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<document id="47E15437AF4AAFD7A5AD7738879E5CD1" ID-DOI="10.1016/j.phytochem.2016.03.002" ID-ISSN="1873-3700" ID-Zenodo-Dep="10484904" IM.bibliography_approvedBy="felipe" IM.illustrations_approvedBy="julia" IM.materialsCitations_approvedBy="felipe" IM.metadata_approvedBy="felipe" IM.tables_approvedBy="julia" IM.taxonomicNames_approvedBy="julia" IM.treatments_approvedBy="julia" checkinTime="1704942631390" checkinUser="felipe" docAuthor="Kamatham, Samuel, Neela, Kishore Babu, Pasupulati, Anil Kumar, Pallu, Reddanna, Singh, Surya Satyanarayana &amp; Gudipalli, Padmaja" docDate="2016" docId="03ABE15AFF83FFC96346AF4674E8FD01" docLanguage="en" docName="Phytochemistry.126.11-22.pdf" docOrigin="Phytochemistry 126" docSource="http://dx.doi.org/10.1016/j.phytochem.2016.03.002" docStyle="DocumentStyle:9E596C34F4E94307D29315B03ACE1007.6:Phytochemistry.2014-2019.journal_article" docStyleId="9E596C34F4E94307D29315B03ACE1007" docStyleName="Phytochemistry.2014-2019.journal_article" docStyleVersion="6" docTitle="Givotia rottleriformis" docType="treatment" docVersion="2" lastPageNumber="13" masterDocId="FF929922FF82FFCB6063A8657776FF89" masterDocTitle="Benzoylsalicylic acid isolated from seed coats of Givotia rottleriformis induces systemic acquired resistance in tobacco and Arabidopsis" masterLastPageNumber="22" masterPageNumber="11" pageNumber="12" updateTime="1705612030985" updateUser="ExternalLinkService">
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<mods:title id="6E84BACCE82836D46FE18466EDA448F7">Benzoylsalicylic acid isolated from seed coats of Givotia rottleriformis induces systemic acquired resistance in tobacco and Arabidopsis</mods:title>
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<mods:namePart id="CF074DFCF3700AE100041D7FB668EB3A">Kamatham, Samuel</mods:namePart>
<mods:affiliation id="07BD59A729BD3C0AB74B34D9A097140A">Department of Plant Sciences, School of Life Sciences, University of Hyderabad, Gachibowli, Hyderabad 500 046, Telangana, India &amp; Department of Biochemistry, School of Life Sciences, University of Hyderabad, Gachibowli, Hyderabad 500 046, Telangana, India</mods:affiliation>
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<mods:namePart id="9E1C4129A68F6F70B2D11E4698291FDD">Neela, Kishore Babu</mods:namePart>
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<mods:namePart id="719BF565F1F5CF5356E01D2B9CBE7A1A">Pasupulati, Anil Kumar</mods:namePart>
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<mods:namePart id="618A55099C00DB6597211BC3C6F1E87D">Pallu, Reddanna</mods:namePart>
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<mods:namePart id="B9792FF68B8AA09C7A64162FE447FE65">Singh, Surya Satyanarayana</mods:namePart>
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<treatment id="03ABE15AFF83FFC96346AF4674E8FD01" ID-DOI="http://doi.org/10.5281/zenodo.10530380" ID-Zenodo-Dep="10530380" LSID="urn:lsid:plazi:treatment:03ABE15AFF83FFC96346AF4674E8FD01" httpUri="http://treatment.plazi.org/id/03ABE15AFF83FFC96346AF4674E8FD01" lastPageId="2" lastPageNumber="13" pageId="1" pageNumber="12">
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<paragraph id="8BBD504CFF83FFCA6346AF4674D2F8DA" blockId="1.[805,1384,1827,1875]" pageId="1" pageNumber="12">
<emphasis id="B9768C5EFF83FFCA6346AF46721EF8BE" box="[805,1384,1827,1847]" italics="true" pageId="1" pageNumber="12">
2.1. Identification of benzoylsalicylic acid in seed coats of
<taxonomicName id="4C022BCFFF83FFCA6537AF4674D2F8DA" ID-CoL="6KHDL" authority="Griff." class="Magnoliopsida" family="Euphorbiaceae" genus="Givotia" kingdom="Plantae" order="Malpighiales" pageId="1" pageNumber="12" phylum="Tracheophyta" rank="species" species="rottleriformis">
G.
