<?xml version="1.0" encoding="utf-8"?>
<TEI xmlns="http://www.tei-c.org/ns/1.0" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xmlns:hal="http://hal.archives-ouvertes.fr/" xmlns:gml="http://www.opengis.net/gml/3.3/" xmlns:gmlce="http://www.opengis.net/gml/3.3/ce" version="1.1" xsi:schemaLocation="http://www.tei-c.org/ns/1.0 http://api.archives-ouvertes.fr/documents/aofr-sword.xsd">
  <teiHeader>
    <fileDesc>
      <titleStmt>
        <title>HAL TEI export of hal-02143481</title>
      </titleStmt>
      <publicationStmt>
        <distributor>CCSD</distributor>
        <availability status="restricted">
          <licence target="https://creativecommons.org/publicdomain/zero/1.0/">CC0 1.0 - Universal</licence>
        </availability>
        <date when="2026-05-03T00:49:50+02:00"/>
      </publicationStmt>
      <sourceDesc>
        <p part="N">HAL API Platform</p>
      </sourceDesc>
    </fileDesc>
  </teiHeader>
  <text>
    <body>
      <listBibl>
        <biblFull>
          <titleStmt>
            <title xml:lang="en">Recent advances in the analysis of the site-specific isotopic fractionation of metabolites such as fatty acids using anisotropic natural-abundance H-2 NMR spectroscopy: application to conjugated linolenic methyl esters</title>
            <author role="crp">
              <persName>
                <forename type="first">Philippe</forename>
                <surname>Lesot</surname>
              </persName>
              <email type="md5">034a8268587b7e533cc7654ffe862c9b</email>
              <email type="domain">universite-paris-saclay.fr</email>
              <idno type="idhal" notation="string">philippe-lesot</idno>
              <idno type="idhal" notation="numeric">177855</idno>
              <idno type="halauthorid" notation="string">32213-177855</idno>
              <idno type="RESEARCHERID">http://www.researcherid.com/rid/M-3390-2017</idno>
              <idno type="ORCID">https://orcid.org/0000-0002-5811-7530</idno>
              <idno type="IDREF">https://www.idref.fr/08500085X</idno>
              <idno type="RESEARCHERID">http://www.researcherid.com/rid/http://www.researcherid.com/rid/M-3390-2017</idno>
              <idno type="VIAF">https://viaf.org/viaf/204833851</idno>
              <affiliation ref="#struct-33665"/>
              <affiliation ref="#struct-441569"/>
            </author>
            <author role="aut">
              <persName>
                <forename type="first">Zeinab</forename>
                <surname>Serhan</surname>
              </persName>
              <idno type="halauthorid">991453-0</idno>
              <affiliation ref="#struct-33665"/>
            </author>
            <author role="aut">
              <persName>
                <forename type="first">Isabelle</forename>
                <surname>Billault</surname>
              </persName>
              <email type="md5">b2eaf1290e68c674632a7643c883f796</email>
              <email type="domain">u-psud.fr</email>
              <idno type="idhal" notation="string">isabelle-billault</idno>
              <idno type="idhal" notation="numeric">1268765</idno>
              <idno type="halauthorid" notation="string">1154799-1268765</idno>
              <idno type="ORCID">https://orcid.org/0000-0001-5817-9398</idno>
              <idno type="IDREF">https://www.idref.fr/07950860X</idno>
              <idno type="VIAF">https://viaf.org/viaf/205976546</idno>
              <affiliation ref="#struct-59514"/>
            </author>
            <editor role="depositor">
              <persName>
                <forename>Jean Michel</forename>
                <surname>Bouler</surname>
              </persName>
              <email type="md5">51d8aff2e455d3a5212a861a143cf055</email>
              <email type="domain">univ-nantes.fr</email>
            </editor>
            <funder>Recurrent funding (CNRS and Univ. Paris-Sud)</funder>
          </titleStmt>
          <editionStmt>
            <edition n="v1" type="current">
              <date type="whenSubmitted">2019-05-29 14:23:38</date>
              <date type="whenModified">2024-04-11 13:08:13</date>
              <date type="whenReleased">2019-05-29 14:23:38</date>
              <date type="whenProduced">2011</date>
              <ref type="externalLink" target="https://api.istex.fr/ark:/67375/VQC-2S4B1KBM-K/fulltext.pdf?sid=hal"/>
            </edition>
            <respStmt>
              <resp>contributor</resp>
              <name key="100837">
                <persName>
                  <forename>Jean Michel</forename>
                  <surname>Bouler</surname>
                </persName>
                <email type="md5">51d8aff2e455d3a5212a861a143cf055</email>
