Description

Methyl alpha-D-glucopyranoside (CAS No. 97-30-3) is a high-purity, synthetic glycoside derivative of glucose, widely utilized in biochemical and microbiological research. With the molecular formula C₇H₁₄O₆, this compound serves as a crucial substrate for enzymatic studies, carbohydrate metabolism research, and as a standard in chromatography. Its stable alpha-configuration and methoxy substitution at the anomeric position make it an ideal non-reducing sugar analog for probing glycosidase specificity, membrane transport mechanisms, and bacterial carbohydrate utilization pathways. Available in ≥99% purity, this white crystalline powder is soluble in water and compatible with microbiological applications, ensuring reliable performance in sensitive assays.

Key features include:

• High chemical stability and well-defined structure for reproducible results
• Critical tool for studying SGLT1 and other glucose transporters
• Essential reference compound for NMR and mass spectrometry studies
• Packaged under inert atmosphere to prevent moisture absorption
• Certified for use in Good Laboratory Practice (GLP) environments

Properties

• CAS Number: 97-30-3
• Complexity: 163
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-methoxy-tetrahydropyran-3,4,5-triol
• InChI: 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
• Exact Mass: 194.07903816
• Molecular Formula: C7H14O6
• Molecular Weight: 194.18
• SMILES: CO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Topological: 99.4
• Monoisotopic Mass: 194.07903816
• Synonyms: Methyl alpha-D-glucopyranoside, 97-30-3, Methyl-alpha-D-glucopyranoside, alpha-Methylglucoside, Methyl alpha-D-glucoside, alpha-Methyl-D-glucoside, alpha-Methyl D-glucose ether, methyl a-d-glucopyranoside, (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol, alpha-MDG, Me alpha-Glc, .alpha.-D-Glucopyranoside, methyl, alpha-D-Methylglucoside, alpha-D-methyl glucoside, 1-O-methyl-alpha-D-glucoside, 1-O-methyl-alpha-D-glucopyranose, CHEBI:320061, Methyl |A-D-glucoside, .alpha.-Methylglucoside, (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol, 1-O-methyl-alpha-D-glucopyranoside, MFCD00064086, Methyl .alpha.-D-glucoside, QCF122NF3R, DTXSID7026605, Methyl .alpha.-D-glucopyranoside, Methyl |A-D-glucopyranoside, C7H14O6, Methyl ?-D-Glucopyranoside, alpha-D-Glucopyranoside, methyl, GYP, Methyl alpha-D-glucoside (VAN), EINECS 202-571-3, alpha-D-Glucoside, methyl, UNII-QCF122NF3R, NSC 102101, AI3-18790, MalphaDG, Glucopyranoside, methyl, .alpha.-D-, alpha-methyl-D-glucose pyranoside, Me-alpha-Glc, Glucopyranoside, methyl, alpha-D-, a-methyl-D-glucoside, 1ws4, Methyl hexopyranoside #, a-D-methyl glucopyranoside, Epitope ID:150073, methyl alpha-D-glucopyranose, SCHEMBL50473, alpha-D-methyl glucopyranoside, .alpha.-Methyl-(d)-glucoside, .alpha.-d-Methylglucopyranoside, CHEMBL131853, DTXCID806605, GTPL4640, Methyl alpha -D-glucopyranoside, BDBM20876, methyl alpha-(D)-glucopyranoside, Tox21_200430, [14C]alpha-methyl-D-glucopyranoside, .ALPHA.-METHYLGLUCOSIDE [MI], alpha-methyl-D-glucopyranoside (AMG), AKOS015896548, CS-W021034, HY-W040294, MM03961, CAS-97-30-3, Methyl alpha-D-glucopyranoside, >=99%, NCGC00257984-01, AS-14322, M0228, NS00078809, EN300-92952, P16421, Q27074402, BE2A51F8-C121-4E44-89AB-05A013F8AA57, Methyl alpha-D-glucopyranoside, for microbiology, >=99.0%

Methyl alpha-D-glucopyranoside is extensively employed as a non-metabolizable glucose analog in membrane transport studies, particularly for characterizing sodium-glucose symporters (SGLTs). It serves as a selective substrate for differentiating bacterial carbohydrate utilization pathways in microbiological media formulations. Researchers utilize this compound as a chiral building block in glycochemistry and as a standard for calibrating carbohydrate analysis instrumentation including HPLC-RI and GC-MS systems.

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