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    1093645-21-6

    Catalog No. EBD4017963

    CAS 1093645-21-6

    Name (2R)-Fmoc-2-amino-6-heptenoic acid

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    Basic Information

    Synonyms: (2R)-Fmoc-2-amino-6-heptenoicacid (R)-N-Fmoc-2-(4'-pentenyl)glycine (2R)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-6-heptenoicacid

    Molecular Formula: C22H23NO4

    Molecular Weight: 365.42

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters

    Product Description:
    (2R)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-6-heptenoic acid is a non-natural, Fmoc-protected amino acid derivative. Its structure features an (R)-configured α-amino acid core with a terminal alkene side chain (6-heptenoic acid), protected at the amine by the standard 9-fluorenylmethoxycarbonyl (Fmoc) group. This specific combination of chirality, protection, and unsaturated side chain defines its utility. This compound is primarily employed as a specialized building block in solid-phase peptide synthesis (SPPS) using the Fmoc strategy. The terminal alkene functionality in the side chain provides a unique chemical handle for post-synthetic modifications, such as thiol-ene "click" chemistry or olefin metathesis. This enables the site-specific introduction of labels, tags, or structural constraints into synthetic peptides, which is crucial for developing peptide-based drugs, probes, and biomaterials in medicinal chemistry and chemical biology research. As a protected amino acid, it falls under the category of peptide synthesis reagents. Its defined structure and synthetic utility also classify it as a functionalized organic synthesis building block, specifically due to its carboxylic acid and alkene groups.
    Physical Properties
    mg g kg ml l t