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(2R,4R,5R,6R)-4-[(2R,4R,5R,6R)-2-carboxy-6-[(1R)-1,2-dihydroxyethyl]-4 ,5-dihydroxy-oxan-2-yl]oxy-6-[(1R)-1,2-dihydroxyethyl]-5-hydroxy-2-[[( 2R,3S,4R,5R,6R)-6-[[(2R,3S,4R,5R,6R)-3-hydroxy-5-[[(3R)-3-hydroxytetra decanoyl]amino]-4-[(3R)-3-hydroxytetradecanoyl]oxy-6-phosphonooxy-oxan -2-yl]methoxy]-5-[[(3R)-3-hydroxytetradecanoyl]amino]-4-[(3R)-3-hydrox ytetradecanoyl]oxy-3-phosphonooxy-oxan-2-yl]methoxy]oxane-2-carboxylic acid CAS NO 143600-83-3
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CAS No.:143600-83-3
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
(2R,4R,5R,6R)-4-[(2R,4R,5R,6R)-2-carboxy-6-[(1R)-1,2-dihydroxyethyl]-4,5-dihydroxy-oxan-2-yl]oxy-6-[(1R)-1,2-dihydroxyethyl]-5-hydroxy-2-[[(2R,3S,4R,5R,6R)-6-[[(2R,3S,4R,5R,6R)-3-hydroxy-5-[[(3R)-3-hydroxytetradecanoyl]amino]-4-[(3R)-3-hydroxytetradecanoyl]oxy-6-phosphonooxy-oxan-2-yl]methoxy]-5-[[(3R)-3-hydroxytetradecanoyl]amino]-4-[(3R)-3-hydroxytetradecanoyl]oxy-3-phosphonooxy-oxan-2-yl]methoxy]oxane-2-carboxylic acid is a complex, high-purity synthetic lipid A derivative, a key structural component of bacterial lipopolysaccharides. This compound is critical for advanced immunological research and the development of next-generation vaccine adjuvants and immunomodulators. It is essential for pharmaceutical R&D, academic research institutions, and biotechnology companies focused on infectious disease, oncology, and immunotherapy.
Application
- Vaccine Adjuvant Research: A critical reference standard and active component in the development of novel, safer adjuvants to enhance immune response.
- Immunology & Innate Immunity Studies: Used as a precise Toll-like receptor 4 (TLR4) agonist to study signaling pathways, cytokine production, and host-pathogen interactions.
- Pharmaceutical Intermediate: Serves as a key building block for the synthesis of more complex immunostimulatory compounds and conjugate vaccines.
- Quality Control & Analytical Standard: Employed as a high-purity certified reference material (CRM) for HPLC, MS, and NMR analysis in QC laboratories.
- Oncology Research: Investigated for its potential to modulate the tumor microenvironment and enhance cancer immunotherapy protocols.
- Biochemical Reagent: Used in cell-based assays (e.g., reporter gene assays) and in vitro models to screen for TLR4 antagonists or modulators.
Basic Information
| Item | Details |
|---|---|
| Product Name | (2R,4R,5R,6R)-4-[(2R,4R,5R,6R)-2-carboxy-6-[(1R)-1,2-dihydroxyethyl]-4,5-dihydroxy-oxan-2-yl]oxy-6-[(1R)-1,2-dihydroxyethyl]-5-hydroxy-2-[[(2R,3S,4R,5R,6R)-6-[[(2R,3S,4R,5R,6R)-3-hydroxy-5-[[(3R)-3-hydroxytetradecanoyl]amino]-4-[(3R)-3-hydroxytetradecanoyl]oxy-6-phosphonooxy-oxan-2-yl]methoxy]-5-[[(3R)-3-hydroxytetradecanoyl]amino]-4-[(3R)-3-hydroxytetradecanoyl]oxy-3-phosphonooxy-oxan-2-yl]methoxy]oxane-2-carboxylic acid |
| CAS No. | 143600-83-3 |
| Molecular Formula | Contact for details |
| Molecular Weight | Contact for details |
| Synonyms | Lipid A (from E. coli, synthetic); Monophosphoryl Lipid A (MPLA) derivative; TLR4 agonist; 1-dephospho-Lipid A; Synthetic Lipid A; Glucosaminyl-β-(1-6)-2-deoxy-2-[(R)-3-hydroxytetradecanamido]-3-O-[(R)-3-hydroxytetradecanoyl]-α-D-glucopyranose 1,4'-bis(dihydrogen phosphate); Adjuvant compound |
| EINECS | Contact for details |
Quality Control
This high-value synthetic biochemical is manufactured under strict GMP-like conditions to ensure batch-to-batch consistency and traceability. Every lot undergoes comprehensive analytical characterization including HPLC (purity), NMR (structural confirmation), and MS (identity). A detailed Certificate of Analysis (COA) is provided with each shipment, documenting all critical quality attributes. Our quality system is designed to meet the stringent requirements of pharmaceutical R&D and regulatory submissions.
Storage
Preserve in a tightly closed container, protected from light. Store at -20°C or below. This product is hygroscopic (moisture-sensitive). For long-term storage, consider desiccant and under an inert atmosphere. Allow the vial to equilibrate to room temperature in a dry environment before opening to prevent condensation.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white powder |
| Identification (HPLC) | Retention time corresponds to reference standard |
| Identification (MS) | Mass spectrum conforms to structure |
| Purity (HPLC) | ≥ 95.0% |
| Water Content (KF) | ≤ 5.0% |
| Biological Activity (Cell-based assay) | TLR4 agonist activity confirmed |
| Endotoxin (LAL test) | < 0.1 EU/µg (from process) |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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