102 lines
10 KiB
XML
102 lines
10 KiB
XML
<document id="D588FF20D7446051AC895BAB53C8E1B2" ID-DOI="10.1016/j.phytochem.2018.10.027" ID-ISSN="1873-3700" ID-Zenodo-Dep="10481193" IM.bibliography_approvedBy="felipe" IM.illustrations_approvedBy="karina" IM.materialsCitations_approvedBy="felipe" IM.metadata_approvedBy="felipe" IM.tables_requiresApprovalFor="GgImagineBatch" IM.taxonomicNames_approvedBy="karina" IM.treatments_approvedBy="karina" checkinTime="1704925253971" checkinUser="felipe" docAuthor="Andersen, Trine Bundgaard, Rasmussen, Silas Anselm, Christensen, Søren Brøgger & Simonsen, Henrik Toft" docDate="2019" docId="039087C3FF9B4066FFC075A0E6DFDC8A" docLanguage="en" docName="Phytochemistry.157.168-174.pdf" docOrigin="Phytochemistry 157" docSource="http://dx.doi.org/10.1016/j.phytochem.2018.10.027" docStyle="DocumentStyle:9E596C34F4E94307D29315B03ACE1007.6:Phytochemistry.2014-2019.journal_article" docStyleId="9E596C34F4E94307D29315B03ACE1007" docStyleName="Phytochemistry.2014-2019.journal_article" docStyleVersion="6" docTitle="Nicotiana benthamiana" docType="treatment" docVersion="3" lastPageNumber="169" masterDocId="FFA9FFBBFF9A4067FFA47619E55DDE50" masterDocTitle="Biosynthesis of tovarol and other sesquiterpenoids in Thapsia laciniata Rouy" masterLastPageNumber="174" masterPageNumber="168" pageNumber="169" updateTime="1706402960486" updateUser="ExternalLinkService">
|
|
<mods:mods id="847D3603E662BEF7CFB8E92F8C6CE195" xmlns:mods="http://www.loc.gov/mods/v3">
|
|
<mods:titleInfo id="A9E7DDC5BD389B0EAFFF5454FC8182F6">
|
|
<mods:title id="35B2F917C7339E78C7821DA054B62D0C">Biosynthesis of tovarol and other sesquiterpenoids in Thapsia laciniata Rouy</mods:title>
|
|
</mods:titleInfo>
|
|
<mods:name id="9743E1CCAE99FB92B4B7DCC07C8B1F6C" type="personal">
|
|
<mods:role id="30C1BA36C8BCA309D62E675E39BAAC63">
|
|
<mods:roleTerm id="8B1E9E3D685E713FB0370DD043535BAF">Author</mods:roleTerm>
|
|
</mods:role>
|
|
<mods:namePart id="A2F0DA0FE399D0F18D2C6FB5E75F5C6A">Andersen, Trine Bundgaard</mods:namePart>
|
|
<mods:affiliation id="C18C8699C7A9950C5872E8BBAB2EF53C">Department of Plant and Environmental Sciences, University of Copenhagen, Thorvaldsensvej 40, 1871, Frederiksberg C, Denmark</mods:affiliation>
|
|
</mods:name>
|
|
<mods:name id="991B0E14CA6B57E8EB699C09779FB21C" type="personal">
|
|
<mods:role id="C5754565867E8259E2F0B31DF403E73B">
|
|
<mods:roleTerm id="670FF914F43C394A9B2D7B13AB77C0E8">Author</mods:roleTerm>
|
|
</mods:role>
|
|
<mods:namePart id="484B0716DF17D4CE1EAEA9A179C5807F">Rasmussen, Silas Anselm</mods:namePart>
|
|
</mods:name>
|
|
<mods:name id="E0DF60BA4BFA2FDEAD3539418631B6B4" type="personal">
|
|
<mods:role id="963B9A61E2C51438FDA9FA55C3C543D0">
|
|
<mods:roleTerm id="CB2200EDF204420D85FE2D3B87FCA6AA">Author</mods:roleTerm>
|
|
</mods:role>
|
|
<mods:namePart id="ABC786F1916C176EE32437A049D9AB77">Christensen, Søren Brøgger</mods:namePart>
|
|
</mods:name>
|
|
<mods:name id="27363E1EBCCEA7B1F23CCD8904DCDBC2" type="personal">
|
|
<mods:role id="31DB7B7FFE8827394BA3B4DB0C51290F">
|
|
<mods:roleTerm id="4064376C6594EC599798A06154EE2C19">Author</mods:roleTerm>
|
|
</mods:role>
|
|
<mods:namePart id="E554B45210D2EA3EA3947D915BC7FA9A">Simonsen, Henrik Toft</mods:namePart>
|
|
</mods:name>
|
|
<mods:typeOfResource id="9F07F9B78E257718368BF696DAFC0608">text</mods:typeOfResource>
|
|
<mods:relatedItem id="2EFC3B1BA97562EF61B1D85F6DBDADD7" type="host">
|
|
<mods:titleInfo id="46A0D4920CC2E0D9728082AE1E6C2FFB">
|
|
<mods:title id="F0FA21413FCF887FBA14867B9B156AE2">Phytochemistry</mods:title>
|
|
</mods:titleInfo>
|
|
