Cas no 22256-76-4 (Methyl 2-Acetamido-2-deoxy-b-D-galactopyranoside)

Methyl 2-Acetamido-2-deoxy-β-D-galactopyranoside is a specialized glycoside derivative widely used in glycobiology and carbohydrate chemistry research. Its key structural feature—the acetamido group at the C-2 position—enhances stability and selectivity in enzymatic and chemical glycosylation studies. The β-D-galactopyranoside configuration makes it valuable for probing glycosidase and glycosyltransferase activities, as well as for synthesizing complex glycoconjugates. Its methyl glycoside form improves solubility in organic and aqueous solvents, facilitating diverse experimental applications. This compound serves as a critical intermediate in the development of glycomimetics and glycoprotein analogs, offering researchers a reliable tool for investigating carbohydrate-mediated biological processes. High purity and well-defined stereochemistry ensure reproducibility in synthetic and analytical workflows.
Methyl 2-Acetamido-2-deoxy-b-D-galactopyranoside structure
22256-76-4 structure
Product Name:Methyl 2-Acetamido-2-deoxy-b-D-galactopyranoside
CAS No:22256-76-4
MF:C9H17NO6
MW:235.23438334465
CID:1061990
Update Time:2025-10-31

Methyl 2-Acetamido-2-deoxy-b-D-galactopyranoside Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-Acetamido-2-deoxy-β-D-galactopyranoside
    • Methyl 2-Acetamido-2
    • METHYL 2-ACETAMIDO-2-DEOXY-B-D-GALACTOPYRANOSIDE
    • Methyl N-Acetyl-β-D-glucosaMinide
    • 1-O-Methyl-N-acetyl-2-amino-2-deoxy-α,β-D-glucopyranosid
    • methyl 2-acetamido-2-deoxy-α,β-D-glucopyranoside
    • methyl 2-N-acetamido-2-deoxy-D-glucopyranoside
    • methyl N-acetyl-2-amino-2-deoxy-D-glucopyranoside
    • N-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]acetamide
    • Methyl 2-Acetamido-2-deoxy-b-D-galactopyranoside
    • Inchi: 1S/C9H17NO6/c1-4(12)10-6-8(14)7(13)5(3-11)16-9(6)15-2/h5-9,11,13-14H,3H2,1-2H3,(H,10,12)/t5-,6-,7+,8-,9-/m1/s1
    • InChI Key: ZEVOCXOZYFLVKN-SYHAXYEDSA-N
    • SMILES: O1[C@H]([C@@H]([C@H]([C@H]([C@H]1CO)O)O)NC(C)=O)OC

Computed Properties

  • Exact Mass: 235.10600

Experimental Properties

  • PSA: 108.25000
  • LogP: -2.03260

Methyl 2-Acetamido-2-deoxy-b-D-galactopyranoside Pricemore >>

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Additional information on Methyl 2-Acetamido-2-deoxy-b-D-galactopyranoside

Methyl 2-Acetamido-2-deoxy-β-D-Galactopyranoside (CAS No. 22256-76-4): A Comprehensive Overview

Methyl 2-Acetamido-2-deoxy-β-D-Galactopyranoside (CAS No. 22256-76-4) is a significant compound in the field of carbohydrate chemistry and glycobiology. This compound, also known as Methyl 2-Acetamido-2-deoxygalactopyranoside, is a methyl glycoside derivative of N-acetyl galactosamine (GalNAc). It has garnered considerable attention due to its potential applications in various biological and pharmaceutical contexts, including the study of glycan structures, glycosylation processes, and the development of therapeutic agents.

The chemical structure of Methyl 2-Acetamido-2-deoxy-β-D-Galactopyranoside consists of a galactose ring with an acetamido group at the C-2 position and a methyl group at the anomeric position. This unique structure makes it a valuable tool for investigating the interactions between carbohydrates and proteins, particularly in the context of glycoprotein synthesis and recognition. Recent research has highlighted its role in modulating immune responses and its potential as a building block for more complex glycans used in drug delivery systems.

In the realm of glycobiology, Methyl 2-Acetamido-2-deoxy-β-D-Galactopyranoside has been extensively studied for its ability to mimic natural glycans involved in cell signaling and adhesion processes. For instance, it has been used to investigate the binding affinities of lectins, which are proteins that recognize and bind to specific carbohydrate structures. This research has provided insights into the molecular mechanisms underlying various diseases, such as cancer and inflammatory disorders, where aberrant glycosylation plays a critical role.

One of the key applications of Methyl 2-Acetamido-2-deoxy-β-D-Galactopyranoside is in the development of glycoconjugate vaccines. These vaccines are designed to elicit an immune response against specific carbohydrate antigens, which are often present on the surface of pathogenic microorganisms. By conjugating Methyl 2-Acetamido-2-deoxy-β-D-Galactopyranoside to carrier proteins, researchers can enhance the immunogenicity of these vaccines, leading to more effective protection against infectious diseases.

Moreover, Methyl 2-Acetamido-2-deoxy-β-D-Galactopyranoside has shown promise in the field of drug delivery. Its ability to form stable complexes with other molecules makes it an attractive candidate for developing targeted drug delivery systems. For example, it can be used to create nanoparticles that selectively deliver therapeutic agents to specific tissues or cells, thereby improving treatment efficacy and reducing side effects.

The synthesis of Methyl 2-Acetamido-2-deoxy-β-D-Galactopyranoside involves several well-established chemical reactions, including glycosylation and acetylation steps. These processes require precise control over reaction conditions to ensure high yields and purity. Recent advancements in synthetic methodologies have led to more efficient and scalable production methods, making this compound more accessible for both academic research and industrial applications.

In addition to its biological and pharmaceutical applications, Methyl 2-Acetamido-2-deoxy-β-D-Galactopyranoside is also used as a reference standard in analytical chemistry. Its well-defined structure and high purity make it an ideal choice for calibrating analytical instruments and validating analytical methods used in carbohydrate analysis.

The ongoing research on Methyl 2-Acetamido-2-deoxy-β-D-Galactopyranoside continues to uncover new insights into its properties and potential applications. For instance, recent studies have explored its use in developing novel diagnostic tools for detecting glycan biomarkers associated with various diseases. These biomarkers can provide early indicators of disease progression and help guide personalized treatment strategies.

In conclusion, Methyl 2-Acetamido-2-deoxy-β-D-Galactopyranoside (CAS No. 22256-76-4) is a versatile compound with significant implications in multiple scientific disciplines. Its unique chemical structure and biological properties make it an invaluable tool for advancing our understanding of glycan biology and developing innovative therapeutic approaches. As research in this field continues to evolve, the importance of compounds like Methyl 2-Acetamido-2-deoxy-β-D-Galactopyranoside will only grow.

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