4205-23-6,D-Gulose,
D-古洛糖,
CAS:4205-23-6
C6H12O6 / 180.16
MFCD00069823
D-古洛糖,D-Gulose
D-Gulose is a sugar that has been shown to have inhibitory properties on blood glucose levels. It also has insulin-like effects and can be used as an alternative to insulin injections in patients with Type 1 diabetes. D-Gulose is metabolized by the liver into 5-deoxy-D-gluconic acid and then into glucose, which can then be used for cellular energy production. The rate constant for this process was determined in experiments using rat liver slices. D-Gulose may also have potent angiogenic effects, as it increased the proliferation of pluripotent cells and caused significant increases in growth factor β1 expression. D-Gulose may also have potential anti-cancer effects, as it inhibited nitrate reductase activity in tumor cells and decreased xanthine oxidase activity.
Title: D-Gulose
CAS Registry Number: 4205-23-6
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 D-gulonic acid: Fischer, Stahel, Ber. 24, 532 (1891); van Ekenstein, Blanksma, Rec. Trav. Chim. 27, 3 (1908). Alternate synthesis: Meyer zu Reckendorf, Angew. Chem. Int. Ed. 6, 177 (1967); idem, Methods Carbohydr. Chem. 6, 129 (1972); R. Köster et al., Angew. Chem. Int. Ed. 19, 547 (1980).
Properties: Syrup. Sweet taste. [a]D20 -20.4°. Sol in water, slightly sol in alcohol. Not fermentable by yeast.
Optical Rotation: [a]D20 -20.4°
CAS Number | 4205-23-6 |
Product Name | (2R,3R,4S,5R)-2,3,4,5,6-pentahydroxyhexanal |
IUPAC Name | (2R,3R,4S,5R)-2,3,4,5,6-pentahydroxyhexanal |
Molecular Formula | C₆H₁₂O₆ |
Molecular Weight | 180.16 g/mol |
InChI | InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5-,6-/m0/s1 |
InChI Key | GZCGUPFRVQAUEE-FSIIMWSLSA-N |
SMILES | C(C(C(C(C(C=O)O)O)O)O)O |
Synonyms | gulose, gulose, (D)-isomer, gulose, (L)-isomer |
Canonical SMILES | C(C(C(C(C(C=O)O)O)O)O)O |
Isomeric SMILES | C([C@H]([C@@H]([C@H]([C@H](C=O)O)O)O)O)O |
CAS No: 4205-23-6 MDL No: MFCD00069823 Chemical Formula: C6H12O6 Molecular Weight: 180.16 |
References: 1. Bhuiyan S, Itami Y, Takada G, Izumori K, J. Biosci. Bioeng. 1999, 88, 567-5702. Beil. 1, IV, 4333 |
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