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AdipoGen Life Sciences
D-Mannoheptulose
65
CHF
CHF 65.00
In stock
AG-CR1-3695-M0055 mgCHF 65.00
AG-CR1-3695-M02525 mgCHF 260.00
Product Details | |
---|---|
Synonyms | D-Manno-2-heptulose; NSC 226836 |
Product Type | Chemical |
Properties | |
Formula |
C7H14O7 |
MW | 210.2 |
CAS | 3615-44-9 |
Purity Chemicals | ≥98% |
Appearance | White to off-white solid. |
Solubility | Soluble in water (10mg/ml), DMSO (20mg/ml), ethanol (1mg/ml) or DMF (20mg/ml). |
Identity | Determined by 1H-NMR. |
InChi Key | HAIWUXASLYEWLM-BWSJPXOBSA-N |
Smiles | OC[C@@H]1[C@@H](O)[C@H](O)[C@H](O)C(O)(CO)O1 |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice |
Keep cool and dry. Protect from moisture and oxygen. |
Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
Description
- Naturally occurring heptose in avocado fruit.
- Hexokinase (HK) and glucokinase inhibitor in diverse organisms by competing with D-glucose.
- Useful agent for immunometabolism research.
- Blocks glucose phosphorylation by blocking hexokinase. Prevents the conversion of glucose to glucose-6-phosphate that can mediate the activation of the carbohydrate response element binding protein and consequently inhibiting the rate limiting step of glycolysis.
- Blocks glucose oxidation and glucose-mediated insulin release in pancreatic islet cells.
Product References
- Inhibition of glucose phosphorylation by mannoheptulose: H.G. Coore & P.J. Randle; Biochem. J. 91, 56 (1964)
- Enzymes of glucose metabolism in normal mouse pancreatic islets: S.J.H. Ashcroft & P.J. Randle; Biochem. J. 119, 5 (1970)
- Interrelationship of islet metabolism, adenosine triphosphate content and insulin release: S.J.H. Ashcroft, et al.; Biochem. J. 132, 223 (1973)
- High Km glucose-phosphorylating (glucokinase) activities in a range of tumor cell lines and inhibition of rates of tumor growth by the specific enzyme inhibitor mannoheptulose: M. Board, et al.; Cancer Res. 55, 3278 (1995)
- Effect of a glucokinase inhibitor on energy production and insulin release in pancreatic islets: I.R. Sweet, et al.; Am. J. Physiol. 271, E606 (1996)
- Interference of D-mannoheptulose with D-glucose phosphorylation, metabolism and functional effects: comparison between liver, parotid cells and pancreatic islets: O. Scruel, et al.; Mol. Cell Biochem. 187, 113 (1998)
- Overexpression of Arabidopsis hexokinase in tomato plants inhibits growth, reduces photosynthesis, and induces rapid senescence: N. Dai, et al.; Plant Cell 11, 1253 (1999)
- D-mannoheptulose phosphorylation by hexokinase isoenzymes: P. Courtois, et al.; Int. J. Mol. Med. 7, 359 (2001)
- Dissimilar effects of D-mannoheptulose on the phosphorylation of alpha- versus beta-D-glucose by either hexokinase or glucokinase: Y. Zhang, et al.; Int. J. Mol. Med. 14, 107 (2004)
- Glucose-dependent modulation of insulin secretion and intracellular calcium ions by GKA50, a glucokinase activator: D. Johnson, et al.; Diabetes 56, 1694 (2007)
- Brain glucosamine boosts protective glucoprivic feeding: M.A. Osundiji, et al.; Endocrinology 151, 1499 (2010)