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(S)-2-(((9H-Fluoren-9-Yl)Methoxy)Carbonylamino)-3-Azidopropanoic Acid CAS NO 684270-46-0
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CAS No.:684270-46-0
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
(S)-2-(((9H-Fluoren-9-Yl)Methoxy)Carbonylamino)-3-Azidopropanoic Acid is a specialized, non-natural amino acid derivative featuring an azido functional group, protected by the acid-labile Fmoc (9-fluorenylmethoxycarbonyl) group. This compound is a critical building block in solid-phase peptide synthesis (SPPS), enabling the site-specific introduction of bioorthogonal handles via click chemistry for applications in bioconjugation and chemical biology. It is primarily utilized by research institutions, pharmaceutical R&D departments, and biotechnology companies engaged in the development of peptide-based therapeutics, diagnostic probes, and advanced biomaterials.
Application
- Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected azido amino acid, it is a key monomer for the automated synthesis of peptides containing azide-modified side chains.
- Bioconjugation & Click Chemistry: The azido group readily participates in copper-catalyzed azide-alkyne cycloaddition (CuAAC) or strain-promoted azide-alkyne cycloaddition (SPAAC) reactions to attach fluorophores, biotin, polyethylene glycol (PEG), or other payloads to peptides.
- Peptide Drug Discovery: Used to create peptide-drug conjugates (PDCs) and to study structure-activity relationships (SAR) by introducing chemical diversity at specific sites.
- Material Science & Surface Functionalization: Employed to modify surfaces or polymer scaffolds with bioactive peptide sequences for tissue engineering and biosensor development.
- Chemical Biology Probes: Essential for synthesizing activity-based probes (ABPs) and photoaffinity labels to study protein function and interactions.
- Antibody-Drug Conjugate (ADC) Research: Facilitates the development of novel linker technologies and site-specific conjugation strategies for next-generation ADCs.
Basic Information
| Product Name | (S)-2-(((9H-Fluoren-9-Yl)Methoxy)Carbonylamino)-3-Azidopropanoic Acid |
| CAS No. | 684270-46-0 |
| Molecular Formula | C18H16N4O4 |
| Molecular Weight | 352.35 g/mol |
| Synonyms | Fmoc-L-azidohomoalanine; Fmoc-Aha-OH; Fmoc-3-azido-L-alanine; N-α-Fmoc-L-azidohomoalanine; (2S)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)-3-azidopropanoic acid; Fmoc-L-3-azidoalanine; Fmoc-Azidoalanine-OH; Azido-Fmoc-L-alanine |
| EINECS | Contact for details |
Quality Control
Our production of (S)-2-(((9H-Fluoren-9-Yl)Methoxy)Carbonylamino)-3-Azidopropanoic Acid adheres to stringent in-process controls to ensure batch-to-batch consistency and high chemical purity suitable for sensitive research and development applications. Each lot is characterized by advanced analytical techniques including HPLC, NMR, and mass spectrometry. A comprehensive Certificate of Analysis (COA) detailing purity, chiral integrity, and impurity profiles is provided with every shipment to support your quality assurance protocols.
Storage
Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere (e.g., argon or nitrogen) for long-term stability. This compound is hygroscopic (moisture-sensitive) and light-sensitive. Allow the sealed container to equilibrate to room temperature before opening to minimize moisture condensation. For short-term use (under one month), storage at 2-8°C in a desiccator is acceptable.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white powder |
| Identification (HPLC) | Conforms to reference standard |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 98.0% |
| Chiral Purity (HPLC) | ≥ 99.0% ee |
| Water Content (KF) | ≤ 0.5% |
| Heavy Metals | ≤ 10 ppm |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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