Description

Fmoc-D-2-Amino-4-Bromo-4-Pentenoic Acid is a high-purity, non-natural amino acid derivative designed for advanced peptide synthesis and medicinal chemistry research. This chiral building block is critical for introducing unique structural motifs and bromoalkene functional handles into peptide chains, enabling the development of novel bioactive compounds. It is primarily utilized by pharmaceutical R&D teams, CROs, and academic laboratories focused on peptide-based drug discovery, chemical biology, and the synthesis of constrained peptide mimetics.

Application

• Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected amino acid, it is a key reagent for the automated, stepwise construction of complex peptides, allowing for the site-specific incorporation of a bromoalkene side chain.
• Medicinal Chemistry & Drug Discovery: Used to synthesize peptide analogs and peptidomimetics for screening against biological targets, leveraging the bromoalkene group for further functionalization via cross-coupling reactions (e.g., Suzuki, Heck).
• Chemical Biology Probes: Enables the creation of activity-based probes and affinity labels, where the reactive bromoalkene can be used for covalent attachment or bioconjugation.
• Macrocyclization and Peptide Stapling: The bromoalkene functionality is instrumental in ring-closing metathesis (RCM) strategies to create stabilized, helical peptide structures with enhanced biological stability and activity.
• Library Synthesis for High-Throughput Screening (HTS): A valuable building block for generating diverse combinatorial libraries of modified peptides to explore structure-activity relationships (SAR).
• Academic Research: Supports fundamental studies in organic synthesis, peptide chemistry, and the development of new synthetic methodologies involving unsaturated amino acids.

Basic Information

Product Name	Fmoc-D-2-Amino-4-Bromo-4-Pentenoic Acid
CAS No.	220497-92-7
Molecular Formula	C₂₀H₁₈BrNO₄
Molecular Weight	416.27 g/mol
Synonyms	Fmoc-D-Abp(Br)-OH; Fmoc-D-2-Amino-4-bromopent-4-enoic Acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-bromo-D-homoallylglycine; (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-bromopent-4-enoic Acid; Fmoc-D-2-Abz(4-Br)-OH; Fmoc-D-4-bromohomoallylglycine; N-Fmoc-4-bromo-D-homoallylglycine
EINECS	Contact for details

Quality Control

Every batch of Fmoc-D-2-Amino-4-Bromo-4-Pentenoic Acid is manufactured and tested under strict quality management systems to ensure the high purity and consistency required for sensitive research and development applications. We provide comprehensive Certificates of Analysis (COA) with each shipment, detailing key parameters such as chiral purity, chemical purity, and identity confirmation. Our quality protocols are designed to meet the exacting standards of pharmaceutical R&D and advanced synthetic chemistry.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C. This compound 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 powder
Identification (HPLC)	Conforms
Identification (IR)	Conforms
Purity (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Heavy Metals	≤ 10 ppm

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