(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-cyanophenyl)propanoic acid, CAS No. 173963-93-4

Welcome to iChemical.com!

In the below part, please select the country you want us to ship to: Please note that once you've selected a shipping country, all pricing information on our website will be automatically updated to include door-to-door shipping to the country you specified.

North America

South America

Africa

Europe

Asia

Oceania

173963-93-4

Catalog No. EBD2199131

CAS 173963-93-4

Name (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-cyanophenyl)propanoic acid

Get Quote

Basic Information

Synonyms: Fmoc-4-Cyano-L-phenylalanine Fmoc-Phe(4-CN)-OH (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-cyanophenyl)propanoicacid n-(9-fluorenylmethoxycarbonyl)-4-cyanophenyl-l-alanine n-alpha-(9-fluorenylmethoxycarbonyl)-(4-cyano)-l-phenylalanine n-alpha-fmoc-4-cyano-l-phenylalanine n-fmoc-p-cyano-l-phenylalanine rarechembkpt0159 (s)-2-(fluorenylmethoxycarbonylamino)-3-(4-cyanophenyl)propanoicacid (s)-n-fmoc-4-cyanophenylalanine 3-(4-cyano-phenyl)-2-(9h-fluoren-9-ylmethoxycarbonylamino)-propionicacid fmoc-l-4-cyanophenylalanine

Molecular Formula: C25H20N2O4

Molecular Weight: 412.44

MDL Number: MFCD00672559

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Synthetic Chemistry > Organic Building Blocks > Cyano Compounds

Product Description:

Fmoc-4-cyano-L-phenylalanine is a non-natural, protected amino acid derivative. Its structure features a 4-cyano substituent on the phenyl ring of phenylalanine and an N-terminal 9-fluorenylmethoxycarbonyl (Fmoc) protecting group. This compound is a solid under standard conditions and is designed for use in solid-phase peptide synthesis (SPPS) following the Fmoc strategy. The primary application of this building block is in the field of peptide chemistry and medicinal chemistry. It is used to incorporate the unique 4-cyano-L-phenylalanine residue into synthetic peptides. The cyano group serves as a versatile chemical handle and a spectroscopic probe. It can participate in bioorthogonal reactions (e.g., with azides via click chemistry) for peptide labeling or conjugation. Furthermore, the strong infrared absorption of the nitrile group makes it a valuable site-specific vibrational reporter for studying protein structure, dynamics, and local environment using techniques like FTIR and 2D IR spectroscopy. As a specialty, non-proteinogenic amino acid, it is a crucial tool for researchers designing peptide-based drugs, probes, and biomaterials. Its use allows for the rational modification of peptide properties and the introduction of specific functionalities that are not available with the standard 20 amino acids.

Physical Properties

Melting Point: 189 °C

Boiling Point: 678.7 °C at 760 mmHg

Flash Point: 364.3 °C

Density: 1.35 g/cm3

Storage: 2-8°C

Analytical Data

Appearance: white powder