Date published: 2025-10-2

1-800-457-3801

SCBT Portrait Logo
Seach Input

Methyl a-D-mannopyranoside (CAS 617-04-9)

0.0(0)
Write a reviewAsk a question

Application:
Methyl a-D-mannopyranoside is a competitor inhibitor of the binding of mannose by Escherichia coli.
CAS Number:
617-04-9
Molecular Weight:
194.18
Molecular Formula:
C7H14O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

Methyl α-D-mannopyranoside is a methylated sugar derivative extensively used in biochemical and structural research. This compound serves as a model substrate for studying glycosidase enzymes, particularly α-mannosidases, which catalyze the hydrolysis of α-mannosidic linkages in glycoproteins and glycolipids. By using methyl α-D-mannopyranoside in enzyme assays, researchers can investigate the kinetic properties, substrate specificity, and catalytic mechanisms of these enzymes. Additionally, it aids in the elucidation of the structure-function relationships of α-mannosidases through crystallographic studies. Methyl α-D-mannopyranoside is also employed in glycosylation studies to probe the synthesis and modification of glycan structures in various biological systems. In membrane biology, it is used to understand the binding interactions between mannose-specific lectins and their ligands, providing insights into cell-cell recognition and adhesion processes. Furthermore, this compound is utilized in the synthesis of mannose-containing oligosaccharides and glycosides, facilitating the exploration of carbohydrate chemistry and the development of novel glycomimetics. Its role in these diverse research areas underscores its importance as a tool for advancing knowledge in enzymology, glycobiology, and structural biology, contributing to a deeper understanding of carbohydrate-mediated biological processes.


Methyl a-D-mannopyranoside (CAS 617-04-9) References

  1. Functional equality in the absence of structural similarity: an added dimension to molecular mimicry.  |  Goel, M., et al. 2001. J Biol Chem. 276: 39277-81. PMID: 11504727
  2. The formation of a cyclic diacetal of methyl alpha-D-mannopyranoside with a 16-membered macrocyclic loop.  |  Maslinska-Solich, J., et al. 2002. Chem Commun (Camb). 984-5. PMID: 12123080
  3. Sugar-sensitive thin films composed of concanavalin A and sugar-bearing polymers.  |  Sato, K., et al. 2005. Anal Sci. 21: 1375-8. PMID: 16317909
  4. Synthesis of novel sigma-receptor ligands from methyl alpha-D-mannopyranoside.  |  Wiedemeyer, K. and Wünsch, B. 2006. Carbohydr Res. 341: 2321-34. PMID: 16854396
  5. [Determination of swainsonine in A. variabilis bunge by gas chromatography with methyl-alpha-D-mannopyranoside internal standard method].  |  Zhao, X., et al. 2007. Se Pu. 25: 781-2. PMID: 18161343
  6. Selective 4,6-O-benzylidene formation of methyl α-D-mannopyranoside using 2,6-dimethylbenzaldehyde.  |  Liotta, LJ., et al. 2014. Carbohydr Res. 391: 31-6. PMID: 24785384
  7. Molecular recognition of methyl α-D-mannopyranoside by antifreeze (glyco)proteins.  |  Wang, S., et al. 2014. J Am Chem Soc. 136: 8973-81. PMID: 24918258
  8. The structure of the saccharide-binding site of concanavalin A.  |  Derewenda, Z., et al. 1989. EMBO J. 8: 2189-93. PMID: 2792084
  9. Free radicals trapped in methyl alpha-D-mannopyranoside X-irradiated at 77 K: an ESR/ENDOR study.  |  Bernhard, WA., et al. 1987. Radiat Res. 112: 54-61. PMID: 2821572
  10. Surface engineering of Solid Lipid Nanoparticle assemblies by methyl α-d-mannopyranoside for the active targeting to macrophages in anti-tuberculosis inhalation therapy.  |  Maretti, E., et al. 2017. Int J Pharm. 528: 440-451. PMID: 28624659
  11. Release of cell-associated concanavalin A by methyl alpha-D-mannopyranoside reveals three binding states of concanavalin-A receptors on mouse fibroblasts.  |  Kammer, K. and Burger, MM. 1983. Eur J Biochem. 132: 433-9. PMID: 6682378
  12. Binding kinetics of methyl alpha-D-mannopyranoside to concanavalin A: temperature-jump relaxation study with 4-methylumbelliferyl alpha-D-mannopyranoside as a fluorescence indicator ligand.  |  Clegg, RM., et al. 1981. Biochemistry. 20: 4687-92. PMID: 6895311
  13. Reductive cleavage of the positional isomers of benzoylated and methylated methyl alpha-D-mannopyranoside.  |  Rozanas, CR. and Gray, GR. 1997. Carbohydr Res. 298: 243-9. PMID: 9098955

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Methyl a-D-mannopyranoside, 100 g

sc-280980
100 g
$300.00