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    118488-18-9

    Catalog No. EBD31396

    CAS 118488-18-9

    Name Fmoc-O-tert-butyl-D-tyrosine

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    Basic Information

    Synonyms: fmoc-O-tert-butyl-D-tyrosine Fmoc-D-Tyr(But)-OH O-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tyrosine Fmoc-D-Tyr(OtBu)-OH Fmoc-D-Tyr(tBu)-OH N-(9-fluorenylmethoxycarbonyl)-O-tert-butyl-D-tyrosine

    Molecular Formula: C28H29NO5

    Molecular Weight: 459.53

    MDL Number: MFCD00065684

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

    Product Description:
    Fmoc-O-tert-butyl-D-tyrosine is a protected derivative of the non-natural amino acid D-tyrosine. Its structure features an N-terminal 9-fluorenylmethoxycarbonyl (Fmoc) protecting group and a tert-butyl ether protecting group on the phenolic hydroxyl side chain of tyrosine. This dual protection renders the amino and phenolic hydroxyl groups inert during solid-phase peptide synthesis (SPPS) using the Fmoc strategy, while allowing for selective deprotection under mild acidic conditions. This compound is a crucial, high-purity building block specifically designed for the chemical synthesis of peptides and peptidomimetics. It is extensively used in pharmaceutical research and development to incorporate the D-tyrosine residue into peptide sequences, which can enhance metabolic stability, alter receptor binding affinity, or modulate the overall conformation and biological activity of the target peptide. The D-configuration is particularly valuable for creating peptides resistant to enzymatic degradation. Supplied as a white to off-white crystalline powder, it is a staple reagent in bioconjugation and the production of therapeutic peptides, peptide hormones, and diagnostic agents. Proper handling requires standard laboratory safety precautions for fine chemical powders.
    Physical Properties

    Boiling Point: 658.2 °C at 760 mmHg

    Flash Point: 351.9 °C

    Density: 1.218 g/cm3

    Storage: 2-8°C

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