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    3398-22-9

    Catalog No. EBD2206853

    CAS 3398-22-9

    Name (2R,4S)-4-Hydroxypyrrolidine-2-carboxylic acid

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    Basic Information

    Synonyms: H-D-Hyp-OH

    Molecular Formula: C5H9NO3

    Molecular Weight: 131.13

    MDL Number: MFCD00065608

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

    Product Description:
    Trans-4-Hydroxy-D-proline is a non-proteinogenic amino acid derivative, specifically a hydroxylated derivative of D-proline. It features a pyrrolidine ring with a trans-configuration of the hydroxyl group at the 4-position. This compound is the D-enantiomer of the more common trans-4-hydroxy-L-proline, a major component of collagen. Its primary significance lies in biochemical and pharmaceutical research. It serves as a chiral building block and a key intermediate in the synthesis of various bioactive molecules and peptide mimetics. In medicinal chemistry, it is utilized to introduce conformational constraints into peptide structures, potentially enhancing metabolic stability and receptor selectivity. It is also employed in the study of enzymes like prolyl hydroxylases and as a component in specialized cell culture media. As a derivative of a fundamental amino acid with defined stereochemistry, it finds niche applications in the development of novel therapeutics and as a tool compound in life science laboratories, rather than as a bulk commodity or a general-purpose synthetic reagent.
    Physical Properties

    Melting Point: 261 °C (dec)

    Boiling Point: 355.2 °C at 760 mmHg

    Flash Point: 168.6 °C

    Density: 1.395 g/cm3

    mg g kg ml l t