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Benzyl 2-Acetamido-2-Deoxy-Alpha-D-Glucopyranoside

    • Product Name Benzyl 2-Acetamido-2-Deoxy-Alpha-D-Glucopyranoside
    • Alias Benzyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside
    • Einecs 638-686-4
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    770227

    Product Name Benzyl 2-Acetamido-2-Deoxy-Alpha-D-Glucopyranoside
    Cas Number 158642-45-0
    Molecular Formula C15H21NO6
    Molecular Weight 311.33
    Appearance White to off-white solid
    Solubility DMSO, Methanol, Water (sparingly)
    Purity Typically >95%
    Storage Temperature 2-8°C
    Synonyms Benzyl N-acetyl-α-D-glucosaminide
    Smiles CC(=O)N[C@@H]1C(O)C(O)C(O)C(O)C1OCc2ccccc2
    Inchikey IOFRFGOTCYQUKL-UHFFFAOYSA-N

    As an accredited Benzyl 2-Acetamido-2-Deoxy-Alpha-D-Glucopyranoside factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The chemical is supplied in a 5g amber glass bottle with a sealed cap, featuring a clear, printed label with hazard information.
    Shipping Benzyl 2-Acetamido-2-Deoxy-Alpha-D-Glucopyranoside should be shipped in tightly sealed containers, protected from moisture and light. It is recommended to use standard chemical shipping procedures, including proper labeling and packaging compliant with regulatory guidelines. Transport at ambient temperature unless otherwise specified, and ensure all relevant safety documentation accompanies the shipment.
    Storage Benzyl 2-Acetamido-2-Deoxy-Alpha-D-Glucopyranoside should be stored in a tightly sealed container, protected from light and moisture. Keep it at 2–8°C in a refrigerator and away from incompatible materials, such as strong oxidizers. Store in a well-ventilated, dry area, and ensure the container is clearly labeled. Avoid prolonged exposure to air and sources of heat.
    Application of Benzyl 2-Acetamido-2-Deoxy-Alpha-D-Glucopyranoside

    Applications of Benzyl 2-Acetamido-2-Deoxy-Alpha-D-Glucopyranoside in Industrial Manufacturing

    Benzyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside finds specialized use across multiple scientific and industrial fields. As original manufacturer, we focus on providing consistent quality for precisely controlled downstream operations. The material’s chemical structure enables targeted application in advanced process chains, particularly in glycoscience, biopharmaceutical, and analytical industries. Below, we outline major real-world application segments, each with its own compliance, formulation, process, and finished product context.

    1. Glycosynthase Substrate for Glycochemistry Research and Oligosaccharide Synthesis

    Research and industrial glycosynthase applications use this compound as both acceptor and donor substrate to construct defined glycosidic linkages. Its benzylated reducing end provides enhanced stability during enzymatic or chemical elongation procedures in preparative carbohydrate synthesis, especially for synthesizing complex oligosaccharides for testing and reference standard purposes in analytical laboratories. Custom formulation is required to avoid reducing group interference in downstream protecting group strategies. Extensive batch QC is necessary to guarantee homogeneity and minimize batch-to-batch glycosyl composition variation for synthetic reproducibility.

    Industry compliance standards

    • ISO 9001:2015 quality management for research chemicals
    • OECD Principles of Good Laboratory Practice (GLP), for analytical lab reagents
    • REACH preregistration for shipped research materials within the EU
    • IUPAC nomenclature and documentation for glyco standards

    Typical usage ratio

    • 5–20 mol% relative to donor or acceptor component; exact concentration determined by target chain length and process enzyme turnover

    Downstream process integration

    • Substrate introduction at the initial or elongation step of glycosidic bond formation protocols using glycosyltransferases or chemical synthesis routes; benzyl residue removed after final glycan assembly via hydrogenolysis or catalytic deprotection

    Final product types

    • Structural glycan standards for analytical HPLC, LC-MS, or capillary electrophoresis reference
    • Semi-synthetic oligosaccharides for bioactivity studies
    • Advanced carbohydrate scaffolds for custom drug discovery platforms
    • Building blocks for enzymatic glycodiversification studies

