Description

2(R)-Fmoc-Amino-3-(4-Bromophenyl)Propionaldehyde is a high-purity, chiral aldehyde building block designed for advanced organic synthesis. This compound is critical for the controlled introduction of a 4-bromophenylalanine-derived aldehyde moiety into complex molecular architectures, enabling precise structural modifications. It is primarily utilized by research chemists and process development scientists in the pharmaceutical and biotechnology sectors for applications in peptide mimetics, PROTAC linker synthesis, and medicinal chemistry programs.

Application

• Solid-Phase Peptide Synthesis (SPPS): Serves as a key precursor for the incorporation of aldehyde handles into peptide chains, enabling subsequent bioconjugation or cyclization via oxime or hydrazone ligation.
• Medicinal Chemistry & Drug Discovery: Used as a versatile intermediate for constructing targeted libraries of small molecules and peptide-drug conjugates, particularly in oncology and CNS research.
• PROTAC (Proteolysis Targeting Chimera) Development: Functions as a specialized linker component, connecting an E3 ligase ligand to a protein-of-interest ligand, leveraging the aldehyde for selective coupling chemistry.
• Bioconjugation and Labeling: The reactive aldehyde group allows for site-specific labeling of proteins, antibodies, or other biomolecules with fluorophores, drugs, or affinity tags.
• Chemical Biology Probes: Employed in the synthesis of activity-based probes and photoaffinity labels to study enzyme function and protein-protein interactions.
• Asymmetric Synthesis: The chiral (R)-configuration provides a stereodefined starting point for the synthesis of non-natural amino acids and other chiral intermediates.

Basic Information

Product Name	2(R)-Fmoc-Amino-3-(4-Bromophenyl)Propionaldehyde
CAS No.	1212263-14-3
Molecular Formula	C24H20BrNO3
Molecular Weight	450.33 g/mol
Synonyms	(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-bromophenyl)propanal; Fmoc-(R)-4-Bromo-Phe(CHO)-OH; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-bromo-D-phenylalaninal; Fmoc-D-4-Bromophenylalaninal; (R)-2-(Fmoc-amino)-3-(4-bromophenyl)propanal; Fmoc-4-Bromo-D-Phe-aldehyde; Nα-Fmoc-4-bromo-D-phenylalaninal
EINECS	Contact for details

Quality Control

Every batch of 2(R)-Fmoc-Amino-3-(4-Bromophenyl)Propionaldehyde is manufactured and analyzed under strict quality management systems. We guarantee high chiral purity and chemical integrity through comprehensive analytical techniques including HPLC, NMR, and mass spectrometry. A detailed Certificate of Analysis (COA) providing batch-specific data on purity, chiral excess, and impurities is supplied with each shipment to ensure traceability and compliance with your research or cGMP guidelines.

Storage

Preserve in a tightly closed container, protected from light. For long-term stability, store at -20°C under an inert atmosphere (argon or nitrogen) to prevent oxidation. The material is light-sensitive and easily oxidized; allow it to equilibrate to room temperature in a desiccator before opening to minimize moisture uptake.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (HPLC)	Conforms to reference standard
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Single Unknown Impurity	≤ 0.5%
Total Impurities	≤ 2.0%

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