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Related Experiment Videos

N-methyl-DL-aspartic acid monohydrate.

D Madsen1, P Pattison

  • 1European Synchrotron Radiation Facility, BP 220, 38043 Grenoble CEDEX, France. dennis@xray.bmc.uu.se

Acta Crystallographica. Section C, Crystal Structure Communications
|September 15, 2000
PubMed
Summary
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This study details the synthesis and crystal structure of a novel aspartic acid derivative. The compound exists as a zwitterion, with D and L forms linked by hydrogen bonds, revealing unique carbon skeleton conformations.

Area of Science:

  • Crystallography
  • Organic Chemistry
  • Biochemistry

Background:

  • Aspartic acid derivatives are crucial in biological systems.
  • Understanding their crystal structures provides insights into molecular interactions.
  • This study focuses on a specific, synthesized derivative.

Purpose of the Study:

  • To synthesize and crystallize a novel aspartic acid derivative.
  • To determine its crystal structure and intermolecular interactions.
  • To analyze the conformation of its carbon skeleton.

Main Methods:

  • Chemical synthesis of the title compound.
  • Single-crystal X-ray diffraction analysis.
  • Analysis of hydrogen bonding and molecular conformation.

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Main Results:

  • The compound, C(5)H(9)NO(4).H(2)O, was successfully synthesized and crystallized.
  • It crystallizes in the Cc space group, adopting a zwitterionic form.
  • Hydrogen bonds (O-H...O, N-H...O) link D and L enantiomers and involve crystal water; a weak intramolecular N-H...O interaction was observed.
  • The carbon skeleton exhibits a near-planar conformation (166.83 degrees), differing from significantly twisted rotamers found in other aspartic acid derivatives.

Conclusions:

  • The synthesized aspartic acid derivative forms a stable zwitterionic crystal structure.
  • Hydrogen bonding plays a key role in its crystal packing and enantiomeric linkage.
  • The observed near-planar carbon skeleton represents a distinct conformational state within aspartic acid derivatives.