The Shape of Neutral Valine

Jet‐cooled rotational spectroscopy with laser ablation has enabled two conformers of neutral valine to be observed in the gas phase. The most stable conformer (I a) exhibits a bifurcated amine‐to‐carbonyl (NH⋅⋅⋅OC) intramolecular hydrogen bond, while the second conformer (II a) presents a hydrogen...

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Veröffentlicht in:	Angewandte Chemie International Edition 2004-01, Vol.43 (5), p.605-610
Hauptverfasser:	Lesarri, Alberto, Cocinero, Emilio J., López, Juan C., Alonso, José L.
Format:	Artikel
Sprache:	eng
Schlagworte:	amino acids conformational analysis Hydrogen Bonding hydrogen bonds Molecular Conformation Molecular Structure rotational spectroscopy Spectroscopy, Fourier Transform Infrared structure elucidation Valine - chemistry
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Beschreibung
Zusammenfassung:	Jet‐cooled rotational spectroscopy with laser ablation has enabled two conformers of neutral valine to be observed in the gas phase. The most stable conformer (I a) exhibits a bifurcated amine‐to‐carbonyl (NH⋅⋅⋅OC) intramolecular hydrogen bond, while the second conformer (II a) presents a hydrogen bond between the lone pair of electrons on the nitrogen atom and the hydroxy group (N⋅⋅⋅OH). The isopropyl side chain adopts a similar staggered arrangement in both conformers.
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.200352543