Description

Fmoc-D-4-Cyanophenylalanine CAS NO 205526-34-7 is a protected, non-natural amino acid derivative specifically engineered for advanced peptide synthesis. This compound is critical for introducing the unique physicochemical properties of the 4-cyanophenylalanine side chain into peptide sequences, enabling applications in bioconjugation, fluorescence quenching studies, and the development of novel bioactive molecules. It is an essential building block for pharmaceutical researchers, peptide chemists, and biotech companies engaged in drug discovery, proteomics, and the creation of specialized peptide-based materials.

Application

• Solid-Phase Peptide Synthesis (SPPS): A key protected amino acid for the Fmoc/tert-butyl strategy, enabling the controlled incorporation of D-4-cyanophenylalanine into custom peptide sequences.
• Bioconjugation & Probe Development: The cyano group serves as a versatile handle for bioorthogonal chemistry, such as click reactions, facilitating site-specific labeling of peptides with fluorophores, biotin, or other functional tags.
• Structure-Activity Relationship (SAR) Studies: Used to systematically modify peptide structure to investigate the impact of aromatic, polar, and electron-withdrawing groups on biological activity and receptor binding.
• Fluorescence Resonance Energy Transfer (FRET): The D-4-cyanophenylalanine residue can act as an efficient fluorescence quencher in FRET-based peptide substrates and biosensors.
• Peptidomimetic & Drug Discovery: Serves as a precursor for creating novel peptidomimetics and constrained peptides with enhanced metabolic stability and target specificity for therapeutic applications.
• Material Science & Supramolecular Chemistry: Incorporated into designer peptides that self-assemble into nanostructures, where the cyano group influences intermolecular interactions and material properties.

Basic Information

Product Name	Fmoc-D-4-Cyanophenylalanine
CAS No.	205526-34-7
Molecular Formula	C26H22N2O4
Molecular Weight	426.47 g/mol
Synonyms	Fmoc-D-Cpa(4-CN)-OH; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-cyano-D-phenylalanine; Fmoc-4-Cyano-D-Phe-OH; Fmoc-D-Phe(4-CN)-OH; (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-cyanophenyl)propanoic acid; N-α-Fmoc-4-cyano-D-phenylalanine; D-4-Cyanophenylalanine Fmoc derivative
EINECS	Contact for details

Quality Control

Our Fmoc-D-4-Cyanophenylalanine is produced under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity, chiral analysis to confirm enantiomeric excess, and spectroscopic methods for structural verification. We provide Certificates of Analysis (COA) with detailed specifications for every shipment, ensuring consistency and reliability for your critical research and development processes. Our quality standards are designed to meet the rigorous demands of pharmaceutical and biotech applications.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below in a dry environment. This product is hygroscopic (moisture-sensitive). Allow the sealed container to equilibrate to room temperature before opening to minimize moisture condensation. For long-term storage, consider storage 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 (HPLC)	≥99.0% ee
Water Content (KF)	≤1.0%
Heavy Metals	≤20 ppm

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