radical Speciesmentioning
confidence: 97%
“…The four molecules in the unit cell of AA are related in pairs by pseudo screw axes. While the lactone group is moderately corrugated in AA, the whole ring system of SA, except for C(3) and O(3) atoms, has been [19] and Hvoslef [18], the ascorbate anion may be described as a mesomer among slightly different molecular structures. In accordance with this finding, as in the case of AA [10,13], the following radical species of different g parameters (but, due to conformational changes exhibited by the ascorbate anion, not presenting significant hyperfine interactions) were assumed to be responsible for relatively narrow (1.5 mT) ESR spectrum of gamma irradiated SA.…”
Section: Simulation Calculations and Proposed Tentative Radical Speciesmentioning
confidence: 97%
“…The third is shifted highfield to 108 ppm, a rather low value for N-substituted olefinic carbons. Considering that the compound is a betaine (Euler and Eistert, 1957;Eistert et al, 1968), this phenomenon can be explained: The carbon atoms C-3 and C-5 differ only with respect to the -methyl group, corresponding to the difference in the chemical shift of 3 ppm. C-4 is rich in electrons due to the mesomeric effect of the enolate.…”
Section: Acknowledgmentmentioning
confidence: 99%
“…This is attributed to the structure of the five-membered ring which includes a lactone and an enediol group (Euler & Eistert, 1957). The latter group is also responsible for the acidity of the compound.…”
Section: Introductionmentioning
confidence: 99%