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Fmoc-3-(1-Pyrenyl)-L-Alanine CAS NO 183071-07-0
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CAS No.:183071-07-0
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
Fmoc-3-(1-Pyrenyl)-L-Alanine is a sophisticated, non-natural amino acid derivative where the aromatic pyrenyl group is incorporated into the side chain, protected by the base-labile 9-fluorenylmethoxycarbonyl (Fmoc) group. This compound is a critical building block for the solid-phase peptide synthesis (SPPS) of peptides designed with enhanced fluorescence, structural rigidity, and specific hydrophobic interactions. It is primarily utilized by research institutions and pharmaceutical companies engaged in developing advanced peptide-based therapeutics, diagnostic probes, and materials science applications. The unique photophysical properties of the pyrene moiety make this derivative invaluable for studying protein folding, molecular recognition, and as a fluorescent label.
Application
- Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected amino acid, it is a fundamental reagent for the automated synthesis of custom peptides containing the pyrenyl-alanine residue.
- Fluorescent Peptide Probes: Used to synthesize peptides that act as fluorescent sensors or labels for bioimaging, studying enzyme activity, and monitoring biological processes in real-time.
- Peptidomimetics & Drug Discovery: Incorporation into peptide backbones to create analogs with modified biophysical properties for enhanced stability, binding affinity, or membrane permeability in therapeutic candidates.
- Bioconjugation & Protein Labeling: Serves as a precursor for creating linkers or tags used to attach fluorescent markers to proteins, antibodies, or other biomolecules.
- Materials Science: Employed in the design of peptide-based nanomaterials, hydrogels, and supramolecular assemblies where the pyrene group facilitates π-π stacking and self-assembly.
- Academic & Industrial Research: Essential for basic research in biochemistry, biophysics, and chemical biology focused on protein-protein interactions and structural studies.
Basic Information
| Product Name | Fmoc-3-(1-Pyrenyl)-L-Alanine |
| CAS No. | 183071-07-0 |
| Molecular Formula | C35H27NO4 |
| Molecular Weight | 525.60 g/mol |
| Synonyms | Fmoc-Pya-OH; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-(1-pyrenyl)-L-alanine; Fmoc-L-3-(1-Pyrenyl)alanine; Fmoc-3-(Pyren-1-yl)-L-alanine; 1-Pyrenealanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-; N-α-Fmoc-1-pyrenylalanine; Fmoc-Pyr(1)-OH; N-Fmoc-3-(1-pyrenyl)-L-alanine |
| EINECS | Contact for details |
Quality Control
Our Fmoc-3-(1-Pyrenyl)-L-Alanine is manufactured under strict quality protocols to ensure the high purity and consistency required for sensitive research and development applications. Each batch undergoes comprehensive analytical testing, including HPLC for purity assessment and chiral analysis to confirm enantiomeric integrity. Certificates of Analysis (COA) detailing specific batch results are provided and available upon request, supporting compliance with internal quality standards for advanced chemical synthesis.
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 or COA. This product is hygroscopic (moisture-sensitive) and light-sensitive; prolonged exposure to ambient conditions, moisture, or light should be avoided to maintain stability and purity.
Specification
| Item | Specification |
|---|---|
| Appearance | Off-white to light yellow powder |
| Identification (HPLC) | Conforms |
| Identification (IR) | Conforms |
| Purity (HPLC) | ≥ 97.0% |
| Chiral Purity (HPLC) | ≥ 99.0% |
| Water Content (KF) | ≤ 1.0% |
| Heavy Metals | ≤ 20 ppm |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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