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Fmoc-(R)-3-Amino-4-(1-Naphthyl)-Butyric Acid CAS NO 269398-89-2


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CAS No.:269398-89-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Fmoc-(R)-3-Amino-4-(1-Naphthyl)-Butyric Acid is a high-purity, non-natural amino acid derivative featuring a bulky, hydrophobic 1-naphthyl side chain. This compound is a critical chiral building block for the solid-phase peptide synthesis (SPPS) of complex peptides and peptidomimetics, enabling the introduction of specific steric and aromatic properties. It is primarily utilized by pharmaceutical researchers and biotech CROs/CDMOs engaged in the development of novel therapeutic peptides, protein engineering, and chemical biology probes.

Application

  • Solid-Phase Peptide Synthesis (SPPS): As a key Fmoc-protected amino acid for the automated synthesis of complex peptide sequences, particularly those requiring enhanced hydrophobicity and rigid structural elements.
  • Pharmaceutical R&D: Incorporation into peptide-based drug candidates targeting GPCRs, enzymes, and protein-protein interactions where the naphthyl group can influence binding affinity and metabolic stability.
  • Peptidomimetic Design: Serves as a scaffold for creating non-peptide analogs that mimic the structure and function of natural peptides, useful in overcoming pharmacokinetic limitations.
  • Chemical Biology & Proteomics: Used in the synthesis of activity-based probes, affinity tags, and labeled peptides for studying enzyme mechanisms and protein localization.
  • Material Science: Potential use in the synthesis of specialty polymers and self-assembling peptide materials where aromatic stacking interactions are desired.

Basic Information

Product Name Fmoc-(R)-3-Amino-4-(1-Naphthyl)-Butyric Acid
CAS No. 269398-89-2
Molecular Formula C29H25NO4
Molecular Weight 451.52 g/mol
Synonyms Fmoc-(R)-3-Amino-4-(1-naphthyl)butanoic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-amino-4-(1-naphthyl)butyric acid; (R)-2-(((9H-Fluoren-9-yl)methoxy)carbonylamino)-4-(naphthalen-1-yl)butanoic acid; Fmoc-3-Amino-4-(1-naphthyl)-butyric acid, (R)-; Fmoc-Abn(1-Nal)-OH; N-α-Fmoc-3-amino-4-(1-naphthyl)butyric acid
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Quality Control

Our Fmoc-(R)-3-Amino-4-(1-Naphthyl)-Butyric Acid is manufactured under strict quality systems to ensure batch-to-batch consistency and high chemical purity, essential for sensitive peptide synthesis. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing purity, chiral purity, and impurity profiles. We adhere to relevant GMP guidelines for advanced pharmaceutical intermediates, and specifications can be aligned with client-specific requirements for research or cGMP manufacturing.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This product is hygroscopic (moisture-sensitive); the original container should be sealed under an inert atmosphere after each use to prevent degradation and maintain purity. For long-term storage (over 12 months), consider storage at 2-8°C.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% ee
Water Content (KF) ≤ 1.0%
Heavy Metals ≤ 20 ppm
Residual Solvents (GC) Meets ICH guidelines

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

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