<mods:part id="E3E0121A2B0DC22E151F1D1775797411">
|
|
<mods:date id="CEB115823ED343D67EFF30DF65575F13">2019</mods:date>
|
|
<mods:detail id="CFA292B2C512E1B201CE4683FCCBB07E" type="pubDate">
|
|
<mods:number id="7420F608B0F9D9910459B4159FD1E123">2019-01-31</mods:number>
|
|
</mods:detail>
|
|
<mods:detail id="0BE10D9F755EEBE04E6C396ED95C05B6" type="volume">
|
|
<mods:number id="A1A23FD307BD09FE1ADC3BAA59832792">157</mods:number>
|
|
</mods:detail>
|
|
<mods:extent id="9F9AF7903B2F1D7836369BB901B11B51" unit="page">
|
|
<mods:start id="01377C930BB9702577FF5E4664E7AA5A">168</mods:start>
|
|
<mods:end id="F6A7500047B58962DBEB217A0B6DB4BC">174</mods:end>
|
|
</mods:extent>
|
|
</mods:part>
|
|
</mods:relatedItem>
|
|
<mods:location id="0A330FE04254E8C71F85AB619A8C88D6">
|
|
<mods:url id="2A89D685DF68E31B1017B1E4BA300EAE">http://dx.doi.org/10.1016/j.phytochem.2018.10.027</mods:url>
|
|
</mods:location>
|
|
<mods:classification id="786404D555FD0A71A3D45BA8337E8D00">journal article</mods:classification>
|
|
<mods:identifier id="593168FC7C70F6A090A1DF564CCEBE5C" type="DOI">10.1016/j.phytochem.2018.10.027</mods:identifier>
|
|
<mods:identifier id="1BB1BD134E03F78951EE14FAD889A4E4" type="ISSN">1873-3700</mods:identifier>
|
|
<mods:identifier id="6EAC8BA19F2636E07680C394C5DD0B75" type="Zenodo-Dep">10481193</mods:identifier>
|
|
</mods:mods>
|
|
<treatment id="039087C3FF9B4066FFC075A0E6DFDC8A" ID-DOI="http://doi.org/10.5281/zenodo.10576563" ID-Zenodo-Dep="10576563" LSID="urn:lsid:plazi:treatment:039087C3FF9B4066FFC075A0E6DFDC8A" httpUri="http://treatment.plazi.org/id/039087C3FF9B4066FFC075A0E6DFDC8A" lastPageNumber="169" pageId="1" pageNumber="169">
|
|
<subSubSection id="C323655EFF9B4066FFC075A0E7F4DD9C" box="[100,681,953,972]" pageId="1" pageNumber="169" type="nomenclature">
|
|
<paragraph id="8B8636D5FF9B4066FFC075A0E7F4DD9C" blockId="1.[100,681,953,972]" box="[100,681,953,972]" pageId="1" pageNumber="169">
|
|
<heading id="D0CE81B9FF9B4066FFC075A0E7F4DD9C" bold="true" box="[100,681,953,972]" fontSize="36" level="1" pageId="1" pageNumber="169" reason="1">
|
|
<emphasis id="B94DEAC7FF9B4066FFC075A0E7F4DD9C" bold="true" box="[100,681,953,972]" italics="true" pageId="1" pageNumber="169">
|
|
2.2. Characterization of TlTPS820 expressed in
|
|
<taxonomicName id="4C394D56FF9B4066FDBD75A0E7F4DD9C" ID-CoL="47D27" authority="Domin" box="[537,681,953,972]" class="Magnoliopsida" family="Solanaceae" genus="Nicotiana" kingdom="Plantae" order="Solanales" pageId="1" pageNumber="169" phylum="Tracheophyta" rank="species" species="benthamiana">N. benthamiana</taxonomicName>
|
|
</emphasis>
|
|
</heading>
|
|
</paragraph>
|
|
</subSubSection>
|
|
<paragraph id="8B8636D5FF9B4066FF2275E8E6DBDC8A" blockId="1.[100,770,1009,1196]" lastBlockId="1.[818,902,711,730]" pageId="1" pageNumber="169">
|
|
<subSubSection id="C323655EFF9B4066FF2275E8E6DFDC8A" pageId="1" pageNumber="169" type="description">
|
|
Leaves from
|
|
<taxonomicName id="4C394D56FF9B4066FEA175E8E4C5DA54" box="[261,408,1009,1028]" class="Magnoliopsida" family="Solanaceae" genus="Nicotiana" kingdom="Plantae" order="Solanales" pageId="1" pageNumber="169" phylum="Tracheophyta" rank="species" species="benthamiana">
|
|
<emphasis id="B94DEAC7FF9B4066FEA175E8E4C5DA54" bold="true" box="[261,408,1009,1028]" italics="true" pageId="1" pageNumber="169">N. benthamiana</emphasis>
|
|
</taxonomicName>
|
|
expressing
|
|
<emphasis id="B94DEAC7FF9B4066FDAA75E8E77DDA54" bold="true" box="[526,544,1009,1028]" italics="true" pageId="1" pageNumber="169">Tl</emphasis>
|
|
TPS820 were extracted with hexane and analyzed by GC-MS. The analysis yielded a sesquiterpenoid profile identical to
