Description

Fmoc-D-2-Bromophenylalanine CAS NO 220497-79-0 is a non-natural, chiral amino acid derivative extensively used as a critical building block in solid-phase peptide synthesis (SPPS). Its value lies in the ortho-bromine substituent on the phenyl ring, which provides a versatile handle for further functionalization via cross-coupling reactions, enabling the creation of complex peptide architectures and peptidomimetics. This high-purity intermediate is essential for researchers and manufacturers in pharmaceutical R&D, particularly for developing novel therapeutic peptides, constrained peptides, and chemical biology probes.

Application

• Pharmaceutical Peptide Synthesis: A key protected amino acid for the SPPS of peptides containing modified phenylalanine residues with orthogonal reactivity.
• Peptidomimetic Drug Discovery: Incorporation into peptide backbones to introduce structural constraints or facilitate late-stage diversification via Suzuki or other palladium-catalyzed cross-couplings.
• Chemical Biology & Proteomics: Used to synthesize activity-based probes, affinity tags, or peptide substrates to study enzyme function and protein-protein interactions.
• Material Science & Specialty Polymers: Serves as a monomer for synthesizing functionalized, sequence-defined polymers and bio-inspired materials.
• Agrochemical Research: Employed in the development of bioactive peptide-based compounds for crop protection.
• Academic & Contract Research: A fundamental reagent for organic and medicinal chemistry research in academic and CRO/CMO settings.

Basic Information

Product Name	Fmoc-D-2-Bromophenylalanine
CAS No.	220497-79-0
Molecular Formula	C24H20BrNO4
Molecular Weight	466.33 g/mol
Synonyms	Fmoc-D-2-Br-Phe-OH; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-(2-bromophenyl)-D-alanine; Fmoc-D-(2-Br)Phe-OH; (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-bromophenyl)propanoic acid; D-2-Bromophenylalanine Fmoc derivative; N-Fmoc-3-(2-bromophenyl)-D-alanine; Fmoc-D-2-Bromo-phenylalanine
EINECS	Contact for details

Quality Control

Our Fmoc-D-2-Bromophenylalanine is manufactured under strict quality control protocols to ensure high chemical and chiral purity, which is critical for reproducible peptide synthesis outcomes. Each batch is analyzed via HPLC, NMR, and optical rotation to confirm identity, purity, and enantiomeric excess. Certificates of Analysis (COA) detailing all specifications are provided and can be tailored to meet specific project or regulatory requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. For long-term storage, consider storing under an inert atmosphere.

Specification

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

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