Description

Fmoc-(R)-3-Amino-3-(2-Naphthyl)-Propionic Acid is a high-purity, non-natural amino acid derivative featuring a chiral center and a bulky 2-naphthyl side chain, protected by the acid-labile 9-fluorenylmethoxycarbonyl (Fmoc) group. This compound is critically important as a specialized building block for the solid-phase peptide synthesis (SPPS) of complex peptides and peptidomimetics, where it introduces structural rigidity and unique hydrophobic interactions. It is primarily needed by research institutions, pharmaceutical R&D departments, and fine chemical manufacturers focused on developing novel therapeutic peptides, protease inhibitors, and materials for chemical biology studies.

Application

• Solid-Phase Peptide Synthesis (SPPS): A key protected amino acid for the automated synthesis of peptides containing non-proteinogenic residues.
• Pharmaceutical R&D: Used in the development of peptide-based drug candidates, particularly those targeting protein-protein interactions requiring bulky, hydrophobic motifs.
• Protease Inhibitor Design: Incorporation into peptide sequences to create inhibitors for enzymes like renin or HIV protease, where the naphthyl group mimics transition states or fills hydrophobic pockets.
• Chemical Biology Probes: Synthesis of labeled or modified peptides used as tools to study biological pathways and receptor-ligand interactions.
• Peptidomimetic Scaffolds: Serves as a core structure for creating conformationally constrained analogs with enhanced metabolic stability and bioavailability.
• Material Science: Potential use in the synthesis of specialty polymers and self-assembling peptide materials with specific aromatic character.

Basic Information

Product Name	Fmoc-(R)-3-Amino-3-(2-Naphthyl)-Propionic Acid
CAS No.	511272-48-3
Molecular Formula	C29H25NO4
Molecular Weight	451.52 g/mol
Synonyms	Fmoc-(R)-3-Amino-3-(2-naphthyl)propanoic Acid; (R)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-2-yl)propanoic Acid; Fmoc-3-(2-Naphthyl)-D-alanine; Fmoc-D-2-Nal-OH; Fmoc-β-(2-Naphthyl)-D-alanine; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-(2-naphthyl)-D-alanine; Nα-Fmoc-3-(2-naphthyl)-D-alanine
EINECS	Contact for details

Quality Control

Our Fmoc-(R)-3-Amino-3-(2-Naphthyl)-Propionic Acid is manufactured under strict quality control protocols to ensure the high purity and chiral integrity required for sensitive synthetic applications. Each batch is analyzed using advanced techniques including HPLC, NMR, and optical rotation to confirm identity, purity, and enantiomeric excess. Certificates of Analysis (COA) detailing all specifications are provided and we support compliance with relevant research and development standards.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C (refrigerated) or as specified on the label or COA. This product is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. Allow the container to reach room temperature before opening to minimize moisture condensation.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥98.0%
Enantiomeric Purity (HPLC)	≥99.0% ee
Specific Optical Rotation	Contact for details
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.