                <email type="domain">univ-nantes.fr</email>
              </name>
            </respStmt>
          </editionStmt>
          <publicationStmt>
            <distributor>CCSD</distributor>
            <idno type="halId">hal-02143481</idno>
            <idno type="halUri">https://hal.science/hal-02143481</idno>
            <idno type="halBibtex">lesot:hal-02143481</idno>
            <idno type="halRefHtml">&lt;i&gt;Analytical and Bioanalytical Chemistry&lt;/i&gt;, 2011, 399 (3), pp.1187-1200. &lt;a target="_blank" href="https://dx.doi.org/10.1007/s00216-010-4394-0"&gt;&amp;#x27E8;10.1007/s00216-010-4394-0&amp;#x27E9;&lt;/a&gt;</idno>
            <idno type="halRef">Analytical and Bioanalytical Chemistry, 2011, 399 (3), pp.1187-1200. &amp;#x27E8;10.1007/s00216-010-4394-0&amp;#x27E9;</idno>
            <availability status="restricted"/>
          </publicationStmt>
          <seriesStmt>
            <idno type="stamp" n="UNIV-NANTES">Université de Nantes</idno>
            <idno type="stamp" n="CNRS">CNRS - Centre national de la recherche scientifique</idno>
            <idno type="stamp" n="UNIV-PSUD">Université Paris Sud - Paris XI</idno>
            <idno type="stamp" n="INC-CNRS">Institut de Chimie du CNRS</idno>
            <idno type="stamp" n="UNIV-PARIS-SACLAY">Université Paris-Saclay</idno>
            <idno type="stamp" n="UNIV-PSUD-SACLAY" corresp="UNIV-PARIS-SACLAY">Université Paris Sud pour Paris Saclay</idno>
            <idno type="stamp" n="GS-PHYSIQUE">Graduate School Physique</idno>
            <idno type="stamp" n="GS-HEALTH-DRUG-SCIENCES">Graduate School Health and Drug Sciences</idno>
            <idno type="stamp" n="CEISAM">Chimie Et Interdisciplinarité : Synthèse, Analyse, Modélisation</idno>
            <idno type="stamp" n="NANTES-UNIVERSITE">Nantes Université</idno>
            <idno type="stamp" n="UNIV-NANTES-AV2022">Université de Nantes</idno>
            <idno type="stamp" n="ICMMO">Institut de chimie moléculaire et des matériaux d'Orsay</idno>
          </seriesStmt>
          <notesStmt>
            <note type="audience" n="2">International</note>
            <note type="popular" n="0">No</note>
            <note type="peer" n="1">Yes</note>
          </notesStmt>
          <sourceDesc>
            <biblStruct>
              <analytic>
                <title xml:lang="en">Recent advances in the analysis of the site-specific isotopic fractionation of metabolites such as fatty acids using anisotropic natural-abundance H-2 NMR spectroscopy: application to conjugated linolenic methyl esters</title>
                <author role="crp">
                  <persName>
                    <forename type="first">Philippe</forename>
                    <surname>Lesot</surname>
                  </persName>
                  <email type="md5">034a8268587b7e533cc7654ffe862c9b</email>
                  <email type="domain">universite-paris-saclay.fr</email>
                  <idno type="idhal" notation="string">philippe-lesot</idno>
                  <idno type="idhal" notation="numeric">177855</idno>
                  <idno type="halauthorid" notation="string">32213-177855</idno>
                  <idno type="RESEARCHERID">http://www.researcherid.com/rid/M-3390-2017</idno>
                  <idno type="ORCID">https://orcid.org/0000-0002-5811-7530</idno>
                  <idno type="IDREF">https://www.idref.fr/08500085X</idno>
                  <idno type="RESEARCHERID">http://www.researcherid.com/rid/http://www.researcherid.com/rid/M-3390-2017</idno>
                  <idno type="VIAF">https://viaf.org/viaf/204833851</idno>
                  <affiliation ref="#struct-33665"/>
                  <affiliation ref="#struct-441569"/>
                </author>
                <author role="aut">
                  <persName>
                    <forename type="first">Zeinab</forename>
                    <surname>Serhan</surname>
                  </persName>
                  <idno type="halauthorid">991453-0</idno>
                  <affiliation ref="#struct-33665"/>
                </author>
                <author role="aut">
                  <persName>
                    <forename type="first">Isabelle</forename>
                    <surname>Billault</surname>
                  </persName>
                  <email type="md5">b2eaf1290e68c674632a7643c883f796</email>
                  <email type="domain">u-psud.fr</email>
                  <idno type="idhal" notation="string">isabelle-billault</idno>
                  <idno type="idhal" notation="numeric">1268765</idno>
                  <idno type="halauthorid" notation="string">1154799-1268765</idno>
