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6-Deoxy-D-glucose (CAS 7658-08-4)

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Alternate Names:
Quinovose
Application:
6-Deoxy-D-glucose is a structural homomorph of D-glucose
CAS Number:
7658-08-4
Purity:
≥97%
Molecular Weight:
164.16
Molecular Formula:
C6H12O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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6-Deoxy-D-glucose is a structural homomorph of D-glucose, which cannot be phosphorylated by hexokinases or glucokinases, as a result of its lack of a hydroxyl group at carbon 6. Studies on Saccharomyces cerevisiae show that 6-Deoxy-D-glucose can be transported in and out of the cell using facilitated diffusion. The lack of its 6-hydroxyl group allows 6-Deoxy-D-glucose to be transported into cells and fully recovered in an unchanged state. It is known that glucose is an important monosaccharide which functions as an energy source for cells. Some believe that the versatility of glucose compared to other monosaccharides is due to the fact that glucose prefers its cyclic form, which reduces glycation.


6-Deoxy-D-glucose (CAS 7658-08-4) References

  1. Enzymatic conversion of D-glucose to D-fructose.  |  MARSHALL, RO. and KOOI, ER. 1957. Science. 125: 648-9. PMID: 13421660
  2. Transport kinetics of 6-deoxy-D-glucose in Candida parapsilosis.  |  Kotyk, A. and Michaljanicová, D. 1978. Folia Microbiol (Praha). 23: 18-26. PMID: 23984
  3. Characterization of a thermophilic 4-O-β-D-mannosyl-D-glucose phosphorylase from Rhodothermus marinus.  |  Jaito, N., et al. 2014. Biosci Biotechnol Biochem. 78: 263-70. PMID: 25036679
  4. Enzymatic production of three 6-deoxy-aldohexoses from L-rhamnose.  |  Shompoosang, S., et al. 2014. Biosci Biotechnol Biochem. 78: 317-25. PMID: 25036688
  5. Porcine-pancreatic alpha amylase hydrolysis of substrates containing 6-deoxy-D-glucose and 6-deoxy-6-fluoro-D-glucose and the specificity of subsite binding.  |  Braun, PJ., et al. 1985. Carbohydr Res. 143: 107-16. PMID: 3878731
  6. Feeding and arteriovenous differences of blood glucose in rats after injection with 2-deoxy-D-glucose and after food deprivation.  |  Tonge, DA. and Oatley, K. 1973. Physiol Behav. 10: 497-505. PMID: 4708515
  7. Evidence against necessary phosphorylation during hexose transport in Aspergillus nidulans.  |  Brown, CE. and Romano, AH. 1969. J Bacteriol. 100: 1198-203. PMID: 5361211
  8. Facilitated diffusion of 6-deoxy-D-glucose in bakers' yeast: evidence against phosphorylation-associated transport of glucose.  |  Romano, AH. 1982. J Bacteriol. 152: 1295-7. PMID: 6754704
  9. Isomerization of D-glucose with glucose-isomerase. A mechanistic study.  |  Bock, K., et al. 1983. Acta Chem Scand B. 37: 101-8. PMID: 6880523
  10. 6-deoxy-D-glucose and D-xylose: analogs for the study of D-glucose transport by mouse 3T3 cells.  |  Romano, AH. and Connell, ND. 1982. J Cell Physiol. 111: 77-82. PMID: 7085771
  11. Transglycosylic reactions of nucleotides of deoxy sugars. Biosynthesis of deoxy analogues of alpha,alpha'-trehalose.  |  Zemek, J., et al. 1976. Eur J Biochem. 64: 283-6. PMID: 776613
  12. Pyranosone dehydratase from the basidiomycete Phanerochaete chrysosporium: improved purification, and identification of 6-deoxy-D-glucosone and D-xylosone reaction products.  |  Gabriel, J., et al. 1993. Arch Microbiol. 160: 27-34. PMID: 8352649
  13. Efflux of 6-deoxy-D-glucose from Plasmodium falciparum-infected erythrocytes via two saturable carriers.  |  Goodyer, ID., et al. 1997. Mol Biochem Parasitol. 84: 229-39. PMID: 9084042

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

6-Deoxy-D-glucose, 100 mg

sc-221100
100 mg
$251.00

6-Deoxy-D-glucose, 250 mg

sc-221100A
250 mg
$549.00