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    7729-30-8

    Catalog No. EBD31536

    CAS 7729-30-8

    Name D-Azetidine-2-carboxylic acid

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    Basic Information

    Synonyms: (2R)-azetidine-2-carboxylicacid (R)-(+)Azetidine-2-carboxylicacid (R)-Azetidine-2-carboxylicacid D-Azetidine-2-carboxylicacid

    Molecular Formula: C4H7NO2

    Molecular Weight: 101.1

    MDL Number: MFCD00800731

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

    Product Description:
    D-Azetidine-2-carboxylic acid (D-Aze) is a non-proteinogenic amino acid characterized by a four-membered azetidine ring. It is a structural analog of proline, where the five-membered pyrrolidine ring is replaced by a smaller, more strained four-membered ring. This unique structure imparts distinct conformational and biochemical properties. This compound is primarily used as a proline mimetic in peptide and protein research. Its incorporation into peptides can significantly alter backbone conformation, stability, and biological activity, making it a valuable tool for studying protein folding, enzyme inhibition, and designing peptidomimetic drugs. It serves as a key building block in medicinal chemistry for the development of novel therapeutic agents, particularly in areas targeting proline-rich recognition motifs. D-Azetidine-2-carboxylic acid is also found in some plants (e.g., *Convallaria majalis*, Lily of the Valley) and can act as a natural toxin due to its misincorporation into proteins in place of proline, disrupting normal cellular function. In synthetic chemistry, it is an important chiral synthon for the construction of complex nitrogen-containing heterocycles and constrained peptides.
    Physical Properties

    Melting Point: 209-211°C

    Boiling Point: 242 °C at 760 mmHg

    Flash Point: 100.1 °C

    Density: 1.275 g/cm3

    Analytical Data

    Appearance: white crystalline solid

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