                  <idno type="ORCID">https://orcid.org/0000-0001-5817-9398</idno>
                  <idno type="IDREF">https://www.idref.fr/07950860X</idno>
                  <idno type="VIAF">https://viaf.org/viaf/205976546</idno>
                  <affiliation ref="#struct-59514"/>
                </author>
              </analytic>
              <monogr>
                <idno type="halJournalId" status="VALID">10432</idno>
                <idno type="issn">1618-2642</idno>
                <idno type="eissn">1618-2650</idno>
                <title level="j">Analytical and Bioanalytical Chemistry</title>
                <imprint>
                  <publisher>Springer Verlag</publisher>
                  <biblScope unit="volume">399</biblScope>
                  <biblScope unit="issue">3</biblScope>
                  <biblScope unit="pp">1187-1200</biblScope>
                  <date type="datePub">2011</date>
                  <date type="dateEpub">2011</date>
                </imprint>
              </monogr>
              <idno type="doi">10.1007/s00216-010-4394-0</idno>
            </biblStruct>
          </sourceDesc>
          <profileDesc>
            <langUsage>
              <language ident="en">English</language>
            </langUsage>
            <textClass>
              <keywords scheme="author">
                <term xml:lang="en">PBLG</term>
                <term xml:lang="en">QUOSY</term>
                <term xml:lang="en">Chiral liquid crystal</term>
                <term xml:lang="en">NAD</term>
                <term xml:lang="en">Deuterium</term>
                <term xml:lang="en">NMR</term>
                <term xml:lang="en">Intramolecular isotopic distribution</term>
                <term xml:lang="en">Fatty acid</term>
              </keywords>
              <classCode scheme="halDomain" n="chim">Chemical Sciences</classCode>
              <classCode scheme="halDomain" n="chim.anal">Chemical Sciences/Analytical chemistry</classCode>
              <classCode scheme="halTypology" n="ART">Journal articles</classCode>
              <classCode scheme="halOldTypology" n="ART">Journal articles</classCode>
              <classCode scheme="halTreeTypology" n="ART">Journal articles</classCode>
            </textClass>
            <abstract xml:lang="en">
              <p>The full elucidation of the enzymatic mechanisms leading to polyunsaturated omega-3 to omega-5 fatty acids (PUFAs) occurring in plants or microorganisms by analyzing their site-specific isotopic fractionation profiles is a challenging task. Isotropic SNIF-NMR (R) method is an historical, powerful tool for the determination of (H-2/H-1) ratios. However, the absence of accessible isotopic data on the enantiotopic hydrogen sites (CH2 groups) prevents the study of the enzymatic reaction stereoselectivity. Natural-abundance deuterium (NAD) 2D NMR experiment using chiral liquid crystals (CLC) as solvent is a new tool in this field, overcoming this limitation. In this work, we have explored various possibilities for optimizing the enantio-discrimination properties of CLC by changing the nature of the polypeptide and/or increasing the polarity of the organic co-solvents. We report also the first applications of TMU as co-solvent for preparing enantio-discriminating, homogenous polypeptide mesophases. The various experimental NAD NMR results recorded at an optimal sample temperature are discussed and compared in terms of number of discriminated H-2 sites and magnitude of spectral separation for different PUFAs such as the linoleic and linolenic acids. The comparison of all NMR results shows that optimal results are obtained when CLC mixtures made of poly-gamma-benzyl-L-glutamate (PBLG) and high polarity co-solvents are used. As new challenging examples of applications, we report the preliminary analytical results obtained from two omega-5 conjugated linolenic acids: the alpha-eleostearic acid (9Z, 11E, 13E) and the punicic acid (9Z, 11E, 13Z). NMR data are discussed in terms of molecular orientational ordering parameters and isotopic distribution.</p>
            </abstract>
          </profileDesc>
        </biblFull>
      </listBibl>
    </body>
    <back>
      <listOrg type="structures">
        <org type="laboratory" xml:id="struct-33665" status="OLD">
          <idno type="ISNI">0000000403824005</idno>
          <idno type="RNSR">200612829Y</idno>
          <idno type="ROR">https://ror.org/05wzh1m37</idno>
          <orgName>Institut de Chimie Moléculaire et des Matériaux d'Orsay</orgName>
          <orgName type="acronym">ICMMO</orgName>
          <date type="start">1998-01-01</date>
          <date type="end">2019-12-31</date>
          <desc>
            <address>
