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¹State Key Laboratory of Applied Organic Chemstry, College of Chemistry & Chemical Engineering, Lanzhou University, Lanzhou 730000, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online

|January 5, 2011

Summary

This study examines a dehydro-amino acid compound, revealing its unique molecular structure. The research highlights the non-parallel orientation of the acrylate double bond and carbonyl group, indicating an s-trans configuration.

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Area of Science:

Biochemistry
Organic Chemistry
Crystallography

Background:

Dehydro-amino acids are crucial building blocks in peptide synthesis and protein structure.
Understanding the stereochemistry of these molecules is vital for predicting their chemical behavior and biological function.
The title compound, C(12)H(9)NO(4), represents an important class of dehydro-amino acids.

Purpose of the Study:

To elucidate the three-dimensional structure of the title dehydro-amino acid compound.
To investigate the spatial relationship between the acrylate double bond and the adjacent carbonyl group.
To determine the specific configuration (s-cis or s-trans) around the relevant functional groups.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular structure.
Crystallographic data were analyzed to ascertain bond lengths, bond angles, and torsional angles.
The conformation of the acrylate and carbonyl moieties was precisely characterized.

Main Results:

The crystal structure of C(12)H(9)NO(4) was successfully determined.
Analysis revealed that the acrylate C=C double bond is not parallel to the adjacent carbonyl group.
An s-trans configuration was definitively observed for this arrangement.

Conclusions:

The observed s-trans configuration in this dehydro-amino acid has implications for its reactivity and potential biological activity.
The non-parallel orientation provides insights into the conformational preferences of dehydro-amino acids.
This structural information is valuable for synthetic chemists and structural biologists working with similar compounds.