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(2R)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)-3-(Prop-2-Yn-1-Ylsulfanyl)Propanoic Acid CAS NO 1354752-76-3
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CAS No.:1354752-76-3
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
(2R)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)-3-(Prop-2-Yn-1-Ylsulfanyl)Propanoic Acid is a specialized, non-natural amino acid derivative featuring a propargyl thioether side chain, protected by the Fmoc (9-fluorenylmethoxycarbonyl) group on the α-amine. This compound matters as a critical building block in solid-phase peptide synthesis (SPPS), enabling the site-specific introduction of bioorthogonal functional handles via click chemistry. It is primarily needed by researchers and manufacturers in pharmaceutical development, chemical biology, and bioconjugation for creating peptide-based therapeutics, diagnostic probes, and advanced biomaterials.
Application
- Solid-Phase Peptide Synthesis (SPPS): Key monomer for incorporating alkyne-functionalized cysteine analogs into peptide chains using standard Fmoc chemistry protocols.
- Bioconjugation & Click Chemistry: The terminal alkyne group enables efficient, site-specific conjugation with azide-containing molecules via copper-catalyzed azide-alkyne cycloaddition (CuAAC) for labeling peptides.
- Chemical Biology Probes: Used to synthesize peptide-based probes for studying protein-protein interactions, enzyme activity, and cellular localization.
- Pharmaceutical Intermediate: Serves as a building block in the research and development of novel peptide drugs, including constrained peptides and peptide-drug conjugates (PDCs).
- Material Science: Facilitates the creation of functionalized peptide hydrogels and surfaces for tissue engineering and biosensor applications.
- Library Synthesis: Employed in combinatorial chemistry to generate diverse peptide libraries for high-throughput screening against biological targets.
Basic Information
| Product Name | (2R)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)-3-(Prop-2-Yn-1-Ylsulfanyl)Propanoic Acid |
| CAS No. | 1354752-76-3 |
| Molecular Formula | C21H19NO4S |
| Molecular Weight | 381.45 g/mol |
| Synonyms | Fmoc-Cys(Propynyl)-OH; Fmoc-S-propargyl-L-cysteine; Fmoc-L-Cysteine(S-propargyl); (2R)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(prop-2-yn-1-ylthio)propanoic acid; Fmoc-Cys(Prg)-OH; Fmoc-S-propargylcysteine; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-propargyl-L-cysteine; Alkyne-functionalized Fmoc-Cysteine derivative |
| EINECS | Contact for details |
Quality Control
Our (2R)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)-3-(Prop-2-Yn-1-Ylsulfanyl)Propanoic Acid is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing to ensure high purity and consistency, meeting the exacting standards required for peptide synthesis and bioconjugation research. Certificates of Analysis (COA) providing detailed HPLC, NMR, and MS data are available upon request to support your quality assurance and regulatory needs.
Storage
Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere for long-term stability. This product is hygroscopic (moisture-sensitive). Allow the sealed vial to equilibrate to room temperature before opening to minimize moisture absorption.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white powder |
| Identification (HPLC) | Conforms to reference standard |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 97.0% |
| Specific Rotation | Contact for details |
| Water Content (KF) | ≤ 1.0% |
| Heavy Metals | ≤ 20 ppm |
| 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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