Description

(R)-n-Fmoc-3-Bromophenylalanine is a non-natural, enantiomerically pure amino acid derivative protected with a fluorenylmethyloxycarbonyl (Fmoc) group. This compound is a critical chiral building block for the solid-phase peptide synthesis (SPPS) of peptides and peptidomimetics, enabling the precise incorporation of a brominated aromatic side chain. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel therapeutic peptides, protein engineering, and chemical biology studies.

Application

• Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected amino acid, it is a fundamental reagent for the automated synthesis of complex peptides containing bromophenylalanine residues.
• Pharmaceutical Research & Development: Used to create peptide-based drug candidates, enzyme inhibitors, and receptor ligands where the bromine atom serves as a handle for further chemical modification (e.g., cross-coupling reactions).
• Chemical Biology Probes: Incorporation into peptides to study protein-protein interactions, enzyme mechanisms, or as a precursor for site-specific labeling with fluorescent or affinity tags.
• Material Science: Potential use in the synthesis of novel peptidomimetic polymers or surface coatings with specific aromatic functionalities.
• Academic Research: A key intermediate in organic synthesis for studying asymmetric synthesis methodologies and creating chiral compound libraries.

Basic Information

Product Name	(R)-n-Fmoc-3-Bromophenylalanine
CAS No.	220497-81-4
Molecular Formula	C24H20BrNO4
Molecular Weight	466.33 g/mol
Synonyms	Fmoc-3-Br-Phe-OH; (R)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-bromophenyl)propanoic acid; (R)-N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-bromophenylalanine; Fmoc-(R)-3-bromophenylalanine; N-α-Fmoc-3-bromophenylalanine; (R)-N-Fmoc-3-bromo-L-phenylalanine; Fmoc-3-Bromo-D-phenylalanine (incorrect but common search term); Fmoc-3-Br-D-Phe-OH
EINECS	Contact for details

Quality Control

Our (R)-n-Fmoc-3-Bromophenylalanine is manufactured under strict quality control protocols to ensure high chemical and chiral purity, which is essential for reproducible results in peptide synthesis. Each batch is analyzed by HPLC, NMR, and optical rotation to confirm identity, purity, and enantiomeric excess. Certificates of Analysis (COA) with detailed chromatographic data are provided to guarantee compliance with your research specifications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C. This product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability. For long-term storage, consider storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Water Content (KF)	≤ 0.5%
Heavy Metals	≤ 20 ppm

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.