Cas no 67145-39-5 (Methyl 4-O-(a-D-galactopyranosyl)-a-D-galactopyranoside)

Methyl 4-O-(α-D-galactopyranosyl)-α-D-galactopyranoside is a synthetic disaccharide derivative consisting of two α-D-galactopyranose units linked via a 1→4 glycosidic bond, with a methyl group at the anomeric position of the reducing end. This compound serves as a valuable biochemical tool for studying glycosidase enzymes, particularly α-galactosidases, due to its specific glycosidic linkage. Its well-defined structure makes it useful as a substrate or inhibitor in enzymatic assays, aiding in the investigation of carbohydrate metabolism and enzyme kinetics. The methyl glycoside form enhances stability against enzymatic hydrolysis, ensuring reliable experimental results. Additionally, it finds applications in glycobiology research for probing glycan-protein interactions and synthesizing more complex oligosaccharides. Its high purity and structural precision make it suitable for analytical standards and mechanistic studies.
Methyl 4-O-(a-D-galactopyranosyl)-a-D-galactopyranoside structure
67145-39-5 structure
Product Name:Methyl 4-O-(a-D-galactopyranosyl)-a-D-galactopyranoside
CAS No:67145-39-5
MF:C13H24O11
MW:356.323065757751
CID:965436
PubChem ID:53477592
Update Time:2025-11-01

Methyl 4-O-(a-D-galactopyranosyl)-a-D-galactopyranoside Chemical and Physical Properties

Names and Identifiers

    • Methyl4-O-(a-D-galactopyranosyl)-a-D-galactopyranoside
    • SCHEMBL20658640
    • methyl 4-O-alpha-D-galactopyranosyl-alpha-D-galactopyranoside
    • methyl alpha-D-galactosyl-(1->4)-alpha-D-galactoside
    • (2R,3R,4S,5R,6R)-2-{[(2R,3R,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-methoxyoxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
    • Q27132341
    • Methyl 4-O-(alpha-D-galactopyranosyl)-alpha-D-galactopyranoside, Min. 98%
    • alpha-D-Galp-(1->4)-alpha-D-Galp-OMe
    • CHEBI:63023
    • alpha-D-galactosyl-(1->4)-alpha-D-galactosyl-OMe
    • W-203479
    • DTXSID601215585
    • Galalpha1-4Galalpha-OMe
    • 67145-39-5
    • Methyl 4-o-(alpha-d-galactopyranosyl)-alpha-d-galactopyranoside
    • (2R,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-methoxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
    • alpha-D-Gal-(1->4)-alpha-D-Gal-OMe
    • methyl alpha-D-galactopyranosyl-(1->4)-alpha-D-galactopyranoside
    • Methyl 4-O-(a-D-galactopyranosyl)-a-D-galactopyranoside
    • GAL?1-4GAL?-OME
    • Methyl 4-O-I+/--D-galactopyranosyl-I+/--D-galactopyranoside
    • Inchi： 1S/C13H24O11/c1-21-12-10(20)8(18)11(5(3-15)23-12)24-13-9(19)7(17)6(16)4(2-14)22-13/h4-20H,2-3H2,1H3/t4-,5-,6+,7+,8-,9-,10-,11+,12+,13-/m1/s1
    • InChI Key： FHNIYFZSHCGBPP-OVGWDEKYSA-N
    • SMILES： O([C@@H]1[C@@H]([C@H]([C@H]([C@@H](CO)O1)O)O)O)[C@H]1[C@@H](CO)O[C@@H]([C@@H]([C@H]1O)O)OC

Computed Properties

  • Exact Mass: 356.132
  • Monoisotopic Mass: 356.132
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 7
  • Hydrogen Bond Acceptor Count: 11
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 5
  • Complexity: 396
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 10
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 179A^2
  • XLogP3: -4.2

Experimental Properties

  • PSA: 178.53000
  • LogP: -4.74310

Methyl 4-O-(a-D-galactopyranosyl)-a-D-galactopyranoside Pricemore >>

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Methyl 4-O-(a-D-galactopyranosyl)-a-D-galactopyranoside Related Literature

Additional information on Methyl 4-O-(a-D-galactopyranosyl)-a-D-galactopyranoside

Methyl 4-O-(a-D-galactopyranosyl)-a-D-galactopyranoside (CAS No. 67145-39-5): A Comprehensive Overview

In the realm of glycoscience, Methyl 4-O-(a-D-galactopyranosyl)-a-D-galactopyranoside (CAS No. 67145-39-5) stands out as a structurally unique and biologically significant compound. This disaccharide derivative, composed of two a-D-galactopyranose units linked via a glycosidic bond, has garnered attention for its potential applications in pharmaceuticals, nutraceuticals, and biochemical research. Its molecular structure, characterized by the methyl group at the anomeric position, offers distinct chemical properties that make it a valuable tool for studying carbohydrate-protein interactions and enzymatic processes.

The growing interest in glycosides and their roles in human health has propelled research into compounds like Methyl 4-O-(a-D-galactopyranosyl)-a-D-galactopyranoside. Recent studies highlight its potential as a prebiotic, aiding in gut microbiota modulation—a topic of immense relevance given the surge in consumer awareness about gut health and probiotics. Additionally, its stability under physiological conditions makes it a candidate for drug delivery systems, aligning with the booming biopharmaceutical industry's demand for novel excipients.

From a synthetic perspective, CAS No. 67145-39-5 is often explored for its stereoselective formation, a challenge in carbohydrate chemistry. Researchers frequently search for "efficient synthesis of a-D-galactopyranosides" or "applications of methyl glycosides," reflecting the compound's technical allure. Its compatibility with enzymatic glycosylation methods also positions it as a model substrate for studying glycosyltransferases, enzymes critical in cancer and autoimmune disease research.

In industrial settings, Methyl 4-O-(a-D-galactopyranosyl)-a-D-galactopyranoside is valued for its role in formulating functional foods and cosmeceuticals. With consumers increasingly seeking "natural sugar alternatives" and "skin-barrier-enhancing ingredients," this compound's mild sweetness and hydrating properties present commercial opportunities. Its non-toxic profile further supports its use in personal care products, a sector experiencing rapid growth.

Analytical techniques like NMR spectroscopy and mass spectrometry are pivotal in characterizing CAS No. 67145-39-5, ensuring purity for high-end applications. Queries such as "how to identify galactoside derivatives" or "HPLC methods for disaccharide analysis" underscore the demand for robust quality control protocols. Furthermore, the compound's crystalline form and solubility data are critical for formulation scientists optimizing delivery systems.

Looking ahead, the intersection of glycobiology and precision medicine may unlock new roles for Methyl 4-O-(a-D-galactopyranosyl)-a-D-galactopyranoside. As AI-driven drug discovery accelerates, this compound's structural motifs could inspire glycomimetics targeting infectious diseases or metabolic disorders. Its presence in academic databases and patent filings signals sustained relevance, making it a compound to watch in the evolving landscape of bioactive carbohydrates.

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