Fmoc-(S)-3-amino-3-(3-nitrophenyl)propanoic acid, CAS No. 374791-01-2

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

374791-01-2

Catalog No. EBD15389

CAS 374791-01-2

Name Fmoc-(S)-3-amino-3-(3-nitrophenyl)propanoic acid

Get Quote

Basic Information

Synonyms: Fmoc-(S)-3-Amino-3-(3-nitro-phenyl)-propionicacid Fmoc-L-3-Amino-3-(3-nitrophenyl)-propionicacid (3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(3-nitrophenyl)propanoicacid (3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(3-nitrophenyl)propanoate Fmoc-(S)-3-amino-3-(3-nitrophenyl)propanoicacid

Molecular Formula: C24H20N2O6

Molecular Weight: 432.43

MDL Number: MFCD01631072

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

Fmoc-(S)-3-amino-3-(3-nitrophenyl)propanoic acid is a non-natural, Fmoc-protected amino acid derivative. Its structure features a chiral center with an (S)-configuration, a 3-nitrophenyl side chain, and a carboxylic acid group, making it a valuable building block for the synthesis of peptides and peptidomimetics. This compound is primarily used in solid-phase peptide synthesis (SPPS) as a specialized amino acid residue. The 3-nitrophenyl group introduces aromaticity and potential for further functionalization (e.g., reduction of the nitro group to an amine), allowing researchers to incorporate unique structural and electronic properties into target peptide sequences. It is instrumental in medicinal chemistry for creating peptide-based drug candidates, enzyme inhibitors, or probes to study protein-protein interactions. The Fmoc (9-fluorenylmethoxycarbonyl) protecting group is standard in modern SPPS, allowing for mild deprotection conditions. As a non-proteinogenic amino acid, it expands the chemical diversity available for designing bioactive molecules with enhanced stability, binding affinity, or specific pharmacological profiles.

Physical Properties

Melting Point: 140°C

Boiling Point: 668.9°C at 760mmHg

Flash Point: 358.3°C

Density: 1.37g/cm3

Analytical Data

Appearance: off-white powder