Description

n-Methyl-n-Fmoc-3-(1-Naphthyl)-D-Alanine is a sophisticated, non-natural amino acid derivative designed for advanced peptide synthesis. This compound is engineered to introduce a sterically demanding, hydrophobic 1-naphthyl side chain with a methylated amide backbone, which is critical for modulating peptide conformation, stability, and biological activity. It is an essential building block for pharmaceutical researchers and peptide chemists developing novel therapeutic peptides, peptidomimetics, and chemical biology probes where precise structural control is paramount.

Application

• Solid-Phase Peptide Synthesis (SPPS): A key protected amino acid for the Fmoc-strategy, enabling the controlled incorporation of a rigid, aromatic D-amino acid residue into peptide chains.
• Peptidomimetic Drug Discovery: Used to create peptide analogs with enhanced metabolic stability, receptor selectivity, and membrane permeability by introducing a constrained, hydrophobic structural motif.
• Chemical Biology & Proteomics: Serves as a specialized tool for synthesizing labeled or modified peptides to study protein-protein interactions, enzyme mechanisms, and cellular signaling pathways.
• Antimicrobial Peptide (AMP) Development: Incorporated into peptide sequences to engineer novel antimicrobial agents with improved efficacy against resistant bacterial strains.
• GPCR-Targeted Therapeutics: Valuable for constructing peptide ligands targeting G-protein coupled receptors (GPCRs), where the naphthyl group can enhance binding affinity and specificity.
• Material Science & Specialty Polymers: Potential monomer for creating novel bio-inspired polymers and smart materials with specific chiral and aromatic properties.

Basic Information

Product Name	n-Methyl-n-Fmoc-3-(1-Naphthyl)-D-Alanine
CAS No.	193086-27-0
Molecular Formula	C30H27NO4
Molecular Weight	465.54 g/mol
Synonyms	Fmoc-N-Me-1-Nal-OH (D-form); Fmoc-N-methyl-3-(1-naphthyl)-D-alanine; (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(naphthalen-1-yl)propanoic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-3-(1-naphthyl)-D-alanine; D-1-Nal(N-Me-Fmoc)-OH; N-Methyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-(1-naphthalenyl)-D-alanine; Fmoc-N-Me-D-1-Nal-OH; N-α-Fmoc-N-α-methyl-1-naphthyl-D-alanine
EINECS	Contact for details

Quality Control

Our n-Methyl-n-Fmoc-3-(1-Naphthyl)-D-Alanine is manufactured under strict quality management systems to ensure the high purity and consistency required for sensitive research and development applications. Each batch undergoes comprehensive analytical testing, including HPLC for purity and chiral integrity, NMR for structural confirmation, and MS for identity verification. Certificates of Analysis (COA) detailing all specifications are provided with every shipment to support your regulatory and quality documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C. This material is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability. For long-term storage, consider storing under an inert atmosphere such as argon or nitrogen.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (HPLC)	Conforms
Identification (NMR)	Conforms
Purity (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% (D-isomer)
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Complies with ICH guidelines

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