Catalog Number: 100544 Dehydroascorbic Acid, methanol complex

Structure:

Molecular Formula: C6H6O6

Molecular Weight: 174.11

CAS #: 490-83-5

Synonym: L-threo-2,3-Hexodiulosonic acid g-lactone; Oxidized vitamin C; Dehydro-L-ascorbic acid; L-Ascorbic acid oxidized

Ka = 12.6 × 10-5

20 [a] D = +56°

Physical Description: Light cream to tan colored powder

Note: Air, light and moisture sensitive. Should be stored under nitrogen.

Solubility: Soluble in 50% ammonium hydroxide (30 mg/ml - clear, amber-colored solution), 1N HCL (25 mg/ ml-clear, light yellow solution) or water (50 mg/ml with heat - clear, yellow solution). Aqueous solutions are less stable than ascorbic acid.

Description: The reversibly oxidized form of ascorbic acid.1

References:

1. Merck Index, 12th Ed., No. 2920. 2. Hvoslef, J., "The Molecular and crystal structure of dehydroascorbic acid." Acta Chem. Scand., v. 24, No. 6, 2238-2239 (1970). 3. Deutsch, J., "Dehydroascorbic acid." Journal of Chromatography A, v. 881:1-2, 299-307 (2000). 4. Puskas, F., Gergely, P., Jr., Banki, K. and Perl, A., "Stimulation of the pentose phosphate pathway and glutathione levels by dehydroascorbate, the oxidized form of vitamin C." FASEB J., v. 14:10, 1352-1361 (2000). 5. Horemans, N., Foyer, C.H. and Asard, H., "Transport and action of ascorbate at the plant plasma membrane." Trends Plant Sci., v. 5:6, 263-267 (2000). 6. Nishikawa, Y. and Kurata, T., "Interconversion between dehydro-L-ascorbic acid and L-ascorbic acid." Biosci. Biotechnol. Biochem., v. 64:3, 476-483 (2000). 7. Park, J.B. and Levine, M., "Intracellular accumulation of ascorbic acid is inhibited by flavonoids via blocking of dehydroascorbic acid and ascorbic acid uptakes in HL-60, U937 and Jurkat cells." J. Nutr., v. 130:5, 1297-1302 (2000). 8. Tsubaki, M., et al., "Diethyl pyrocarbonate modification abolishes fast electron accepting ability of cytochrome b561 from ascorbate but does not influence electron donation to monodehydroascorbate radical: identification of the modification sites by mass spectrometric analysis." Biochemistry, v. 39:12, 3276-3284 (2000). 9. Simpson, G.L. and Ortwerth, B.J., "The non-oxidative degradation of ascorbic acid at physiological conditions." Biochim. Biophys. Acta, v. 1501:1, 12-24 (2000). 10. Bognar, A. and Daood, H.G., "Simple in-line postcolumn oxidation and derivatization for the simultaneous analysis of ascorbic and dehydroascorbic acids in foods." J. Chromatogr. Sci., v. 38:4, 162-168 (2000). 11. Pincemail, J., et al., "Antioxidant status after cold ischemia of rabbit lung." Transplant Proc., v. 32:2, 484-485 (2000).