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Benzyl β-D-Glucopyranoside (CAS 4304-12-5)

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CAS Number:
4304-12-5
Purity:
≥97%
Molecular Weight:
270.28
Molecular Formula:
C13H18O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Benzyl β-D-glucopyranoside is a sugar-based compound that has found utility as a fundamental component in organic synthesis, as well as a reagent for diverse biochemical and physiological investigations. Functioning as a substrate, Benzyl β-D-glucopyranoside interacts with a range of enzymes, encompassing glycoside hydrolases, glycosyltransferases, and glycosyl hydrolases. These enzymes catalyze the hydrolysis of Benzyl β-D-glucopyranoside, yielding a β-D-glucopyranose molecule and a benzyl alcohol moiety. The subsequent metabolism of the benzyl alcohol occurs through the involvement of other enzymes, such as alcohol dehydrogenase, leading to the formation of benzaldehyde. Further enzymatic transformations, facilitated by aldehyde dehydrogenase, result in the conversion of benzaldehyde back into benzyl alcohol.


Benzyl β-D-Glucopyranoside (CAS 4304-12-5) References

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  2. Isolation and structural elucidation of some glycosides from the rhizomes of smaller galanga (Alpinia officinarum Hance).  |  Ly, TN., et al. 2002. J Agric Food Chem. 50: 4919-24. PMID: 12166983
  3. Use of apple seed meal as a new source of beta-glucosidase for enzymatic glucosylation of 4-substituted benzyl alcohols and tyrosol in monophasic aqueous-dioxane medium.  |  Min Tong, A., et al. 2004. Bioorg Med Chem Lett. 14: 2095-7. PMID: 15080986
  4. Chemical Basis for Greenbug Resistance in Small Grains: II. Identification of the Major Neutral Metabolite of Benzyl Alcohol in Barley.  |  Juneja, PS., et al. 1975. Plant Physiol. 56: 385-9. PMID: 16659309
  5. Engineering of glucoside acceptors for the regioselective synthesis of beta-(1-->3)-disaccharides with glycosynthases.  |  Marton, Z., et al. 2008. Carbohydr Res. 343: 2939-46. PMID: 18828996
  6. Phytochemical characterization of the leaves of Mitragyna speciosa grown in U.S.A.  |  León, F., et al. 2009. Nat Prod Commun. 4: 907-10. PMID: 19731590
  7. Two new glycosides from Conyza bonariensis.  |  Zahoor, A., et al. 2010. Nat Prod Commun. 5: 1099-102. PMID: 20734949
  8. Unusual glycosides of pyrrole alkaloid and 4'-hydroxyphenylethanamide from leaves of Moringa oleifera.  |  Sahakitpichan, P., et al. 2011. Phytochemistry. 72: 791-5. PMID: 21439596
  9. New glycosides from Dracocephalum tanguticum maxim.  |  Zeng, Q., et al. 2011. Arch Pharm Res. 34: 2015-20. PMID: 22210025
  10. Selective bromoacetylation of alkyl hexopyranosides: a facile preparation of intermediates for the synthesis of (1----6)-linked oligosaccharides.  |  Ziegler, T., et al. 1989. Carbohydr Res. 194: 185-98. PMID: 2620299
  11. Selective acetylation of benzyl α-D-mannopyranoside, benzyl-β-D-glucopyranoside, and benzyl β-D-galactopyranoside☆  |  EE Lee, A Bruzzi, E O'Brien, PS O'Colla - Carbohydrate Research, 1974 - Elsevier. July 1974,. Carbohydrate Research. Volume 35, Issue 1,: Pages 103-109.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Benzyl β-D-Glucopyranoside, 1 g

sc-221295
1 g
$380.00