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    123639-61-2

    Catalog No. EBD39826

    CAS 123639-61-2

    Name Fmoc-L-glutamic acid-gamma-benzyl ester

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    Basic Information

    Synonyms: Fmoc-L-glutamicacid5-benzylester FMOC-Glu(OBzl) Fmoc-L-glutamicacid-gamma-benzylester (2S)-5-(benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoicacid(non-preferredname) Fmoc-Glu(Bzl)-OH Fmoc-Glu(OBzl)-OH N-(9-fluorenylmethoxycarbonyl)-L-glutamicacid-gamma-benzylester

    Molecular Formula: C27H25NO6

    Molecular Weight: 459.49

    MDL Number: MFCD00065642

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks

    Product Description:
    Fmoc-L-Glu-OBzl is a protected amino acid derivative, specifically the γ-benzyl ester of Fmoc-L-glutamic acid. It features two orthogonal protecting groups: the base-labile 9-fluorenylmethoxycarbonyl (Fmoc) group on the α-amino function and the acid-labile benzyl (Bzl) group on the γ-carboxylic acid side chain. This design is critical for its primary application in solid-phase peptide synthesis (SPPS) using the Fmoc strategy. This compound serves as a crucial building block for the controlled incorporation of glutamic acid residues into peptide chains. The benzyl protection on the γ-side chain prevents undesired side reactions during the elongation of the peptide backbone, allowing for the synthesis of peptides containing glutamic acid with a free α-carboxyl group or for the subsequent selective deprotection and functionalization of the side chain. It is extensively used in the research and development of therapeutic peptides, peptide hormones, and as a key intermediate in the preparation of complex peptide-based active pharmaceutical ingredients (APIs) and biochemical probes. The product is a white to off-white crystalline powder, typically stored at low temperatures (e.g., 2-8°C) to ensure stability. Handling requires standard laboratory safety precautions for fine chemical powders, including the use of personal protective equipment to avoid inhalation or skin contact.
    Physical Properties

    Melting Point: 80-85 ºC

    Boiling Point: 698.2 ºC at 760 mmHg

    Flash Point: 376.1 ºC

    Density: 1.289 g/cm3

    Storage: 2-8°C

    Analytical Data

    Appearance: White powder

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