617-04-9

Methyl α-D-mannopyranoside Chemical Structure
617-04-9

Chemical Structure

Methyl α-D-mannopyranoside

Synonym(s): α-Methyl-D-mannoside

  • CAS No.: 617-04-9
  • Formula:C7H14O6
  • Molecular Weight:194.18

IUPAC Name: (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

InChIKey: HOVAGTYPODGVJG-VEIUFWFVSA-N

SMILES: O[C@@H]1[C@@H](OC)O[C@H](CO)[C@@H](O)[C@@H]1O

Biological Activity: Methyl α-D-mannopyranoside (α-Methyl-D-mannoside) is a methyl glycoside derivative and conformational stabilizer of α-D-mannopyranose. The glycosidic bond conformation of Methyl α-D-mannopyranoside is significantly affected by the environment. In aqueous solution, Methyl α-D-mannopyranoside stabilizes into a trans conformation via intermolecular hydrogen bonds; in the gas phase, however, steric interactions drive Methyl α-D-mannopyranoside to prefer a clockwise gauche conformation. Methyl α-D-mannopyranoside also serves as a major component of secondary cell wall polymers in some bacteria and an active precursor site for virus-targeted glycoproteins. Methyl α-D-mannopyranoside acts as an acceptor substrate for alternansucrase, mediating the transfer of D-glucopyranosyl groups to generate a variety of glycosylated oligosaccharide products, with methyl α-D-glucopyranosyl-(1→6)-α-D-mannopyranoside as the main component. Methyl α-D-mannopyranoside is applicable to studies on bacterial pathogenic mechanisms associated with mannose-specific fimbrial lectins[1][2].

Cat. No. Product Name Purity Description Pricing
HY-W039897
Methyl α-D-mannopyranoside 98.0% Methyl α-D-mannopyranoside (α-Methyl-D-mannoside) is a methyl glycoside derivative and conformational stabilizer of α-D-mannopyranose. The glycosidic bond conformation of Methyl α-D-mannopyranoside is significantly affected by the environment. In aqueous solution, Methyl α-D-mannopyranoside stabilizes into a trans conformation via intermolecular hydrogen bonds; in the gas phase, however, steric interactions drive Methyl α-D-mannopyranoside to prefer a clockwise gauche conformation. Methyl α-D-mannopyranoside also serves as a major component of secondary cell wall polymers in some bacteria and an active precursor site for virus-targeted glycoproteins. Methyl α-D-mannopyranoside acts as an acceptor substrate for alternansucrase, mediating the transfer of D-glucopyranosyl groups to generate a variety of glycosylated oligosaccharide products, with methyl α-D-glucopyranosyl-(1→6)-α-D-mannopyranoside as the main component. Methyl α-D-mannopyranoside is applicable to studies on bacterial pathogenic mechanisms associated with mannose-specific fimbrial lectins.
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HY-W039897R
Methyl α-D-mannopyranoside (Standard) ≥98% Methyl α-D-mannopyranoside (Standard) is the analytical standard of Methyl α-D-mannopyranoside. This product is intended for research and analytical applications. Methyl α-D-mannopyranoside could target macrophages in anti-tuberculosis inhalation therapy.
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