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2-[(3S)-3-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)-2-Oxopyrrolidin-1-Yl]Acetic Acid CAS NO 143129-77-5
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CAS No.:143129-77-5
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
2-[(3S)-3-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)-2-Oxopyrrolidin-1-Yl]Acetic Acid is a sophisticated, optically pure Fmoc-protected amino acid derivative designed for advanced peptide synthesis. This compound matters as a critical building block for the controlled introduction of the (S)-2-oxopyrrolidine-3-carboxylic acid moiety, enabling the development of novel peptides with enhanced biological activity and stability. It is essential for researchers and manufacturers in pharmaceutical R&D, particularly those focused on creating therapeutic peptides, peptidomimetics, and protease inhibitors.
Application
- Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected amino acid, it serves as a key monomer for the sequential assembly of complex peptide chains on resin supports.
- Pharmaceutical Intermediate: A crucial precursor in the synthesis of active pharmaceutical ingredients (APIs) for targeted therapies, especially in oncology and metabolic diseases.
- Peptidomimetic Drug Design: Used to incorporate a constrained proline-like pyrrolidinone ring into peptide backbones, improving metabolic stability and receptor selectivity.
- Protease Inhibitor Development: The 2-oxopyrrolidine structure is a common motif in inhibitors for enzymes like DPP-4, making this compound valuable for diabetes and cardiovascular drug research.
- Bioconjugation and Labeling: The carboxylic acid group allows for further functionalization and conjugation to other molecules, carriers, or fluorescent tags.
- Academic and Contract Research: A high-purity reagent for universities and CROs conducting cutting-edge research in medicinal chemistry and chemical biology.
Basic Information
| Product Name | 2-[(3S)-3-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)-2-Oxopyrrolidin-1-Yl]Acetic Acid |
| CAS No. | 143129-77-5 |
| Molecular Formula | C22H20N2O6 |
| Molecular Weight | 408.41 g/mol |
| Synonyms | Fmoc-(S)-Aze(2-oxo)-OH; Fmoc-L-Aze(2-oxo)-OH; (S)-1-(Carboxymethyl)-3-[(9H-fluoren-9-ylmethoxy)carbonylamino]-2-pyrrolidinone; N-α-Fmoc-L-azetidine-2-carboxylic acid (oxidized); Nα-Fmoc-L-2-oxo-azetidine-3-carboxylic acid; Fmoc-Aze(O)-OH; Fmoc-3-amino-2-oxo-1-pyrrolidineacetic acid (S-isomer); N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-2-oxoazetidine-3-carboxylic acid |
| EINECS | Contact for details |
Quality Control
Our 2-[(3S)-3-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)-2-Oxopyrrolidin-1-Yl]Acetic Acid is manufactured under strict quality management systems. Every batch undergoes rigorous analytical testing, including chiral HPLC to confirm enantiomeric purity and comprehensive identity and purity assays. Certificates of Analysis (COA) detailing purity, chiral content, and impurity profiles are provided to ensure compliance with your research and cGMP starting material requirements.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This product is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent decomposition. For long-term storage, consider desiccation.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Identification (HPLC) | Retention time matches reference standard |
| Assay (HPLC) | ≥ 98.0% |
| Chiral Purity (HPLC) | ≥ 99.0% (S-isomer) |
| Water Content (KF) | ≤ 0.5% |
| Residue on Ignition | ≤ 0.1% |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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