Cas no 176106-81-3 (Lewis X Trisaccharide, Methyl Glycoside)

The Lewis X Trisaccharide Methyl Glycoside is a well-defined glycan derivative, commonly utilized in glycobiology research and carbohydrate chemistry. Its structure features the Lewis X epitope (Galβ1-4[Fucα1-3]GlcNAc) linked to a methyl glycoside, enhancing stability and solubility for experimental applications. This compound serves as a valuable tool for studying cell adhesion, immune responses, and carbohydrate-protein interactions, particularly in the context of selectin-mediated processes. The methyl glycoside moiety simplifies handling and storage while retaining biological relevance. Its high purity and characterized structure make it suitable for glycan array studies, enzymatic assays, and as a synthetic intermediate in oligosaccharide synthesis.
Lewis X Trisaccharide, Methyl Glycoside structure
176106-81-3 structure
Product Name:Lewis X Trisaccharide, Methyl Glycoside
CAS No:176106-81-3
MF:C21H37NO15
MW:543.516188383102
CID:112250
PubChem ID:5098606
Update Time:2025-05-26

Lewis X Trisaccharide, Methyl Glycoside Chemical and Physical Properties

Names and Identifiers

    • Lewis X Trisaccharide, Methyl Glycoside
    • 4)]-2-(acetylamino)-2-deox
    • 4)]-2-(acetylamino)-2-deoxy-
    • Lewis X trisaccharide methyl glucoside
    • Gal1-b-4[Fuc1-α-3] GlcNAc1-b-O-Me
    • Methyl 2-AcetaMido-2-deoxy-3-O-(α-L-fucopyranosyl)-4-O-(b-D- galactopyranosyl)-b-D-glucopyranoside
    • Methyl 2-Acetamido-2-deoxy-3-O-(α-L-fucopyranosyl)-4-O-(b-D- galactopyranosyl)-β-D-glucopyranoside, Gal1-β-4[Fuc1-α-3] GlcNAc1-β-O-Me
    • Methyl 2-Acetamido-2-deoxy-3-O-(a-L-fucopyranosyl)-4-O-(b-D- galactopyranosyl)-b-D-glucopyranoside, Gal1-b-4[Fuc1-a-3] GlcNAc1-b-O-Me
    • AKOS030240388
    • beta-D-Glucopyranoside, methyl O-6-deoxy-alpha-L-galactopyranosyl-(1-->3)-O-[beta-D-galactopyranosyl-(1-->4)]-2-(acetylamino)-2-deoxy-
    • FT-0670782
    • 176106-81-3
    • N-[6-(hydroxymethyl)-2-methoxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]acetamide
    • LewisXtrisaccharidemethylglucoside
    • N-[6-(hydroxymethyl)-2-methoxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]acetamide
    • Inchi: 1S/C21H37NO15/c1-6-11(26)13(28)15(30)20(33-6)37-18-10(22-7(2)25)19(32-3)35-9(5-24)17(18)36-21-16(31)14(29)12(27)8(4-23)34-21/h6,8-21,23-24,26-31H,4-5H2,1-3H3,(H,22,25)
    • InChI Key: RWKWUCRJWBOBDY-UHFFFAOYSA-N
    • SMILES: O(C1C(C(C(C(C)O1)O)O)O)C1C(C(OC)OC(CO)C1OC1C(C(C(C(CO)O1)O)O)O)NC(C)=O

Computed Properties

  • Exact Mass: 543.21600
  • Monoisotopic Mass: 543.21631947g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 9
  • Hydrogen Bond Acceptor Count: 15
  • Heavy Atom Count: 37
  • Rotatable Bond Count: 8
  • Complexity: 747
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 15
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -5.3
  • Topological Polar Surface Area: 246?2

Experimental Properties

  • Density: 1.57
  • Melting Point: 174-176°C
  • Boiling Point: 853.8°C at 760 mmHg
  • Flash Point: 470.2°C
  • Refractive Index: 1.607
  • PSA: 246.32000
  • LogP: -5.35660

Lewis X Trisaccharide, Methyl Glycoside Security Information

  • Storage Condition:-20°C Freezer

Lewis X Trisaccharide, Methyl Glycoside Pricemore >>

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Additional information on Lewis X Trisaccharide, Methyl Glycoside

Exploring Lewis X Trisaccharide, Methyl Glycoside (CAS No. 176106-81-3): Structure, Applications, and Research Insights

The Lewis X Trisaccharide, Methyl Glycoside (CAS No. 176106-81-3) is a synthetic carbohydrate derivative that has garnered significant attention in glycobiology and biomedical research. This compound, characterized by its trisaccharide structure and methyl glycoside modification, serves as a critical tool for studying cell-surface interactions, immune responses, and glycosylation patterns. Its unique chemical properties make it invaluable for applications ranging from diagnostic development to drug discovery.

Structurally, Lewis X Trisaccharide belongs to the fucosylated oligosaccharides family, featuring a terminal galactose residue linked to N-acetylglucosamine and fucose. The methyl glycoside moiety enhances its stability, facilitating its use in bioconjugation and glycan microarray technologies. Researchers leverage this compound to mimic natural glycan epitopes, enabling studies on pathogen-host interactions and cancer biomarkers—topics currently dominating scientific literature and search engine queries like "role of glycans in cancer" or "carbohydrate-based therapeutics."

In the context of biopharmaceuticals, Lewis X Trisaccharide, Methyl Glycoside is pivotal for designing glycoconjugate vaccines. Its ability to elicit immune responses aligns with the growing demand for next-generation vaccines, a hotspot underscored by the COVID-19 pandemic. Searches for "glycan vaccine adjuvants" or "synthetic carbohydrates in immunotherapy" highlight its relevance. Additionally, its role in stem cell research—particularly in cell adhesion and differentiation—resonates with trends in regenerative medicine.

From a technical perspective, the compound's CAS No. 176106-81-3 ensures precise identification in chemical databases and regulatory filings. Its synthesis involves advanced glycosylation techniques, a topic frequently searched by organic chemists ("stereoselective glycosylation methods"). The methyl glycoside derivative also simplifies NMR analysis, addressing common challenges in carbohydrate characterization.

Beyond academia, industries utilize Lewis X Trisaccharide in diagnostic kits for detecting autoimmune diseases and infections. Its compatibility with surface plasmon resonance (SPR) and mass spectrometry aligns with the rise of precision diagnostics. Queries like "glycan biomarkers for early disease detection" reflect this intersection of glycobiology and clinical innovation.

Environmental and scalability considerations further elevate its profile. Unlike natural extracts, synthetic Lewis X Trisaccharide, Methyl Glycoside offers batch-to-batch consistency—a key concern for Good Manufacturing Practice (GMP) compliance. This aligns with searches on "sustainable glycochemical production" and "scalable oligosaccharide synthesis."

In summary, Lewis X Trisaccharide, Methyl Glycoside (CAS No. 176106-81-3) bridges fundamental research and translational applications. Its multifaceted roles in immunology, drug development, and diagnostics position it at the forefront of glycoscience—a field increasingly explored via AI-driven literature mining and high-throughput screening. As interest in glycan-based therapeutics grows, this compound will remain a cornerstone for both discovery and industrial innovation.

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