|
|
<emphasis id="B94DEAC7FF9B4066FE2E7230E4FDDA6C" bold="true" box="[394,416,1065,1084]" italics="true" pageId="1" pageNumber="169">Tg</emphasis>
|
|
TPS2 (
|
|
<figureCitation id="13022A50FF9B4066FE477230E741DA6C" box="[483,540,1065,1084]" captionStart="Fig" captionStartId="1.[100,130,1889,1906]" captionTargetBox="[269,1324,1228,1863]" captionTargetId="figure-526@1.[263,1325,1225,1866]" captionTargetPageId="1" captionText="Fig. 1. GC-MS chromatogram of hexane extracts from N. benthamiana expressing AttHMGR+ TlTPS820, AttHMGR+TgTPS2, and AtHMGR + TlTPS820 + TlCYP76AE4. The chromatograms show that TgTPS2 and TlTPS820 both produce epikunzeaol (1) as previously published for TgTPS2 (Andersen et al., 2017), and with co-expression of TlCYP76AE4 this product disappear and a cope rearranged product of tovarol (2) is found. This confirms the functionality of both enzymes." figureDoi="http://doi.org/10.5281/zenodo.10481197" httpUri="https://zenodo.org/record/10481197/files/figure.png" pageId="1" pageNumber="169">Fig. 1</figureCitation>
|
|
). The main product of
|
|
<emphasis id="B94DEAC7FF9B4066FFC0725CE527DA08" bold="true" box="[100,122,1093,1112]" italics="true" pageId="1" pageNumber="169">Tg</emphasis>
|
|
TPS2 is epikunzeaol (
|
|
<emphasis id="B94DEAC7FF9B4066FEE6725CE413DA08" bold="true" box="[322,334,1093,1112]" pageId="1" pageNumber="169">1</emphasis>
|
|
) (
|
|
<figureCitation id="13022A50FF9B4066FEC7725CE4CADA08" box="[355,407,1093,1112]" captionStart="Fig" captionStartId="1.[818,848,597,614]" captionTargetBox="[830,1474,156,567]" captionTargetId="figure-612@1.[826,1479,152,574]" captionTargetPageId="1" captionText="Fig. 2. The biosynthetic routes catalyzed by the four described Thapsia laciniata enzymes TlTPS820, TlTPS509, TlTPS18983, and TlCYP76AE4 leading to tovarol (2)." figureDoi="http://doi.org/10.5281/zenodo.10481195" httpUri="https://zenodo.org/record/10481195/files/figure.png" pageId="1" pageNumber="169">Fig. 2</figureCitation>
|
|
), thus
|
|
<emphasis id="B94DEAC7FF9B4066FE73725CE4B4DA08" bold="true" box="[471,489,1093,1112]" italics="true" pageId="1" pageNumber="169">Tl</emphasis>
|
|
TPS820 is also an epikunzeaol synthase and an orthologue of
|
|
<emphasis id="B94DEAC7FF9B4066FE3D7278E4F2DA24" bold="true" box="[409,431,1121,1140]" italics="true" pageId="1" pageNumber="169">Tg</emphasis>
|
|
TPS2. As described previously, the high injection port temperature at 250 ̊C lead to cope-rearrangement of
|
|
<emphasis id="B94DEAC7FF9B4066FFC07280E52DDAFC" bold="true" box="[100,112,1177,1196]" pageId="1" pageNumber="169">1</emphasis>
|
|
(
|
|
<bibRefCitation id="EFA84B24FF9B4066FFDA7280E41BDAFC" author="Andersen, T. B. & Martinez, K. A. & Rasmussen, S. A. & Boughton, B. A. & Jorgensen, K. & Andersen-Ranberg, J. & Nyberg, N. & Christensen, S. B. & Simonsen, H. T." box="[126,326,1177,1196]" pageId="1" pageNumber="169" pagination="56 - 72" refId="ref7438" refString="Andersen, T. B., Martinez, K. A., Rasmussen, S. A., Boughton, B. A., Jorgensen, K., Andersen-Ranberg, J., Nyberg, N., Christensen, S. B., Simonsen, H. T., 2017. Localization and invivo characterization of Thapsia garganica CYP 76 AE 2 indicates a role in thapsigargin biosynthesis. Plant Physiol. 174, 56 - 72." type="journal article" year="2017">Andersen et al., 2017</bibRefCitation>
|
|
). Thus,
|
|
<emphasis id="B94DEAC7FF9B4066FE377280E4C2DAFC" bold="true" box="[403,415,1177,1196]" pageId="1" pageNumber="169">1</emphasis>
|
|
was partly degraded to two unknown alcohols
|
|
</subSubSection>
|
|
.
|
|
</paragraph>
|
|
</treatment>
|
|
</document> |