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n-Fmoc-3-(R)-Amino-2-(R)-Hydroxy-3-(3,4-Dimethoxy-Phenyl)-Propionic Acid CAS NO 1217840-66-8
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CAS No.:1217840-66-8
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
n-Fmoc-3-(R)-Amino-2-(R)-Hydroxy-3-(3,4-Dimethoxy-Phenyl)-Propionic Acid is a sophisticated, non-proteinogenic amino acid derivative featuring a stereochemically defined β-hydroxy-α-amino acid core. This compound is a critical chiral building block for the synthesis of complex peptides and peptidomimetics, offering precise control over molecular architecture. It is primarily utilized by pharmaceutical researchers and fine chemical manufacturers developing advanced therapeutic agents, including protease inhibitors and constrained peptide libraries.
Application
- Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected amino acid, it serves as a key monomer for the controlled assembly of peptides with specific secondary structures.
- Peptidomimetic Drug Discovery: The β-hydroxy-α-amino acid scaffold is integral for creating metabolically stable analogs of natural peptides to enhance drug-like properties.
- Protease Inhibitor Development: Used in the research and synthesis of potential inhibitors targeting enzymes like renin, HIV protease, and other aspartic proteases.
- Conformationally Restricted Peptides: The stereogenic centers and aromatic side chain introduce torsional constraints, aiding in the study of structure-activity relationships (SAR).
- Chemical Biology Probes: Employed in the synthesis of labeled or modified peptides for studying protein-protein interactions and enzymatic mechanisms.
- Custom Peptide Services: A high-value intermediate for CROs and CDMOs offering bespoke peptide synthesis for clinical and pre-clinical research.
Basic Information
| Product Name | n-Fmoc-3-(R)-Amino-2-(R)-Hydroxy-3-(3,4-Dimethoxy-Phenyl)-Propionic Acid |
| CAS No. | 1217840-66-8 |
| Molecular Formula | C26H25NO7 |
| Molecular Weight | 463.48 g/mol |
| Synonyms | Fmoc-(R)-β-Hydroxy-(R)-3,4-dimethoxy-phenylalanine; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-[(3,4-dimethoxyphenyl)methyl]-β-hydroxy-L-alanine; Fmoc-3-(R)-Amino-2-(R)-hydroxy-3-(3,4-dimethoxyphenyl)propanoic acid; (2R,3R)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)-3-hydroxy-3-(3,4-dimethoxyphenyl)propanoic acid; Fmoc-D-β-Hydroxy-D-3,4-Dimethoxy-Phe-OH; Fmoc-(R)-β-Hydroxy-(R)-Dmp-OH |
| EINECS | Contact for details |
Quality Control
Our n-Fmoc-3-(R)-Amino-2-(R)-Hydroxy-3-(3,4-Dimethoxy-Phenyl)-Propionic Acid is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral HPLC and NMR, to ensure high chemical and enantiomeric purity suitable for demanding synthetic applications. Certificates of Analysis (COA) with detailed chromatographic data are provided to support your research and regulatory documentation.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C. This material is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. Allow the sealed container to equilibrate to room temperature before opening to prevent condensation.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white powder |
| Identification (HPLC) | Conforms |
| Identification (IR) | Conforms |
| Assay (HPLC) | ≥ 98.0% |
| Enantiomeric Purity (Chiral HPLC) | ≥ 99.0% ee |
| 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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