Self-organization of lactates in the gas phase.
Identifieur interne : 002419 ( PubMed/Corpus ); précédent : 002418; suivant : 002420Self-organization of lactates in the gas phase.
Auteurs : Nicole Borho ; Martin A. SuhmSource :
- Organic & biomolecular chemistry [ 1477-0520 ] ; 2003.
English descriptors
- KwdEn :
- MESH :
- chemical , chemistry : Argon, Gases, Lactates, Lactic Acid.
- Models, Molecular, Molecular Conformation, Spectroscopy, Fourier Transform Infrared, Stereoisomerism.
Abstract
Chiral recognition and subsequent selective self-organisation into hydrogen-bonded n-mers is observed in supersonic methyl lactate expansions. The nu(OH) and nu(C=O)-vibrations are investigated by ragout-jet FTIR-spectroscopy and lead to the assignment of homo- and heterochiral clusters of at least three different cluster sizes. Whereas homo- and heterochiral dimers are formed in similar amounts in the racemic mixture, prominent absorptions due to different homochiral and heterochiral lactate trimers and tetramers indicate highly specific chiral self-recognition beyond molecular pairs. Chemical modification of the ester-group (methyl-, ethyl- and isopropyl-lactate) and argon admixture to the helium expansion contribute importantly to an understanding of the cluster spectra and topology.
DOI: 10.1039/b308580e
PubMed: 14685340
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pubmed:14685340Le document en format XML
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<author><name sortKey="Borho, Nicole" sort="Borho, Nicole" uniqKey="Borho N" first="Nicole" last="Borho">Nicole Borho</name>
<affiliation><nlm:affiliation>Institut für Physikalische Chemie, Universität Göttingen, Tammannstr. 6, D-37077, Göttingen, Germany.</nlm:affiliation>
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<author><name sortKey="Suhm, Martin A" sort="Suhm, Martin A" uniqKey="Suhm M" first="Martin A" last="Suhm">Martin A. Suhm</name>
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<author><name sortKey="Borho, Nicole" sort="Borho, Nicole" uniqKey="Borho N" first="Nicole" last="Borho">Nicole Borho</name>
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<series><title level="j">Organic & biomolecular chemistry</title>
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<term>Gases (chemistry)</term>
<term>Lactates (chemistry)</term>
<term>Lactic Acid (chemistry)</term>
<term>Models, Molecular</term>
<term>Molecular Conformation</term>
<term>Spectroscopy, Fourier Transform Infrared</term>
<term>Stereoisomerism</term>
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<term>Gases</term>
<term>Lactates</term>
<term>Lactic Acid</term>
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<keywords scheme="MESH" xml:lang="en"><term>Models, Molecular</term>
<term>Molecular Conformation</term>
<term>Spectroscopy, Fourier Transform Infrared</term>
<term>Stereoisomerism</term>
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<front><div type="abstract" xml:lang="en">Chiral recognition and subsequent selective self-organisation into hydrogen-bonded n-mers is observed in supersonic methyl lactate expansions. The nu(OH) and nu(C=O)-vibrations are investigated by ragout-jet FTIR-spectroscopy and lead to the assignment of homo- and heterochiral clusters of at least three different cluster sizes. Whereas homo- and heterochiral dimers are formed in similar amounts in the racemic mixture, prominent absorptions due to different homochiral and heterochiral lactate trimers and tetramers indicate highly specific chiral self-recognition beyond molecular pairs. Chemical modification of the ester-group (methyl-, ethyl- and isopropyl-lactate) and argon admixture to the helium expansion contribute importantly to an understanding of the cluster spectra and topology.</div>
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<Title>Organic & biomolecular chemistry</Title>
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<Abstract><AbstractText>Chiral recognition and subsequent selective self-organisation into hydrogen-bonded n-mers is observed in supersonic methyl lactate expansions. The nu(OH) and nu(C=O)-vibrations are investigated by ragout-jet FTIR-spectroscopy and lead to the assignment of homo- and heterochiral clusters of at least three different cluster sizes. Whereas homo- and heterochiral dimers are formed in similar amounts in the racemic mixture, prominent absorptions due to different homochiral and heterochiral lactate trimers and tetramers indicate highly specific chiral self-recognition beyond molecular pairs. Chemical modification of the ester-group (methyl-, ethyl- and isopropyl-lactate) and argon admixture to the helium expansion contribute importantly to an understanding of the cluster spectra and topology.</AbstractText>
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<Chemical><RegistryNumber>0379G9C44S</RegistryNumber>
<NameOfSubstance UI="C028444">methyl lactate</NameOfSubstance>
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