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2-Methyl-aspartic acid monohydrate.

Greg Brewer1, Aaron S Burton2, Jason P Dworkin3

  • 1Department of Chemistry, Catholic University of America, Washington, DC 20064, USA.

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|January 24, 2014
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Summary
This summary is machine-generated.

This study details a glutamic acid isomer, C5H9NO4·H2O, which crystallizes as a monohydrate. Unlike natural amino acids, it possesses an alpha-methyl group, forming a 3D crystal structure via hydrogen bonds.

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Area of Science:

  • Biochemistry
  • Crystallography
  • Organic Chemistry

Background:

  • Glutamic acid is a key proteinogenic amino acid.
  • Non-proteinogenic amino acids play diverse biological roles.
  • Understanding amino acid structure-property relationships is crucial.

Purpose of the Study:

  • To characterize a glutamic acid isomer, C5H9NO4·H2O.
  • To investigate its zwitterionic monohydrate crystalline structure.
  • To elucidate the role of the alpha-methyl group in its crystal packing.

Main Methods:

  • Crystallization from water.
  • X-ray diffraction analysis (implied).
  • Hydrogen bond analysis.

Main Results:

  • The compound crystallizes as a zwitterionic monohydrate.
  • It features an alpha-methyl group, distinguishing it from natural glutamic acid.
  • Extensive intermolecular hydrogen bonds (N-H⋯O, O-H⋯O) form a 3D crystal lattice.

Conclusions:

  • The alpha-methyl substitution influences crystal packing.
  • The compound represents a non-proteinogenic amino acid isomer with unique structural features.
  • Hydrogen bonding dictates the formation of a stable three-dimensional array in the crystal structure.