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Benzyl n-Acetyl-4,6-o-Benzylidene-α-Isomuramic Acid Methyl Ester CAS NO 104371-52-0


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CAS No.:104371-52-0

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Benzyl n-Acetyl-4,6-o-Benzylidene-α-Isomuramic Acid Methyl Ester is a sophisticated, protected derivative of muramic acid, a key component in bacterial cell wall peptidoglycan. This compound serves as a critical synthetic intermediate in the development of novel immunomodulators and vaccine adjuvants. It is primarily utilized by research institutions and pharmaceutical companies engaged in immunology research, glycopeptide synthesis, and the development of next-generation therapeutic agents targeting the innate immune system.

Application

  • Immunological Research: As a key building block for synthesizing muramyl dipeptide (MDP) analogs and other peptidoglycan fragments to study NOD2 receptor activation and innate immune responses.
  • Pharmaceutical Intermediate: In the research and development of novel vaccine adjuvants and immunostimulants designed to enhance vaccine efficacy.
  • Glycopeptide Synthesis: As a protected precursor for the chemical synthesis of complex bacterial cell wall analogs and glycoconjugates for structural and functional studies.
  • Medicinal Chemistry: For structure-activity relationship (SAR) studies aimed at developing new anti-infective or immunomodulatory agents with reduced side effects.
  • Bioconjugation: Potential use in creating targeted drug delivery systems by linking immunostimulatory motifs to carrier molecules.

Basic Information

Product Name Benzyl n-Acetyl-4,6-o-Benzylidene-α-Isomuramic Acid Methyl Ester
CAS No. 104371-52-0
Molecular Formula C26H29NO8
Molecular Weight 483.51 g/mol
Synonyms Benzyl 2-Acetamido-4,6-O-benzylidene-3-O-[(R)-1-carboxyethyl]-2-deoxy-α-D-glucopyranoside Methyl Ester; Methyl (Benzyl 2-Acetamido-4,6-O-benzylidene-3-O-[(R)-1-carboxyethyl]-2-deoxy-α-D-glucopyranosid)uronate; Benzyl 2-Acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside-3-yl (R)-Lactate Methyl Ester; Protected α-Isomuramic Acid Derivative; Muramic Acid Derivative, Benzylidene Protected; N-Acetyl-α-Isomuramic Acid Benzyl Ester Methyl Ester Benzylidene Acetal
EINECS Contact for details

Quality Control

Our Benzyl n-Acetyl-4,6-o-Benzylidene-α-Isomuramic Acid Methyl Ester is produced under controlled conditions to ensure high chemical purity and batch-to-batch consistency, suitable for demanding research applications. Each batch is supported by a comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles. We adhere to rigorous internal quality standards, and specifications can be aligned with specific research or cGMP starting material requirements upon request.

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 light-sensitive (store away from light) and should be kept under an inert atmosphere for long-term storage to ensure stability. Keep the container tightly sealed in a dry environment to minimize exposure to moisture.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
Purity (HPLC) ≥ 97.0%
Specific Rotation [α]D20 Contact for details
Water Content (KF) ≤ 0.5%
Residual Solvents (GC) Meets ICH guidelines

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

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