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o-(2-Azido-4,6-o-Benzylidene-2-Deoxy-α-D-Galactopyranosyl)-n-Fmoc-L-Threonine tert-Butyl Ester CAS NO 195976-07-9
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CAS No.:195976-07-9
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
o-(2-Azido-4,6-o-Benzylidene-2-Deoxy-α-D-Galactopyranosyl)-n-Fmoc-L-Threonine tert-Butyl Ester CAS NO 195976-07-9 is a sophisticated, multifunctional building block designed for advanced organic synthesis and pharmaceutical research. This compound is critical for researchers developing novel glycopeptides, glycoconjugates, and carbohydrate-based therapeutics, offering precise control over glycosidic linkage and amino acid protection. It is an essential reagent for medicinal chemists and biochemists in academic, pharmaceutical R&D, and biotechnology laboratories focused on targeted drug delivery, vaccine development, and chemical biology studies.
Application
- Solid-Phase Peptide Synthesis (SPPS): A key protected intermediate for the automated synthesis of complex glycopeptides containing threonine residues.
- Glycoconjugate Vaccine Development: Used to construct well-defined carbohydrate antigens linked to carrier proteins or peptides for immunological studies.
- Chemical Biology Probes: Serves as a precursor for "click chemistry" applications via its azido group, enabling bioorthogonal labeling and imaging of biomolecules.
- Medicinal Chemistry Research: A crucial building block for creating libraries of glycosylated compounds to explore structure-activity relationships (SAR) in drug discovery.
- Oligosaccharide and Glycoprotein Synthesis: Facilitates the stereoselective introduction of galactose derivatives into larger carbohydrate structures.
- Protecting Group Strategy: The combination of Fmoc (base-labile) and tert-butyl (acid-labile) esters allows for orthogonal deprotection in multi-step syntheses.
Basic Information
| Product Name | o-(2-Azido-4,6-o-Benzylidene-2-Deoxy-α-D-Galactopyranosyl)-n-Fmoc-L-Threonine tert-Butyl Ester |
| CAS No. | 195976-07-9 |
| Molecular Formula | C39H44N4O9 |
| Molecular Weight | 712.80 g/mol |
| Synonyms | Fmoc-Thr(tBu)-Gal(Az)-OBn; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester; 2-Azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl Fmoc-L-threonine tert-butyl ester; Fmoc-L-Thr(tBu)-α-D-Galp(Az)-OBn; Glycosylated Fmoc-Threonine tert-butyl ester derivative; Benzylidene-protected azido galactosyl threonine building block |
| EINECS | Contact for details |
Quality Control
Every batch of this high-purity building block is subjected to rigorous analytical testing to ensure identity, purity, and consistency for sensitive research applications. Our quality protocols are designed to meet the exacting standards of pharmaceutical R&D. A comprehensive Certificate of Analysis (COA) detailing purity (HPLC), identity (NMR, IR), and other critical parameters is provided with each shipment to support your regulatory and research documentation needs.
Storage
Preserve in a tightly closed container, protected from light. Store at -20°C or below in a freezer. This compound is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions or a dry inert atmosphere (e.g., nitrogen or argon) to maintain stability. Allow the sealed container to equilibrate to room temperature before opening to prevent condensation.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white solid |
| Identification (IR) | Conforms to structure |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 95.0% |
| Specific Rotation | Contact for details |
| Water Content (KF) | ≤ 1.0% |
| 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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