AdipoGen Life Sciences

D-Mannoheptulose

CHF 65.00
In stock
AG-CR1-3695-M0055 mgCHF 65.00
AG-CR1-3695-M02525 mgCHF 260.00
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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
  1. Inhibition of glucose phosphorylation by mannoheptulose: H.G. Coore & P.J. Randle; Biochem. J. 91, 56 (1964)
  2. Enzymes of glucose metabolism in normal mouse pancreatic islets: S.J.H. Ashcroft & P.J. Randle; Biochem. J. 119, 5 (1970)
  3. Interrelationship of islet metabolism, adenosine triphosphate content and insulin release: S.J.H. Ashcroft, et al.; Biochem. J. 132, 223 (1973)
  4. 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)
  5. 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)
  6. 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)
  7. Overexpression of Arabidopsis hexokinase in tomato plants inhibits growth, reduces photosynthesis, and induces rapid senescence: N. Dai, et al.; Plant Cell 11, 1253 (1999)
  8. D-mannoheptulose phosphorylation by hexokinase isoenzymes: P. Courtois, et al.; Int. J. Mol. Med. 7, 359 (2001)
  9. 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)
  10. Glucose-dependent modulation of insulin secretion and intracellular calcium ions by GKA50, a glucokinase activator: D. Johnson, et al.; Diabetes 56, 1694 (2007)
  11. Brain glucosamine boosts protective glucoprivic feeding: M.A. Osundiji, et al.; Endocrinology 151, 1499 (2010)
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