Description

Methyl alpha-D-mannopyranoside (CAS: 617-04-9) is a high-purity carbohydrate derivative extensively utilized in biochemical and microbiological research. This compound, with the molecular formula C₇H₁₄O₆, serves as a critical reagent in glycobiology studies, particularly in investigating carbohydrate-protein interactions, enzyme mechanisms, and microbial adhesion. Its stable alpha-configuration and methyl glycoside linkage make it an ideal substrate for glycosidases and lectin-binding assays. Available in ≥99% purity (GC), our product is rigorously tested for consistency, ensuring reliable performance in sensitive applications such as chromatography standards, cell culture media supplementation, and synthetic glycoconjugate chemistry. The product is supplied as a white crystalline powder with excellent solubility in water and polar organic solvents, accompanied by detailed analytical certificates (HPLC, NMR) for quality assurance.

Properties

• CAS Number: 617-04-9
• Complexity: 163
• IUPAC Name: (2R,3S,4S,5S,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-VEIUFWFVSA-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
• Physical Description: White to slightly gray odorless powder;
• Synonyms: Methyl alpha-D-mannopyranoside, 617-04-9, Methyl alpha-D-mannoside, alpha-Methyl-D-mannoside, Methyl-alpha-D-mannopyranoside, alpha-Methyl-D-mannopyranoside, alpha-D-Methyl mannoside, Methyl-alpha-D-mannoside, alpha-Methyl-D-(-)-mannoside, CHEBI:43943, .alpha.-D-Mannopyranoside, methyl, Methyl alpha-D-mannoside (VAN), EINECS 210-502-3, 25281-48-5, NSC 224429, .alpha.-D-Methyl mannoside, .alpha.-Methyl-D-mannoside, Methyl .alpha.-D-mannoside, alpha-D-Mannopyranoside, methyl, .alpha.-Methyl-D-mannopyranoside, Methyl .alpha.-D-mannopyranoside, Methyl-.alpha.-D-mannopyranoside, DTXSID10897266, alpha-Methylmannose, beta-Methylmannoside, alpha-Methylmannoside, alpha-methyl-D-mannose, Methylmannoside, alpha-D-isomer, Methyl mannoside, (alpha-D)-isomer, methyl a-d-mannoside, methyl-a-d-mannoside, alphaDMethyl mannoside, Methyl alphaDmannoside, alphaMethylD()mannoside, a-Methyl mannopyranoside, Methyl I+–D-mannoside, Methyl-I+–D-mannoside, alphaMethylDmannopyranoside, alphaMethyl mannopyranoside, 1OMethylalphaDmannopyranoside, alphaDMannopyranoside, methyl, Methyl alphaDmannoside (VAN), Mannopyranoside, methyl, alphaD, 1-O-Methyl-a-D-mannopyranoside, DTXCID401326649, 1-O-Methyl-I+–D-mannopyranoside, Mannopyranoside, methyl, alphaD (8CI), 210-502-3, hovagtypodgvjg-veiufwfvsa-n, Methyl a-D-mannopyranoside, methyl |A-d-mannopyranoside, alpha-Methyl mannopyranoside, 1-O-Methyl-alpha-D-mannopyranoside, (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol, MFCD00063262, NSC 1225, (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol, CHEMBL195368, Methylmannoside, 2jdn, 2jdy, Mannopyranoside, methyl, .alpha.-D-, a-methyl-D-mannoside, a-Methyl D-mannoside, 1ws5, 2bv4, alpha-Methyl D-mannoside, methyl -d-mannopyranoside, Epitope ID:145662, Methyl-alphaD-mannopyranoside, SCHEMBL136446, Mannopyranoside, methyl, alpha-D-, BDBM50166886, CCG-53954, s5047, 1-O-Methyl-.alpha.-D-mannopyranoside, AKOS016010476, DB01979, HY-W039897, MM06730, AS-58701, DA-65396, CS-0098154, M0368, NS00069872, Methyl alpha-D-mannopyranoside, >=99% (GC), F16319, SR-01000643077-1, Q27093072, Methyl alpha-D-mannopyranoside, for microbiology, >=99.0%, 35B8275C-EB56-4981-81A0-8E358215B1A9, (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxy-tetrahydropyran-3,4,5-triol, O1-METHYL-MANNOSE; methyl alpha-D-mannoside; methyl D-mannoside; methyl mannoside

Methyl alpha-D-mannopyranoside is widely employed as a competitive inhibitor in lectin-binding studies, particularly for concanavalin A. It serves as a substrate for alpha-mannosidase enzyme assays in diagnostic research. The compound is also utilized in bacterial culture media to study mannose-specific adhesion mechanisms in pathogens like E. coli. Additionally, it functions as a chiral building block in the synthesis of complex glycoconjugates and glycomimetics.

Safety and Hazards

GHS Hazard Statements

• Not Classified
• Reported as not meeting GHS hazard criteria by 37 of 37 companies. For more detailed information, please visit ECHA C&L website.

Hazard Classes and Categories

• Not Classified

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