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(S)-n-Fmoc-4-Bromophenylalanine CAS NO 198561-04-5


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CAS No.:198561-04-5

Grade:Pharmacy Grade

Content:99.0%

Brand:Customizable

Packaging:Customizable

Description

(S)-n-Fmoc-4-Bromophenylalanine is a high-purity, non-natural amino acid derivative designed for advanced peptide synthesis. This compound is a critical chiral building block, enabling the precise incorporation of a brominated aromatic side chain into peptide sequences under standard Fmoc solid-phase peptide synthesis (SPPS) conditions. It is essential for researchers and manufacturers in pharmaceutical development, particularly for creating peptide-based drug candidates, peptide mimetics, and for use in bioconjugation and chemical biology applications.

Application

  • Solid-Phase Peptide Synthesis (SPPS): A key protected amino acid for the Fmoc-strategy synthesis of complex peptides containing bromophenylalanine residues.
  • Pharmaceutical Intermediate: Serves as a crucial precursor in the research and development of novel therapeutic peptides and peptidomimetics targeting various diseases.
  • Chemical Biology Probes: Used to introduce a chemically versatile bromine handle into peptides, allowing for subsequent cross-coupling reactions (e.g., Suzuki, Sonogashira) for labeling or functionalization.
  • Structure-Activity Relationship (SAR) Studies: Enables the systematic study of peptide function by incorporating a halogenated aromatic group to investigate steric and electronic effects.
  • API Development: Employed in the synthesis of active pharmaceutical ingredients (APIs) where the bromophenylalanine moiety is a required structural feature.
  • Material Science: Potential use in the synthesis of specialized peptide-based polymers or biomaterials with unique properties.

Basic Information

Product Name (S)-n-Fmoc-4-Bromophenylalanine
CAS No. 198561-04-5
Molecular Formula C24H20BrNO4
Molecular Weight 466.33 g/mol
Synonyms Fmoc-4-Br-Phe-OH; Fmoc-4-bromo-L-phenylalanine; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-bromo-L-phenylalanine; (2S)-2-[(9H-Fluoren-9-ylmethoxy)formamido]-3-(4-bromophenyl)propanoic acid; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-bromophenyl)propanoic acid; Fmoc-L-4-Bromophenylalanine; Fmoc-Phe(4-Br)-OH; Boc-L-4-Bromophenylalanine (Note: This is a common related compound, often searched alongside)
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Quality Control

Our (S)-n-Fmoc-4-Bromophenylalanine is manufactured under strict quality systems to ensure batch-to-batch consistency and high chemical purity suitable for sensitive 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 cGMP principles where applicable to support our clients' regulatory and quality requirements.

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). Allow the sealed container to reach room temperature before opening to prevent condensation and moisture uptake.

Specification

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