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Deoxyfuconojirimycin hydrochloride (CAS 210174-73-5)

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Alternate Names:
1,5-Dideoxy-1,5-imino-L-fucitolhydrochloride
Application:
Deoxyfuconojirimycin hydrochloride is A potent and selective inhibitor of α-L-fucosidases
CAS Number:
210174-73-5
Purity:
≥95%
Molecular Weight:
183.60
Molecular Formula:
C6H13NO3•HCl
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Deoxyfuconojirimycin hydrochloride, an analog of the iminosugar fucose, is a compound recognized for its inhibitory action on glycosidase enzymes. This inhibition is particularly relevant in the study of glycoprotein processing and maturation within the endoplasmic reticulum and Golgi apparatus. Researchers leverage deoxyfuconojirimycin hydrochloride to investigate the role of glycosidases in the correct folding of glycoproteins, which has implications for understanding diseases characterized by protein misfolding. Additionally, this compound is used in glycobiology to explore the synthesis and function of glycolipids and glycoproteins, as well as the pathological effects of their aberrant synthesis. Inhibition of glycosidases by deoxyfuconojirimycin hydrochloride is also a point of interest in the study of viral replication, where the proper glycosylation of viral proteins is essential for virus assembly and infectivity. The compound′s action aids in elucidating the complex pathways of host-virus interactions and the potential interruption of these processes.


Deoxyfuconojirimycin hydrochloride (CAS 210174-73-5) References

  1. Fucosyltransferases in Schistosoma mansoni development.  |  Marques, ET., et al. 2001. Glycobiology. 11: 249-59. PMID: 11320063
  2. Convenient synthesis and evaluation of enzyme inhibitory activity of several N-alkyl-, N-phenylalkyl, and cyclic isourea derivatives of 5a-carba-alpha-DL-fucopyranosylamine.  |  Ogawa, S., et al. 2002. Bioorg Med Chem Lett. 12: 2811-4. PMID: 12270152
  3. Structural basis of the catalytic reaction mechanism of novel 1,2-alpha-L-fucosidase from Bifidobacterium bifidum.  |  Nagae, M., et al. 2007. J Biol Chem. 282: 18497-18509. PMID: 17459873
  4. Cell surface associated alpha-L-fucose moieties modulate human breast cancer neoplastic progression.  |  Yuan, K., et al. 2008. Pathol Oncol Res. 14: 145-56. PMID: 18553163
  5. Inhibition of alpha-L-fucosidase by derivatives of deoxyfuconojirimycin and deoxymannojirimycin.  |  Winchester, B., et al. 1990. Biochem J. 265: 277-82. PMID: 2137330
  6. Roles of mouse sperm-associated alpha-L-fucosidases in fertilization.  |  Phopin, K., et al. 2013. Mol Reprod Dev. 80: 273-85. PMID: 23426913
  7. Carbohydrate digestion in ticks and a digestive α-L-fucosidase.  |  Moreti, R., et al. 2013. J Insect Physiol. 59: 1069-75. PMID: 23994295
  8. Characterization of an α-l-fucosidase from the periodontal pathogen Tannerella forsythia.  |  Megson, ZA., et al. 2015. Virulence. 6: 282-92. PMID: 25831954
  9. An F-type lectin domain directs the activity of Streptosporangium roseum alpha-l-fucosidase.  |  Bishnoi, R., et al. 2018. Glycobiology. 28: 860-875. PMID: 30169639
  10. Development of a UHPLC-MS method for inhibitor screening against α-L-1,3-fucosidase.  |  Liu, T., et al. 2019. Anal Bioanal Chem. 411: 1467-1477. PMID: 30706074
  11. Cryo-EM structures of human fucosidase FucA1 reveal insight into substrate recognition and catalysis.  |  Armstrong, Z., et al. 2022. Structure. 30: 1443-1451.e5. PMID: 35907402
  12. Purification and characterization of alpha-L-fucosidase from Chinese hamster ovary cell culture supernatant.  |  Gramer, MJ., et al. 1994. Glycobiology. 4: 611-6. PMID: 7881175
  13. Bovine sperm binding to oviductal epithelium involves fucose recognition.  |  Lefebvre, R., et al. 1997. Biol Reprod. 56: 1198-204. PMID: 9160719

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Deoxyfuconojirimycin hydrochloride, 1 mg

sc-205644
1 mg
$110.00

Deoxyfuconojirimycin hydrochloride, 5 mg

sc-205644A
5 mg
$260.00

Deoxyfuconojirimycin hydrochloride, 25 mg

sc-205644B
25 mg
$470.00

Deoxyfuconojirimycin hydrochloride, 50 mg

sc-205644C
50 mg
$680.00

Deoxyfuconojirimycin hydrochloride, 100 mg

sc-205644D
100 mg
$999.00