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D-Mannoheptulose (CAS 3615-44-9)

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Alternate Names:
D-Manno-2-heptulose
Application:
D-Mannoheptulose is a hexokinase inhibitor that blocks glucose phosphorylation
CAS Number:
3615-44-9
Purity:
≥98%
Molecular Weight:
210.18
Molecular Formula:
C7H14O7
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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D-Mannoheptulose is a heptose, a seven-carbon sugar, notable for its distinctive role in biochemical and physiological research, particularly in studies related to carbohydrate metabolism. Its structure, consisting of a straight-chain aldose form, makes it an interesting subject in the study of sugar biochemistry. The primary mechanism of action of D-mannoheptulose is its inhibition of hexokinase, the enzyme responsible for phosphorylating glucose in the glycolytic pathway. This inhibition is in research for understanding the regulation of glucose metabolism and the role of hexokinase in various cellular processes. Additionally, D-mannoheptulose is utilized in studies focused on the metabolism of carbohydrates in plants, where it naturally occurs. The compound is also a key tool in metabolic flux analysis, a technique used to understand the flow of metabolites through metabolic pathways. Its unique structure and metabolic effects make D-mannoheptulose an invaluable compound in the field of metabolic research, aiding in the elucidation of complex carbohydrate metabolism pathways and their regulation.


D-Mannoheptulose (CAS 3615-44-9) References

  1. Environmental modulation of the inhibitory action of D-mannoheptulose upon D-glucose metabolism in isolated rat pancreatic islets.  |  Picton, S. and Malaisse, WJ. 1999. Cell Biochem Funct. 17: 65-71. PMID: 10191510
  2. Effect of D-mannoheptulose upon the cationic and secretory responses to alpha-D-glucose pentaacetate in perifused rat pancreatic islets.  |  Jijakli, H. and Malaisse, WJ. 1999. Endocrine. 10: 219-24. PMID: 10484285
  3. Impairment by cytochalasin B of the inhibitory action of D-mannoheptulose upon D-glucose metabolism in rat pancreatic islets.  |  Courtois, P., et al. 2000. Int J Mol Med. 5: 385-8. PMID: 10719055
  4. Effects of D-mannoheptulose and its hexaacetate ester on hormonal secretion from the perfused pancreas.  |  Leclercq-Meyer, V., et al. 2000. Int J Mol Med. 6: 143-52. PMID: 10891557
  5. D-mannoheptulose uptake and its metabolic and secretory effects in human pancreatic islets.  |  Sener, A., et al. 2000. Int J Mol Med. 6: 617-20. PMID: 11078819
  6. D-mannoheptulose phosphorylation by hexokinase isoenzymes.  |  Courtois, P., et al. 2001. Int J Mol Med. 7: 359-63. PMID: 11254873
  7. Uptake of D-mannoheptulose by normal and tumoral pancreatic islet cells.  |  Ramirez, R., et al. 2001. Int J Mol Med. 7: 631-8. PMID: 11351277
  8. Effects of D-mannoheptulose upon D-glucose metabolism in tumoral pancreatic islet cells.  |  Rasschaert, J., et al. 2001. Mol Cell Biochem. 226: 77-81. PMID: 11768241
  9. Effects of D-mannoheptulose upon D-glucose metabolism in pancreatic B and non-B islet cells.  |  Ramirez, R., et al. 2002. Int J Mol Med. 9: 159-63. PMID: 11786927
  10. Dissimilar effects of D-mannoheptulose on the phosphorylation of alpha- versus beta-D-glucose by either hexokinase or glucokinase.  |  Zhang, Y., et al. 2004. Int J Mol Med. 14: 107-12. PMID: 15202024
  11. An efficient synthesis of d-mannoheptulose via oxidation of an olefinated sugar with potassium permanganate in aqueous acetone.  |  Cheng, J., et al. 2009. Carbohydr Res. 344: 2093-5. PMID: 19632670
  12. Hexokinase inhibition using D-Mannoheptulose enhances oncolytic newcastle disease virus-mediated killing of breast cancer cells.  |  Al-Ziaydi, AG., et al. 2020. Cancer Cell Int. 20: 420. PMID: 32874134
  13. Interference of D-mannoheptulose with D-glucose phosphorylation, metabolism and functional effects: comparison between liver, parotid cells and pancreatic islets.  |  Scruel, O., et al. 1998. Mol Cell Biochem. 187: 113-20. PMID: 9788748
  14. Effects of D-mannoheptulose and its hexaacetate ester upon D-glucose metabolism in rat hepatocytes.  |  Ladriere, L., et al. 1998. Int J Mol Med. 1: 967-70. PMID: 9852632

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

D-Mannoheptulose, 25 mg

sc-221499A
25 mg
$255.00

D-Mannoheptulose, 50 mg

sc-221499
50 mg
$465.00

D-Mannoheptulose, 100 mg

sc-221499B
100 mg
$897.00

D-Mannoheptulose, 250 mg

sc-221499C
250 mg
$1785.00

D-Mannoheptulose, 500 mg

sc-221499D
500 mg
$3580.00

What's the difference between D-Mannoheptulose and D-Mannose?

Asked by: curious
Thank you for your question. D-Mannoheptulose is hexokinase inhibitor that blocks glucose phosphorylation while D-mannose is a type of sugar that is related to glucose that does not behave like sugar in the body. However, I highly recommend that you research the different sugars in the literature on google scholar or PubMed. Please note that our products are not for medicinal, therapeutic or diagnostic use. We only supply these products for use as a research reagent only. It must only be used in a research laboratory, and not purchased for personal, human or animal use.
Answered by: Tech Service
Date published: 2016-11-14
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Rated 5 out of 5 by from LiuLiu, M. et al. (PubMed 10575028) hypothesized that a subset of enteric neurons is glucoresponsive. These neurons were distinguished when extracellular glucose was removed and hyperpolarization was observed and the effects were reversed when glucose was reintroduced. No reversal of hyperpolarization was observed when D-Mannoheptulose, a hexokinase inhibitor, was present on reintroduction of glucose. -SCBT Publication Review
Date published: 2015-03-28
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D-Mannoheptulose is rated 5.0 out of 5 by 1.
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