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    183498-47-7

    Catalog No. EBD2219209

    CAS 183498-47-7

    Name (S)-2-Acetamido-3-(1-trityl-1H-imidazol-4-yl)propanoic acid

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    Basic Information

    Synonyms: (S)-2-Acetamido-3-(1-trityl-1H-imidazol-4-yl)propanoicacid ac-his(1-trt)-oh ac-histidine(1-trt)-oh ac-his(trt)-oh ac-his(t-trt)-oh acetyl-n-im-trityl-l-histidine n-alpha-acetyl-nim-trityl-l-histidine ac-his(tau-trt)-oh n-acetyl-n'-trityl-l-histidine

    Molecular Formula: C27H25N3O3

    Molecular Weight: 439.51

    MDL Number: MFCD00236758

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

    Product Description:
    N-Acetyl-N'-trityl-L-histidine is a protected derivative of the amino acid L-histidine. Its chemical structure features an acetyl group protecting the alpha-amino group and a trityl (triphenylmethyl) group protecting the imidazole side chain nitrogen. This specific protection scheme is crucial for its primary application. This compound is a key building block in solid-phase peptide synthesis (SPPS). The trityl group on the histidine side chain is acid-labile, allowing for selective deprotection under mild acidic conditions without affecting other commonly used protecting groups like Boc (tert-butyloxycarbonyl) or Fmoc (9-fluorenylmethoxycarbonyl). This makes it an essential intermediate for the controlled and efficient incorporation of histidine residues into synthetic peptides, which are vital for drug discovery and biochemical research. Its use is specialized within peptide chemistry, particularly for synthesizing peptides containing histidine, an amino acid often involved in catalytic sites and metal binding. The product is handled as a high-purity reagent under controlled conditions to ensure optimal performance in sensitive synthetic protocols.
    Physical Properties
    mg g kg ml l t