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    4298-08-2

    Catalog No. EBD2321644

    CAS 4298-08-2

    Name trans-L-3-Hydroxyproline

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    Basic Information

    Synonyms: L-Proline,3-hydroxy-,(3S)- L-3-Trans-Hydroxyproline trans-3-hydroxyproline (2s,3s)-3-hydroxyproline l-proline,3-hydroxy-,trans- (2s,3s)-(-)-3-hydroxy-l-proline proline,3-hydroxy-,l-trans-(8ci) (2S,3S)-(-)-3-Hydroxy-2-pyrrolinecarboxylicacid

    Molecular Formula: C5H9NO3

    Molecular Weight: 131.13

    MDL Number: MFCD00216471

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

    Product Description:
    Trans-3-Hydroxy-L-proline is a non-proteinogenic amino acid derivative, specifically a hydroxylated analog of L-proline. Its chemical structure features a pyrrolidine ring with a hydroxyl group at the 3-position in the trans configuration relative to the carboxylic acid group. This stereochemistry is crucial for its biological activity and interactions. This compound serves as a key chiral building block in the synthesis of complex pharmaceuticals and bioactive peptides. It is particularly important in the development of collagenase inhibitors and other therapeutic agents targeting connective tissue disorders. Its unique structure, combining a constrained proline ring with a hydroxyl handle, makes it a valuable intermediate for introducing specific conformational and hydrogen-bonding properties into drug candidates. As a specialty amino acid, it is also utilized in biochemical research, including studies on collagen structure, enzyme mechanisms, and as a component in custom peptide synthesis for probing protein structure-function relationships. Its applications are primarily centered around life sciences and medicinal chemistry rather than as a general-purpose synthetic reagent.
    Physical Properties

    Boiling Point: 355.233 °C at 760 mmHg

    Flash Point: 168.639 °C

    Density: 1.395g/cm3

    Analytical Data

    Appearance: White to light beige powder

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