Date published: 2025-9-27

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Methyl 3-O-Allyl-4,6-O-benzylidene-α-D-mannopyranoside (CAS 82228-10-2)

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Application:
CAS Number:
82228-10-2
Molecular Weight:
322.35
Molecular Formula:
C17H22O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Methyl 3-O-Allyl-4,6-O-benzylidene-α-D-mannopyranoside is a compound of interest in carbohydrate chemistry and glycobiology research. Its structural features, including allyl and benzylidene functionalities, make it a versatile building block for synthesizing complex carbohydrates and glycoconjugates. In research applications, this compound has been utilized for the assembly of tailored glycan structures, particularly in the fabrication of glycan arrays used for studying molecular recognition events involving lectins, antibodies, and other carbohydrate-binding proteins. Additionally, Methyl 3-O-Allyl-4,6-O-benzylidene-α-D-mannopyranoside serves as a valuable substrate or precursor in enzymatic glycosylation reactions, enabling the enzymatic synthesis of oligosaccharides and glycosylated compounds with precise control over glycan structure and functionality. Its allyl and benzylidene moieties also provide sites for selective chemical modification, allowing the introduction of diverse functional groups or tags for subsequent conjugation or immobilization onto surfaces in biosensing applications. Furthermore, this compound has been investigated for its role in elucidating glycosylation mechanisms and substrate specificity of glycosyltransferases, contributing to a deeper understanding of glycan biosynthesis pathways and molecular recognition processes in biological systems. Overall, Methyl 3-O-Allyl-4,6-O-benzylidene-α-D-mannopyranoside offers researchers a versatile tool for the synthesis and study of complex carbohydrates and glycoconjugates in various fields of glycobiology, biochemistry, and biotechnology.


Methyl 3-O-Allyl-4,6-O-benzylidene-α-D-mannopyranoside (CAS 82228-10-2) References

  1. Facile synthesis of the heptasaccharide repeating unit of O-deacetylated GXM of C. neoformans serotype B.  |  Zhao, W. and Kong, F. 2005. Bioorg Med Chem. 13: 121-30. PMID: 15582457
  2. An Iron(III) Catalyst with Unusually Broad Substrate Scope in Regioselective Alkylation of Diols and Polyols.  |  Ren, B., et al. 2016. Chemistry. 22: 2481-6. PMID: 26789016
  3. Ring-selective synthesis of O-heterocycles from acyclic 3-O-allyl-monosaccharides via intramolecular nitrone–alkene cycloaddition  |  Shing, T. K., & Zhong, Y. L. 2001. Tetrahedron. 57(8): 1573-1579.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Methyl 3-O-Allyl-4,6-O-benzylidene-α-D-mannopyranoside, 100 mg

sc-221911
100 mg
$300.00