Description

Methyl alpha-D-galactopyranoside (CAS: 3396-99-4) is a high-purity carbohydrate derivative widely used in biochemical and glycobiology research. With the molecular formula C₇H₁₄O₆, this compound serves as a critical substrate or inhibitor in enzymatic studies, particularly those involving alpha-galactosidases. Its stable glycosidic linkage and stereospecificity make it invaluable for investigating galactose metabolism, lectin binding, and glycan synthesis. Available in purities ≥98% (HPLC), this product is ideal for analytical standards, structural studies, and pharmaceutical applications requiring precise galactose derivatives. Packaged under inert conditions to ensure stability, it is a must-have for researchers exploring carbohydrate-protein interactions and glycosylation pathways.

Properties

• CAS Number: 3396-99-4
• Complexity: 163
• IUPAC Name: (2R,3R,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-PZRMXXKTSA-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-galactopyranoside, Methyl-galactopyranoside, .alpha.-D-Galactopyranoside, methyl, EINECS 222-251-7, NSC 33684, alpha-D-Galactopyranoside, methyl, 222-251-7, 3396-99-4, Methyl-alpha-D-galactopyranoside, (2R,3R,4S,5R,6S)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol, alpha-methyl-d-galactoside, alpha-methylgalactoside, Me-alpha-Gal, methyl |A-d-galactopyranoside, Methyl alpha-D-galactoside, Methyl a-d-galactopyranoside, Methyl alpha-galactoside, CHEBI:55507, alpha-methyl D-galactoside, alpha-methyl D-galactopyranoside, (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol, MFCD00064085, ESJ6UY55QN, Methyl-alpha-D-galactoside, Galactopyranoside, methyl, .alpha.-D-, methyl alpha-galactopyranoside, CHEMBL467773, Methyl .alpha.-D-galactopyranoside, 1-O-Methyl-.alpha.-d-galactopyranoside, 1-o-methyl-alpha-d-galactopyranoside, AMG, methyl-a-d-galactopyranoside, .alpha.-Methyl-D-galactoside, Methyl .alpha.-D-galactoside, .alpha.-Methyl-D-galactopyranoside, NSC-33684, alpha-D-GalpOMe, 4ndu, alpha-D-GalOMe, a-methyl-D-galactoside, UNII-ESJ6UY55QN, Epitope ID:150066, 1-Methyl-D-galactopyranoside, SCHEMBL505008, alpha-Methyl-D-galactopyranoside, Methyl .alpha.-galactopyranoside, DTXSID30187575, Methyl alpha -D-galactopyranoside, (2R,3R,4S,5R,6S)-2-(Hydroxymethyl)-6-methoxy-tetrahydropyran-3,4,5-triol, 1-O-methyl-alpha-D-galactopyranose, Galactopyranoside, methyl, alpha-D-, BDBM50034081, AKOS016015049, DB02100, DS-6002, HY-W088238, MM10084, CS-0130438, M1047, NS00069874, D78224, Q18344140, 1-O-Methyl-alpha-D-galactopyranoside monohydrate – Crude, METHYL | inverted exclamation mark-D-GALACTOPYRANOSIDE, 6BD947CC-7166-409C-84AA-2521D81B8BB5, Methyl alpha-D-galactopyranoside, purum, >=98.0% (sum of enantiomers, HPLC)

Methyl alpha-D-galactopyranoside is extensively used in glycobiology to study enzyme mechanisms, particularly alpha-galactosidase activity. It serves as a competitive inhibitor or substrate in assays probing carbohydrate metabolism and lectin binding specificity. Researchers employ it to investigate glycan biosynthesis pathways and develop therapeutic agents targeting galactose-related disorders. Its stability and structural properties also make it useful in NMR spectroscopy and crystallography for molecular interaction studies.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.