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5-Thio-D-glucose (CAS 20408-97-3)

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Alternate Names:
5-Thio-D-glucose is also known as Glc-5S.
Application:
5-Thio-D-glucose is an inhibitor of the cellular transport of D-glucose and D-glucose mediated insulin release.
CAS Number:
20408-97-3
Purity:
≥97%
Molecular Weight:
196.22
Molecular Formula:
C6H12O5S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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5-Thio-D-glucose is a thiosugar hexokinase inhibitor. It acts as a potent, competitive inhibitor of the cellular transport of D-glucose and D-glucose mediated insulin release. Thus, 5-Thio-D-glucose can be utilized to control/reduce the rate of glycolysis. It also functions as an inhibitor of spermatogenesis.


5-Thio-D-glucose (CAS 20408-97-3) References

  1. 5-thio-D-glucose elevates renal transforming growth factor beta-1 at a dose that does not prevent streptozocine diabetes in rats.  |  Lane, PH. 2000. Endocrinology. 141: 3337-42. PMID: 10965906
  2. An improved synthesis of 5-thio-D-ribose from D-ribono-1,4-lactone.  |  Lalot, J., et al. 2002. Carbohydr Res. 337: 1411-6. PMID: 12204625
  3. Relationship among brain and blood glucose levels and spontaneous and glucoprivic feeding.  |  Dunn-Meynell, AA., et al. 2009. J Neurosci. 29: 7015-22. PMID: 19474328
  4. Tumor cell uptake of 99mTc-labeled 1-thio-β-D-glucose and 5-thio-D-glucose in comparison with 2-deoxy-2-[18F]fluoro-D-glucose in vitro: kinetics, dependencies, blockage and cell compartment of accumulation.  |  Seidensticker, M., et al. 2014. Mol Imaging Biol. 16: 189-98. PMID: 24065199
  5. The oxidative induction of DNA lesions in cancer cells by 5-thio-d-glucose and 6-thio-d-fructopyranose and their genotoxic effects. Part 3.  |  Czubatka-Bienkowska, A., et al. 2017. Bioorg Med Chem Lett. 27: 1210-1214. PMID: 28094181
  6. Contribution of fat metabolism to 'glucoprivic' feeding produced by fourth ventricular 5-thio-D-glucose.  |  Tordoff, MG., et al. 1988. Brain Res. 445: 216-21. PMID: 3370460
  7. Studies on oxidative phosphorylation. XVI. Sulfhydryl involvement in the energy-transfer pathway.  |  Kurup, CK. and Sanadi, DR. 1968. Biochemistry. 7: 4483-91. PMID: 4302625
  8. The pancreatic beta-cell recognition of insulin secretagogues. 3. Effects of substituting sulphur for oxygen in the D-glucose molecule.  |  Hellman, B., et al. 1973. Biochem Pharmacol. 22: 29-35. PMID: 4587198
  9. Failure of 2-deoxy-D-glucose and 5-thio-D-glucose to kill hypoxic cells of two murine tumors.  |  Tannock, IF., et al. 1983. Cancer Res. 43: 980-3. PMID: 6337709
  10. Failure of 5-thio-D-glucose to alter cell survival in irradiated or unirradiated EMT6 tumors.  |  Rockwell, S. and Schulz, RJ. 1984. Radiat Res. 100: 527-35. PMID: 6505142
  11. Effects of 5-thio-D-glucose and 2-deoxy-D-glucose upon stomach-emptying in the golden hamster.  |  DiBattista, D. 1984. Physiol Behav. 33: 543-5. PMID: 6543008
  12. Potential of 5-thio-D-glucose as an agent for controlling male fertility.  |  Davies, AG. and Meanock, SJ. 1981. Arch Androl. 7: 153-8. PMID: 6792996
  13. The male antifertility agents alpha chlorohydrin, 5-thio-D-glucose, and 6-chloro-6-deoxy-D-glucose interfere with sugar transport across the epithelium of the rat caput epididymidis.  |  Hinton, BT., et al. 1983. J Androl. 4: 216-21. PMID: 6874562
  14. Energy and misonidazole toxicity: the effects of 5-thio-D-glucose.  |  Skov, KA., et al. 1982. Int J Radiat Oncol Biol Phys. 8: 697-700. PMID: 7107401
  15. Cell specific action of 5-thio-D-glucose in mouse testis.  |  Brady, KD. and Majumdar, SK. 1981. J Hered. 72: 347-50. PMID: 7328304
  16. Cytotoxic and radiosensitizing effects of 5-thio-D-glucose on hypoxic cells.  |  Song, CW., et al. 1977. Radiology. 123: 201-5. PMID: 847150

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5-Thio-D-glucose, 25 mg

sc-221044A
25 mg
$146.00

5-Thio-D-glucose, 100 mg

sc-221044B
100 mg
$385.00

5-Thio-D-glucose, 1 g

sc-221044
1 g
$1301.00