    2. Pharmaceutical Intermediate for Glycosylation Modifications in Drug Candidate Synthesis

    This material supports the modification of active pharmaceutical ingredient (API) candidates via targeted glycosylation, aiding in solubility profile adjustments or pharmacokinetic property modulation. The benzyl group provides steric protection enabling selective route design. GMP-oriented operations require comprehensive control of trace impurities, with lot-specific certification for regulated drug development projects. API manufacturers utilize this compound in carbohydrate conjugation steps, after which further purification and deprotection yield final clinical candidates for toxicology and scale-up studies.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP–NF monographs applicable to glycosylated pharmaceutical intermediates
    • 21 CFR Parts 210/211 for process and documentation integrity
    • GMP analytical validation protocols

    Typical usage ratio

    • Varies between 1.2–3.0 molar equivalents to core molecule; ratio defined according to substitution pattern and yield optimization

    Downstream process integration

    • Material introduced at the glycosyl donor step in protected API side-chain modification; generally followed by deprotection and coupling to biologically active cores

    Final product types

    • Early-phase glycosylated drug candidates
    • Pharmacokinetic modifiers for new chemical entity (NCE) IP portfolios
    • Intermediates for glycopeptide and glycopolymer synthesis in pharma R&D
    • Reference standards for regulatory submission

    3. Enzymatic Assay Substrate for Hexosaminidase Activity Determination

    Hexosaminidase enzyme assay developers use this sugar as a diagnostic substrate component, allowing fluorescent or chromatographic quantification of enzymatic hydrolysis products. Strict analytical criteria apply to ensure substrate purity, as contaminant sugars affect signal specificity. The benzyl-protected substrate resists non-specific cleavage, providing higher discrimination in microplate or tube-based assays, particularly for clinical enzyme activity measurements or lysosomal storage disorder screening. Batch traceability is maintained per IVD quality standards.

    Industry compliance standards

    • EN ISO 13485 for in vitro diagnostic (IVD) reagent manufacturing
    • EU Regulation 2017/746 for IVD medical devices
    • Certificate of Analysis (COA) for each lot, including identity and purity
    • Analytical method validation per FDA guidelines

    Typical usage ratio

    • 100–500 µM final well or sample concentration; titrated based on enzyme activity range and detection system sensitivity

    Downstream process integration

    • Reagent prepared as stock solution; dispensed into reaction vessels or microplates; substrate cleavage monitored to quantify enzyme action for clinical diagnostics or research

    Final product types

    • Diagnostic hexosaminidase activity assay kits
    • Research-use enzyme substrate cocktails
    • Clinical lab-developed tests (LDTs) for lysosomal disorders
    • Reference enzyme calibration standards

    4. Structural Probe for Analytical Glycomics and Glycosylation Profiling

    Analytical laboratories employ benzyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside as a derivatized carbohydrate standard for method development, instrument calibration, and glycosylation profiling in biotherapeutic QC. Its defined benzylation confers distinct retention and ionization characteristics, enabling improved detection by HPLC, UPLC, mass spectrometry, or NMR techniques. Materials supplied for this segment must meet stringent criteria for structure confirmation, isotopic purity in labeled applications, and batch-to-batch spectral consistency. Shelf-life and storage conditions are closely tied to reliability in precision QC protocols for biologics.

    Industry compliance standards

    • USP General Chapter <1058> for analytical instrument qualification
    • ICH Q6B for specifications of biotechnological/biological products
    • ISO/IEC 17025 for test lab competence
    • FDA Guidance for Industry: Analytical Procedures and Methods Validation

    Typical usage ratio

    • Defined concentration (10–100 µg/mL) for use as reference standard or internal calibration marker; adjusted to sensitivity of detection platform

    Downstream process integration

    • Standard dissolved and injected as calibration control in glycan profiling workflows; used concurrently with tested pharmaceuticals or biologics for QC release analysis

    Final product types

    • Analytical glycan standard kits for biotherapeutic QC
    • Sugar marker panels for HILIC-UPLC and mass spectrometry systems
    • Quality control blends for batch release of monoclonal antibodies
    • NMR reference materials for advanced glycan elucidation
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