              <addrLine>bat. 420 91405 ORSAY CEDEX</addrLine>
              <country key="FR"/>
            </address>
            <ref type="url">http://www.icmmo.u-psud.fr/</ref>
          </desc>
          <listRelation>
            <relation active="#struct-92966" type="direct"/>
            <relation active="#struct-341038" type="direct"/>
            <relation name="UMR8182 / FR1577" active="#struct-441569" type="direct"/>
          </listRelation>
        </org>
        <org type="regroupinstitution" xml:id="struct-441569" status="VALID">
          <idno type="IdRef">02636817X</idno>
          <idno type="ISNI">0000000122597504</idno>
          <idno type="ROR">https://ror.org/02feahw73</idno>
          <orgName>Centre National de la Recherche Scientifique</orgName>
          <orgName type="acronym">CNRS</orgName>
          <date type="start">1939-10-19</date>
          <desc>
            <address>
              <country key="FR"/>
            </address>
            <ref type="url">https://www.cnrs.fr/</ref>
          </desc>
        </org>
        <org type="laboratory" xml:id="struct-59514" status="OLD">
          <idno type="IdRef">185977650</idno>
          <idno type="ISNI">0000000403857229</idno>
          <idno type="RNSR">200812273K</idno>
          <idno type="ROR">https://ror.org/04ysg2a58</idno>
          <orgName>Chimie Et Interdisciplinarité : Synthèse, Analyse, Modélisation</orgName>
          <orgName type="acronym">CEISAM</orgName>
          <date type="end">2021-12-31</date>
          <desc>
            <address>
              <addrLine>UFR des Sciences et des Techniques - 2 rue de la Houssiniere BP 92208 - 44322 NANTES Cedex 3</addrLine>
              <country key="FR"/>
            </address>
            <ref type="url">https://ceisam.univ-nantes.fr/</ref>
          </desc>
          <listRelation>
            <relation active="#struct-97058" type="direct"/>
            <relation active="#struct-93263" type="indirect"/>
            <relation active="#struct-341038" type="direct"/>
            <relation name="UMR6230" active="#struct-441569" type="direct"/>
          </listRelation>
        </org>
        <org type="institution" xml:id="struct-92966" status="OLD">
          <idno type="ROR">https://ror.org/028rypz17</idno>
          <orgName>Université Paris-Sud - Paris 11</orgName>
          <orgName type="acronym">UP11</orgName>
          <date type="end">2019-12-31</date>
          <desc>
            <address>
              <addrLine>Bâtiment 300 - 91405 Orsay cedex</addrLine>
              <country key="FR"/>
            </address>
            <ref type="url">http://www.u-psud.fr/</ref>
          </desc>
        </org>
        <org type="institution" xml:id="struct-341038" status="VALID">
          <idno type="IdRef">232435103</idno>
          <idno type="ISNI">000000010626358X</idno>
          <idno type="ROR">https://ror.org/02cte4b68</idno>
          <orgName>Institut de Chimie - CNRS Chimie</orgName>
          <orgName type="acronym">INC-CNRS</orgName>
          <date type="start">2009-10-01</date>
          <desc>
            <address>
              <addrLine>CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE3 rue Michel-Ange75794 PARIS CEDEX 16 - France</addrLine>
              <country key="FR"/>
            </address>
            <ref type="url">http://www.cnrs.fr/inc</ref>
          </desc>
        </org>
        <org type="regrouplaboratory" xml:id="struct-97058" status="OLD">
          <orgName>Université de Nantes - UFR des Sciences et des Techniques</orgName>
          <orgName type="acronym">UN UFR ST</orgName>
          <date type="end">2021-12-31</date>
          <desc>
            <address>
              <addrLine>2, rue de la Houssinière - BP 92208 - 44322 Nantes cedex 3</addrLine>
              <country key="FR"/>
            </address>
            <ref type="url">http://www.sciences-techniques.univ-nantes.fr/</ref>
          </desc>
          <listRelation>
            <relation active="#struct-93263" type="direct"/>
          </listRelation>
        </org>
        <org type="institution" xml:id="struct-93263" status="OLD">
          <idno type="IdRef">026403447</idno>
          <idno type="ROR">https://ror.org/03gnr7b55</idno>
          <orgName>Université de Nantes</orgName>
          <orgName type="acronym">UN</orgName>
          <date type="end">2021-12-31</date>
          <desc>
            <address>
              <addrLine>1, quai de Tourville - BP 13522 - 44035 Nantes cedex 1</addrLine>
              <country key="FR"/>
            </address>
            <ref type="url">http://www.univ-nantes.fr/</ref>
          </desc>
        </org>
      </listOrg>
    </back>
  </text>
</TEI>