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Benzyl 4,6-O-Benzylidene-β-D-glucopyranoside (CAS 58006-32-9)

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CAS Number:
58006-32-9
Molecular Weight:
358.39
Molecular Formula:
C20H22O6
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 4,6-O-Benzylidene-β-D-glucopyranoside is a synthetically modified glucose derivative utilized extensively within the field of carbohydrate chemistry for the study of glycosylation reactions. This compound is characterized by its benzylidene acetal at the 4,6-positions, which serves as a protective group that stabilizes the molecule against unwanted hydrolytic reactions during synthetic procedures. The presence of this protective group is crucial for facilitating selective chemical modifications on other parts of the sugar molecule, enabling researchers to explore the synthesis of complex oligosaccharides and glycoconjugates with precise control over glycosidic linkage formation. In research, this chemical is primarily employed to probe the mechanisms of glycosyltransferases, which are enzymes responsible for the biosynthesis of glycosidic bonds in biological systems. By studying how these enzymes interact with protected sugars like Benzyl 4,6-O-Benzylidene-β-D-glucopyranoside, scientists can better understand the factors influencing enzyme specificity and reactivity. This knowledge is vital for designing synthetic pathways that mimic natural glycosylation processes, which are essential for the production of pharmaceuticals and biologically active compounds. The research on this chemical provides insights into the subtleties of carbohydrate engineering, which are critical for advancing glycoscience and developing new materials and biochemical tools.


Benzyl 4,6-O-Benzylidene-β-D-glucopyranoside (CAS 58006-32-9) References

  1. Lewis Acid‐Catalysed Anomerisation and Rearrangement of Alkyl d‐Glycopyranosides During Acetalisation with Methyl Pyruvate: How to Utilise it for the Preparation of 1‐(Carboxyethylidene) glycopyranosyl Donors  |  Ziegler, T., Eckhardt, E., & Herold, G. 1992. Liebigs Annalen der Chemie. 1992(5): 441-451.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Benzyl 4,6-O-Benzylidene-β-D-glucopyranoside, 500 mg

sc-221338
500 mg
$380.00