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Fmoc-1,2-cis-Achc-Oh CAS NO 194471-85-7
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CAS No.:194471-85-7
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
Fmoc-1,2-cis-Achc-Oh is a high-purity, protected amino acid derivative essential for advanced peptide synthesis. This compound serves as a critical building block for the controlled introduction of the constrained 1,2-cis-aminocyclohexanecarboxylic acid (cis-Achc) moiety into peptide chains, influencing secondary structure and biological activity. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel therapeutic peptides, peptidomimetics, and bioactive compounds where precise stereochemistry and conformational control are paramount.
Application
- Solid-Phase Peptide Synthesis (SPPS): A key Fmoc-protected intermediate for the sequential assembly of complex peptides.
- Peptidomimetic Drug Discovery: Used to incorporate rigid, cyclohexane-based scaffolds that mimic natural peptide turn structures, enhancing metabolic stability and receptor selectivity.
- Conformationally Restricted Peptide Libraries: Enables the creation of focused libraries for high-throughput screening against biological targets.
- GPCR Ligand Development: Applied in the synthesis of analogs targeting G-protein-coupled receptors, where the cis-Achc geometry is crucial for bioactivity.
- Antimicrobial Peptide (AMP) Research: Used to engineer peptides with optimized helicity or foldamer structures to improve antimicrobial potency and reduce toxicity.
- Chemical Biology Probes: Serves as a specialized component in the synthesis of activity-based probes or labeled peptides for mechanistic studies.
Basic Information
| Product Name | Fmoc-1,2-cis-Achc-Oh |
| CAS No. | 194471-85-7 |
| Molecular Formula | C22H23NO4 |
| Molecular Weight | 365.42 g/mol |
| Synonyms | Fmoc-cis-1,2-ACHC-OH; (1S,2R)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexane-1-carboxylic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-cis-1,2-aminocyclohexanecarboxylic acid; Fmoc-(1S,2R)-Achc-OH; Fmoc-cis-ACHC; Fmoc-1-amino-2-carboxycyclohexane (cis); Protected cis-1,2-ACHC |
| EINECS | Contact for details |
Quality Control
Our Fmoc-1,2-cis-Achc-Oh is manufactured under strict quality systems to ensure batch-to-batch consistency and high purity for demanding research and development applications. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing purity, chiral integrity, and impurity profiles. We adhere to relevant industry standards for fine chemicals and advanced pharmaceutical intermediates.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This material is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider desiccated conditions.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Purity (HPLC) | ≥ 98.0% |
| Chiral Purity (HPLC) | ≥ 99.0% de |
| 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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