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    23235-03-2

    Catalog No. EBD2223792

    CAS 23235-03-2

    Name D-Propargylglycine

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    Basic Information

    Synonyms: (R)-alpha-Propargylglycine,98%,98%ee (2R)-2-amino-4-Pentynoicacid

    Molecular Formula: C5H7NO2

    Molecular Weight: 113.11

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    D-Propargylglycine is a non-proteinogenic amino acid derivative characterized by a propargyl group (-C≡CH) attached to the alpha-carbon of glycine. This structure incorporates both an amino acid backbone and a terminal alkyne functional group, making it a versatile chemical entity. Its primary and most significant application is in biochemical and pharmacological research as a mechanism-based, irreversible inhibitor of the enzyme cystathionine γ-lyase (CSE). CSE is a key enzyme in the endogenous production of hydrogen sulfide (H₂S). By inhibiting CSE, D-propargylglycine is extensively used as a research tool to study the physiological and pathological roles of H₂S in various systems, including cardiovascular function, inflammation, and neurotransmission. The propargyl group is crucial for its inhibitory activity. Beyond its role as a biochemical probe, the molecule serves as a valuable synthetic building block. The presence of both an amino group and a terminal alkyne allows it to participate in diverse chemical reactions, such as click chemistry via copper-catalyzed azide-alkyne cycloaddition (CuAAC), enabling its use in bioconjugation and the synthesis of more complex molecules for chemical biology.
    Physical Properties

    Boiling Point: 272.1 °C at 760 mmHg

    Flash Point: 118.3 °C

    Density: 1.209 g/cm3

    mg g kg ml l t