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    163619-04-3

    Catalog No. EBD13657

    CAS 163619-04-3

    Name Fmoc-D-Trp(Boc)-OH

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    Basic Information

    Synonyms: N(alpha)-fmoc-N(in)-boc-D-tryptophan 1-(tert-butoxycarbonyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tryptophan n-alpha-(9-fluorenylmethyloxycarbonyl)-n-in-t-butyloxycarbonyl-d-tryptophan n-alpha-(9-fluorenylmethoxycarbonyl)-n-in-t-butoxycarbonyl-d-tryptophan n-alpha-9-fluorenylmethoxycarbonyl-nin-t-butyloxycarbonyl-d-tryptophan n-alpha-fmoc-n-in-tert-boc-d-tryptophan n-alpha-fmoc-n-in-t-boc-d-tryptophan fmoc-d-tryptophan(boc) N-alpha-Fmoc-N(in)-Boc-D-tryptophan N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-in-tert-butyl-oxycarbonyl-D-tryptophan Fmoc-D-Trp(Boc)-OH

    Molecular Formula: C31H30N2O6

    Molecular Weight: 526.58

    MDL Number: MFCD00153367

    Categories: Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    N-alpha-Fmoc-N-in-Boc-D-tryptophan is a protected derivative of the essential amino acid D-tryptophan. Its structure features two orthogonal protecting groups: the base-labile 9-fluorenylmethoxycarbonyl (Fmoc) group on the alpha-amino group and the acid-labile tert-butoxycarbonyl (Boc) group on the indole nitrogen of the tryptophan side chain. This specific protection scheme is crucial for its primary application. This compound is a fundamental and highly specialized building block in solid-phase peptide synthesis (SPPS), particularly using the Fmoc strategy. The Boc protection on the indole nitrogen prevents unwanted side reactions, such as alkylation or oxidation, during the repetitive coupling and deprotection cycles of peptide chain assembly. It is essential for the efficient and high-yield incorporation of tryptophan residues into synthetic peptides, which are critical for pharmaceutical research, drug discovery, and the production of peptide-based therapeutics and biochemical tools. As a non-natural D-configured amino acid derivative, it is also valuable for constructing peptides with enhanced metabolic stability or specific conformational properties. Its use is standard in both academic and industrial settings for synthesizing complex peptides, including those with potential therapeutic applications.
    Physical Properties

    Density: 1.289 g/cm3

    Storage: 2-8°C

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