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Benzyl n-Acetyl-4,6-o-Benzylidene-α-D-Muramic Acid, Methyl Ester CAS NO 104371-51-9


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CAS No.:104371-51-9

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Benzyl n-Acetyl-4,6-o-Benzylidene-α-D-Muramic Acid, Methyl Ester is a key protected derivative of muramic acid, a fundamental component of bacterial peptidoglycan. This compound serves as a critical synthetic intermediate for the development of novel immunostimulants, vaccine adjuvants, and antibacterial agents. It is primarily utilized by research institutions and pharmaceutical companies engaged in advanced glycopeptide synthesis, immunology research, and the development of next-generation therapeutic compounds targeting bacterial cell wall biosynthesis.

Application

  • Pharmaceutical Intermediate: A vital building block for the synthesis of complex peptidoglycan fragments and muramyl dipeptide (MDP) analogs with potential immunomodulatory activity.
  • Immunology Research: Used in the study of NOD2 receptor agonists and the development of novel vaccine adjuvants to enhance immune response.
  • Glycopeptide Synthesis: Serves as a protected precursor for the chemical and enzymatic synthesis of bacterial cell wall components for structural and mechanistic studies.
  • Antibacterial Agent Development: Employed in research programs aimed at creating new classes of antibiotics that inhibit peptidoglycan assembly.
  • Bioconjugation: The reactive functional groups allow for its use in creating targeted conjugates for drug delivery systems.
  • Chemical Biology Probes: Useful in the design of activity-based probes to study enzymes involved in bacterial cell wall remodeling.

Basic Information

Item Details
Product Name Benzyl n-Acetyl-4,6-o-Benzylidene-α-D-Muramic Acid, Methyl Ester
CAS No. 104371-51-9
Molecular Formula C25H29NO8
Molecular Weight 471.50 g/mol
Synonyms Methyl (2R)-2-[(2R,3S,4R,5S,6R)-3-Acetamido-4,5-dihydroxy-6-(hydroxymethyl)-2-phenyl-1,3-dioxan-4-yl]acetate; Benzyl 2-Acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside-3-yl Acetate Derivative; N-Acetylmuramic Acid Benzylidene Methyl Ester Derivative; Muramic Acid Derivative, Benzyl Protected; 4,6-O-Benzylidene-N-acetyl-α-D-muramic Acid Methyl Ester Benzyl Ester; Protected Muramyl Peptide Intermediate
EINECS Contact for details

Quality Control

Our Benzyl n-Acetyl-4,6-o-Benzylidene-α-D-Muramic Acid, Methyl Ester is produced under strict quality management protocols. Each batch undergoes comprehensive analytical testing, including HPLC for purity and NMR for structural confirmation, to ensure it meets the exacting standards required for pharmaceutical research and development. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting identity, purity, and impurity profiles.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is sensitive to strong acids and organic solvents; ensure storage areas are well-ventilated and separate from incompatible materials. For long-term storage, consider inert atmosphere conditions to maintain optimal stability.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95.0%
Specific Rotation Contact for details
Water Content (KF) ≤ 1.0%
Residue on Ignition ≤ 0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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