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Fmoc-Threo-β-Methyl-Dl-Aspartic Acid CAS NO 1219167-32-4
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CAS No.:1219167-32-4
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
Fmoc-Threo-β-Methyl-Dl-Aspartic Acid CAS NO 1219167-32-4 is a protected, non-natural amino acid derivative featuring a β-methylated aspartic acid backbone with an Fmoc (9-fluorenylmethoxycarbonyl) protecting group on the α-amine. This compound is a critical chiral building block for the solid-phase peptide synthesis (SPPS) of complex peptides and peptidomimetics, where it introduces conformational constraints and enhances metabolic stability. It is primarily utilized by research institutions, pharmaceutical R&D departments, and fine chemical manufacturers engaged in developing novel therapeutic peptides, protease inhibitors, and bioactive molecules.
Application
- Solid-Phase Peptide Synthesis (SPPS): A key protected amino acid for the automated synthesis of peptide chains, particularly in Fmoc-based strategies.
- Pharmaceutical Research & Development: Used to incorporate constrained aspartic acid analogs into potential drug candidates to modulate bioactivity, selectivity, and pharmacokinetic properties.
- Protease Inhibitor Design: Serves as a crucial scaffold for developing inhibitors of aspartyl proteases (e.g., renin, HIV-1 protease) due to its non-hydrolyzable methylene isostere.
- Peptidomimetics and Conformationally Restricted Peptides: The β-methyl group restricts backbone flexibility, aiding in the study of structure-activity relationships (SAR) and the creation of more stable peptide analogs.
- Biochemical Tool Development: Employed in the synthesis of labeled peptides, activity-based probes, and substrates for enzymatic studies.
- Fine Chemical and Custom Synthesis Intermediates: A high-value intermediate for contract research organizations (CROs) and CDMOs producing custom peptides and specialized amino acid derivatives.
Basic Information
| Product Name | Fmoc-Threo-β-Methyl-Dl-Aspartic Acid |
| CAS No. | 1219167-32-4 |
| Molecular Formula | C₂₁H₂₁NO₆ |
| Molecular Weight | 383.40 g/mol |
| Synonyms | Fmoc-β-Me-Asp-OH (threo, DL); N-(9-Fluorenylmethoxycarbonyl)-3-methyl-DL-aspartic acid (threo); Fmoc-3-methyl-DL-aspartic acid (threo); (2R*,3S*)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-methylsuccinic acid; (2S*,3R*)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-methylsuccinic acid; Fmoc-Threo-β-Me-Asp-OH; Fmoc-Asp(β-Me)-OH (threo, DL); Protected β-methylaspartic acid |
| EINECS | Contact for details |
Quality Control
Our Fmoc-Threo-β-Methyl-Dl-Aspartic Acid is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing to ensure high purity and consistent performance for sensitive peptide synthesis applications. Standard quality verification includes HPLC for purity, chiral analysis to confirm the threo diastereomer, and identity confirmation via MS and NMR. A detailed Certificate of Analysis (COA) documenting purity, chiral purity, and residual solvent levels is provided with every shipment.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C (refrigerated) or as specified on the label. This product is hygroscopic (moisture-sensitive); ensure the container is sealed tightly after each use to prevent degradation from atmospheric moisture. For long-term storage, consider storing under an inert atmosphere.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white powder |
| Identification (HPLC/MS) | Conforms |
| Purity (HPLC) | ≥ 97.0% |
| Chiral Purity (Diastereomeric Ratio) | ≥ 95:5 (threo:erythro) |
| 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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