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    112883-43-9

    Catalog No. EBD2207111

    CAS 112883-43-9

    Name Fmoc-3-(2-Naphthyl)-L-alanine

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    Basic Information

    Synonyms: (S)-N-FMOC-2-Naphthylalanine Fmoc-L-3-(2-Naphthyl)-alanine Fmoc-3-(2-Naphthyl)-L-alanine Fmoc-2-Nal-OH (S)-N-Fmoc-3-(2-naphthyl)alanine n-(9-fluorenylmethoxycarbonyl)-2-naphthyl-l-alanine

    Molecular Formula: C28H23NO4

    Molecular Weight: 437.49

    MDL Number: MFCD00144886

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

    Product Description:
    Fmoc-3-(2-Naphthyl)-L-alanine is a protected amino acid derivative featuring a fluorenylmethyloxycarbonyl (Fmoc) group at the N-terminus and a 2-naphthyl side chain. This compound is a non-natural analog of phenylalanine, where the phenyl ring is replaced by a bulkier naphthalene moiety, enhancing hydrophobic and ж╨-ж╨ stacking interactions. It is primarily utilized as a building block in solid-phase peptide synthesis (SPPS) for constructing peptides with enhanced structural rigidity or biological activity. The naphthyl group is often incorporated into drug candidates targeting protein-protein interactions, GPCRs, or amyloid-related diseases, as it can improve binding affinity and metabolic stability. Additionally, it serves as a key intermediate in the synthesis of pharmaceutical impurities or reference standards for analytical method development. As an Fmoc-protected derivative, it is compatible with standard SPPS protocols and is widely employed in medicinal chemistry research for lead optimization and structure-activity relationship (SAR) studies. Its high purity and defined stereochemistry make it suitable for both academic and industrial drug discovery pipelines.
    Physical Properties

    Melting Point: 155 °C

    Boiling Point: 690.7 °C at 760 mmHg

    Flash Point: 371.6 °C

    Density: 1.296 g/cm3

    Storage: 2-8°C

    Analytical Data

    Appearance: white to slightly yellow powder

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