Details
| Original language | English |
|---|---|
| Pages (from-to) | 599-604 |
| Number of pages | 6 |
| Journal | CHEMPHYSCHEM |
| Volume | 8 |
| Issue number | 4 |
| Publication status | Published - 12 Mar 2007 |
Abstract
Two structures of neutral leucine are detected in the jet-cooled rotational spectrum of a laser-ablation molecular-beam Fourier transform microwave (LA-MB-FTMW) experiment. The comparison between the experimental rotational and 14N nuclear quadrupole coupling constants and those calculated ab initio provides conclusive evidence for the identification of the conformers. The most stable species is stabilized by a N-H⋯O=C intramolecular hydrogen bond and a cis-COOH interaction, while a higher-energy conformer exhibits a N⋯H-O intramolecular hydrogen bond and trans-COOH, as in lower aliphatic amino acids. The isobutyl side chain adopts the same configuration in the two conformers of leucine, characterized by a trans arrangement of the C′-Cα-Cβ-Cγ- Cδ chain. The differences with the preferred side chain configurations observed in valine and isoleucine are discussed.
Keywords
- Amino acids, Conformation analysis, Hydrogen bonds, Rotational spectroscopy
ASJC Scopus subject areas
- Physics and Astronomy(all)
- Atomic and Molecular Physics, and Optics
- Chemistry(all)
- Physical and Theoretical Chemistry
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In: CHEMPHYSCHEM, Vol. 8, No. 4, 12.03.2007, p. 599-604.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - The shape of leucine in the gas phase
AU - Cocinero, Emilio J.
AU - Lesarri, Alberto
AU - Grabow, Jens Uwe
AU - López, Juan C.
AU - Alonso, José L.
PY - 2007/3/12
Y1 - 2007/3/12
N2 - Two structures of neutral leucine are detected in the jet-cooled rotational spectrum of a laser-ablation molecular-beam Fourier transform microwave (LA-MB-FTMW) experiment. The comparison between the experimental rotational and 14N nuclear quadrupole coupling constants and those calculated ab initio provides conclusive evidence for the identification of the conformers. The most stable species is stabilized by a N-H⋯O=C intramolecular hydrogen bond and a cis-COOH interaction, while a higher-energy conformer exhibits a N⋯H-O intramolecular hydrogen bond and trans-COOH, as in lower aliphatic amino acids. The isobutyl side chain adopts the same configuration in the two conformers of leucine, characterized by a trans arrangement of the C′-Cα-Cβ-Cγ- Cδ chain. The differences with the preferred side chain configurations observed in valine and isoleucine are discussed.
AB - Two structures of neutral leucine are detected in the jet-cooled rotational spectrum of a laser-ablation molecular-beam Fourier transform microwave (LA-MB-FTMW) experiment. The comparison between the experimental rotational and 14N nuclear quadrupole coupling constants and those calculated ab initio provides conclusive evidence for the identification of the conformers. The most stable species is stabilized by a N-H⋯O=C intramolecular hydrogen bond and a cis-COOH interaction, while a higher-energy conformer exhibits a N⋯H-O intramolecular hydrogen bond and trans-COOH, as in lower aliphatic amino acids. The isobutyl side chain adopts the same configuration in the two conformers of leucine, characterized by a trans arrangement of the C′-Cα-Cβ-Cγ- Cδ chain. The differences with the preferred side chain configurations observed in valine and isoleucine are discussed.
KW - Amino acids
KW - Conformation analysis
KW - Hydrogen bonds
KW - Rotational spectroscopy
UR - http://www.scopus.com/inward/record.url?scp=33947250752&partnerID=8YFLogxK
U2 - 10.1002/cphc.200600730
DO - 10.1002/cphc.200600730
M3 - Article
C2 - 17295346
AN - SCOPUS:33947250752
VL - 8
SP - 599
EP - 604
JO - CHEMPHYSCHEM
JF - CHEMPHYSCHEM
SN - 1439-4235
IS - 4
ER -