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Related Experiment Video

Updated: Jun 1, 2026

Genetic Incorporation of Biosynthesized L-dihydroxyphenylalanine (DOPA) and Its Application to Protein Conjugation
10:24

Genetic Incorporation of Biosynthesized L-dihydroxyphenylalanine (DOPA) and Its Application to Protein Conjugation

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dl-Asparaginium perchlorate.

Fatiha Guenifa, Lamia Bendjeddou, Aouatef Cherouana

    Acta Crystallographica. Section E, Structure Reports Online
    |May 18, 2011
    PubMed
    Summary
    This summary is machine-generated.

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    The crystal structure reveals l- and d-asparginium cations alongside perchlorate anions, forming a 3D network via extensive hydrogen bonding. This arrangement influences molecular assembly and crystal packing in the title compound.

    Area of Science:

    • Crystallography
    • Solid-state chemistry
    • Structural analysis

    Background:

    • Asparagine is a crucial amino acid with implications in biological systems.
    • Understanding the solid-state structure of amino acid derivatives provides insights into intermolecular interactions.
    • Perchlorate salts are common counterions used in crystallographic studies.

    Purpose of the Study:

    • To elucidate the crystal structure of the title compound, C(4)H(9)N(2)O(3) (+)·ClO(4) (-).
    • To investigate the hydrogen bonding network and molecular assembly in the crystal lattice.
    • To characterize the enantiomeric forms of asparginium cations present in the structure.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.

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    Genetic Incorporation of Biosynthesized L-dihydroxyphenylalanine (DOPA) and Its Application to Protein Conjugation
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  • Analysis of hydrogen bonding interactions (N-H⋯O, O-H⋯O, C-H⋯O) was performed.
  • Graph-set theory was utilized to describe the hydrogen bonding motifs within the asparginium layers.
  • Main Results:

    • The crystal structure contains both l- and d-asparginium cations, enantiomers related by glide planes.
    • A 1:1 ratio of asparginium cations to perchlorate anions was observed.
    • Molecules assemble into double layers parallel to the (100) plane through various hydrogen bonds.
    • Specific hydrogen bond motifs, R(2)(2)(8) and R(4)(3)(18), were identified within the asparginium layers.
    • A three-dimensional network is formed through interactions between cations and anions.

    Conclusions:

    • The crystal structure provides a detailed understanding of how asparginium cations and perchlorate anions interact.
    • The identified hydrogen bonding patterns dictate the supramolecular architecture and packing in the solid state.
    • The presence of enantiomeric cations highlights the potential for chiral recognition or packing effects in this system.