66940

Methyl α-D-glucopyranoside

≥99.0%, suitable for microbiology

• Synonym(s): alpha-Methyl D-glucose ether, Methyl glucose, Methyl alpha-D-glucoside, Methyl glucopyranoside, Methyl alpha-D-glucose, Methyl pyranoside, Methyl α-D-glucoside
• Empirical Formula (Hill Notation): C₇H₁₄O₆
• CAS Number: 97-30-3
• Molecular Weight: 194.18
• Beilstein/REAXYS Number: 81568
• EC Number: 202-571-3
• MDL number: MFCD00064086
• UNSPSC Code: 41106212
• PubChem Substance ID: 329760337
• NACRES: NA.74

Properties

• Quality Level: 200
• assay: ≥99.0% (sum of enantiomers, HPLC); ≥99.0%
• form: crystalline powder
• optical activity: [α]20/D +157±3°, c = 10% in H₂O
• packaging: pkg of 100 g
• storage condition: (Keep container tightly closed in a dry and well-ventilated place.)
• color: colorless
• mp: 165-169 °C
• application(s): microbiology
• SMILES string: CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
• InChI: 1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7+/m1/s1
• InChI key: HOVAGTYPODGVJG-ZFYZTMLRSA-N

Description

General description

Methyl α-D-glucopyranoside is a chemical compound that belongs to the category of methylated glucose derivatives. Methyl α-D- glucopyranoside is also known as Methyl alpha-D-glucoside or alpha-Methyl-glucoside. Methyl alpha-D-glucopyranoside is a natural product found in Pseudoceratina purpurea, Forsythia viridissima, and Quassia amara. It is a monosaccharide and is commonly used in scientific research as a non-metabolizable analog of glucose. By replacing a hydroxyl group on the glucose molecule with a methyl group (-CH3), it becomes resistant to metabolism while retaining structural similarity to glucose. This property allows to study glucose transport, metabolism, and related cellular processes without interference from normal glucose metabolism.

Application

Methyl α-D-glucopyranoside is used for the differentiation of Listeria species, Listeria monocytogenes, Listeria innocua, and Listeria welshimeri by the ability to ferment the sugar, producing acid which can be identified using an appropriate pH indicator. Methyl α-D-glucopyranoside finds applications in various fields, including biochemical research, cell culture, chemical synthesis, analytical chemistry, and pharmaceutical industry.Methyl α-D- glucopyranoside is a methylated sugar used as an inhibitor of lectin-conjugate binding. commonly used in protein purification for eluting glycoproteins and other glycoconjugates from affinity chromatography columns of agarose lectin.Different concentrations of methyl α-D-glucopyranoside were used to vary echo decay times in a study that assessed the effects of cryoprotection on the structure and activity of p21ras.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)