D-Mannoheptulose
| Code | Size | Price |
|---|
| AG-CR1-3695-M005 | 5 mg | £55.00 |
Quantity:
| AG-CR1-3695-M025 | 25 mg | £190.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Target Species: Universal
Shipping:
AMBIENT
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
D-Manno-2-heptulose; NSC 226836
Appearance:
White to off-white solid.
CAS:
3615-44-9
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.Protect from moisture and oxygen.
InChi:
InChI=1S/C7H14O7/c8-1-3-4(10)5(11)6(12)7(13,2-9)14-3/h3-6,8-13H,1-2H2/t3-,4-,5+,6+,7?/m1/s1
InChiKey:
HAIWUXASLYEWLM-BWSJPXOBSA-N
Long Description:
Chemical. CAS: 3615-44-9. Formula: C7H14O7. MW: 210.2. . 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.
MDL:
MFCD00037814
Molecular Formula:
C7H14O7
Molecular Weight:
210.2
Package Type:
Vial
Product 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.
Purity:
>98%
SMILES:
OC[C@@H]1[C@@H](O)[C@H](O)[C@H](O)C(O)(CO)O1
Solubility Chemicals:
Soluble in water (10mg/ml), DMSO (20mg/ml), ethanol (1mg/ml) or DMF (20mg/ml).
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
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)
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