L-古洛糖, L-Gulose

L-Gulose is a carbohydrate that is used in biochemical research. It can be found in plant sources such as sugar cane, sugar beet, and fruit, but it is not naturally present in mammals. L-Gulose has antioxidant properties and can act as an antiviral agent. It also has some structural similarities to vitamin C. L-Gulose can be synthesized from D-glucose by oxidation of the hydroxyl group with sodium hypochlorite or hydrogen peroxide. L-Gulose is a structural analog of D-mannitol, which has been shown to have transcriptional regulation activity. L-Gulose has been shown to inhibit the growth of tumor cells and induce apoptosis in vitro by increasing intracellular reactive oxygen species (ROS) levels.

Title: L-Gulose

CAS Registry Number: 6027-89-0

Molecular Formula: C6H12O6

Molecular Weight: 180.16

Percent Composition: C 40.00%, H 6.71%, O 53.28%

Literature References: Prepd by sodium amalgam reduction of an acid soln of the g-lactone of L-gulonic acid: Fischer, Piloty, Ber. 24, 526 (1891). See also van Ekenstein, Blanksma, Rec. Trav. Chim. 27, 3 (1908); Levene, LaForge, J. Biol. Chem. 20, 430 (1915); Talen, Rec. Trav. Chim. 44, 891 (1925); Isbell, J. Am. Chem. Soc. 55, 2167 (1933). Synthesis from D-mannose: Evans, Parrish, Carbohydr. Res. 28, 359 (1973); from D-glucose: D. K. Minster, S. M. Hecht, J. Org. Chem. 43, 3987 (1978).

Properties: Syrup. [a]D20 +61.6°. [a]D +21.3° (c = 4.58) (Evans, Parrish). Freely sol in water; slightly sol in alcohol. Not fermentable by yeast.

Optical Rotation: [a]D20 +61.6°; [a]D +21.3° (c = 4.58) (Evans, Parrish)