<heading id="D0F5E720FF83FFCA6346AF5A74D2F8DA" box="[805,932,1855,1875]" fontSize="8" level="3" pageId="1" pageNumber="12" reason="8">
<emphasis id="B9768C5EFF83FFCA6346AF5A74D2F8DA" box="[805,932,1855,1875]" italics="true" pageId="1" pageNumber="12">rottleriformis</emphasis>
</heading>
</taxonomicName>
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</paragraph>
</subSubSection>
<subSubSection id="C31803C7FF83FFC96327AF1D74E8FD01" lastPageId="2" lastPageNumber="13" pageId="1" pageNumber="12" type="description">
<paragraph id="8BBD504CFF83FFC96327AF1D76C1FDD9" blockId="1.[805,1474,1912,2015]" lastBlockId="2.[113,783,182,955]" lastPageId="2" lastPageNumber="13" pageId="1" pageNumber="12">
We extracted the total seed coat compounds in methanol (MeOH) and the methanolic crude seed coat extract was fractionated by open silica column chromatography (see Experimental procedure, Section 4.3.1) and the eluted fractions (17) were tested for their SAR inducing bioactivities against TMV in tobacco (Supplementary
<tableCitation id="C68065F7FF80FFC9608EA8B77632FF6C" box="[237,324,210,229]" captionStart="Table 2" captionStartId="6.[114,158,183,197]" captionTargetPageId="6" captionText="Table 2 TMV-induced lesion number and diameter in systemic leaves of tobacco after 24 h and 72 h of treatment with SA,ASA and BzSA.Treatments were given on local leaves of tobacco plants and the lesion number and diameter were determined on systemic leaves after 72 h of TMV inoculation. Tobacco leaves inoculated with TMV served as infection control. Values are means ± SD of three experiments. Each experiment consisted of 3 replicates per treatment, and the experiments were repeated thrice. Means followed by the same letter in a column are not significantly different (p &lt;0.05) by NewmanKeuls multiple comparisons test." httpUri="http://table.plazi.org/id/DF7D00C4FF84FFCD6011A8D274C3FEA8" pageId="2" pageNumber="13" tableUuid="DF7D00C4FF84FFCD6011A8D274C3FEA8">Table S2</tableCitation>
). Among all the fractions, a fraction number 3 was effective in reducing the development of TMV-induced lesion number and diameter. This active fraction showed a group of peaks with different retention times (RT) when resolved by RP-HPLC (
<figureCitation id="13394CC9FF80FFC960BBA927766AFEDC" box="[216,284,322,341]" captionStart="Fig" captionStartId="2.[113,139,1953,1967]" captionTargetBox="[182,1431,993,1923]" captionTargetId="figure-596@2.[181,1432,992,1924]" captionTargetPageId="2" captionText="Fig. 1. (a and b). RP-HPLC chromatogram of active fraction-3 showing salicylic acid precursors and BzSA. (a) Preparative HPLC chromatogram showing benzoic acid (RT at 14.5 min), salicylic acid (RT at 15.3 min), benzaldehyde (RT at 19.4 min), cinnamic acid (RT at 22.5 min) and benzoylsalicylic acid (RT at 22.8 min). (b) Analytical HPLC chromatogram of purified BzSA. The single peak eluted at RT 17.6 min is purified BzSA." figureDoi="http://doi.org/10.5281/zenodo.10484906" httpUri="https://zenodo.org/record/10484906/files/figure.png" pageId="2" pageNumber="13">Fig. 1a</figureCitation>
). The major compound of the peak from fraction 3 that eluted at RT 22.8 min (
<figureCitation id="13394CC9FF80FFC961C6A93B769FFEF8" box="[421,489,350,369]" captionStart="Fig" captionStartId="2.[113,139,1953,1967]" captionTargetBox="[182,1431,993,1923]" captionTargetId="figure-596@2.[181,1432,992,1924]" captionTargetPageId="2" captionText="Fig. 1. (a and b). RP-HPLC chromatogram of active fraction-3 showing salicylic acid precursors and BzSA. (a) Preparative HPLC chromatogram showing benzoic acid (RT at 14.5 min), salicylic acid (RT at 15.3 min), benzaldehyde (RT at 19.4 min), cinnamic acid (RT at 22.5 min) and benzoylsalicylic acid (RT at 22.8 min). (b) Analytical HPLC chromatogram of purified BzSA. The single peak eluted at RT 17.6 min is purified BzSA." figureDoi="http://doi.org/10.5281/zenodo.10484906" httpUri="https://zenodo.org/record/10484906/files/figure.png" pageId="2" pageNumber="13">Fig. 1a</figureCitation>
) was purified and tested for its purity by analytical HPLC with RT at 17.6 min (
<figureCitation id="13394CC9FF80FFC96203A91C75D4FE05" box="[608,674,377,397]" captionStart="Fig" captionStartId="2.[113,139,1953,1967]" captionTargetBox="[182,1431,993,1923]" captionTargetId="figure-596@2.[181,1432,992,1924]" captionTargetPageId="2" captionText="Fig. 1. (a and b). RP-HPLC chromatogram of active fraction-3 showing salicylic acid precursors and BzSA. (a) Preparative HPLC chromatogram showing benzoic acid (RT at 14.5 min), salicylic acid (RT at 15.3 min), benzaldehyde (RT at 19.4 min), cinnamic acid (RT at 22.5 min) and benzoylsalicylic acid (RT at 22.8 min). (b) Analytical HPLC chromatogram of purified BzSA. The single peak eluted at RT 17.6 min is purified BzSA." figureDoi="http://doi.org/10.5281/zenodo.10484906" httpUri="https://zenodo.org/record/10484906/files/figure.png" pageId="2" pageNumber="13">Fig. 1b</figureCitation>
). The purified compound was found to be active against TMV and was characterized as benzoylsalicylic acid (CCDC with accession number 90056) using single crystal X-ray diffraction analysis (Supplementary
<figureCitation id="13394CC9FF80FFC960C0A98C764EFE75" box="[163,312,489,508]" captionStart="Fig" captionStartId="3.[153,179,938,952]" captionTargetBox="[367,1188,181,909]" captionTargetId="figure-695@3.[367,1188,181,909]" captionTargetPageId="3" captionText="Fig. 2. (ad) Chemical structures of (a) Salicylic acid. (b) Acetylsalicylic acid. (c) Benzoylsalicylic acid. (d) Proposed scheme of BzSA biosynthesis in plants." figureDoi="http://doi.org/10.5281/zenodo.10484908" httpUri="https://zenodo.org/record/10484908/files/figure.png" pageId="2" pageNumber="13">Fig. S2a and b</figureCitation>
). Further structural analysis of purified BzSA was carried out using IR and
<collectionCode id="ED13C889FF80FFC961D2AA607695FD91" box="[433,483,517,536]" country="Netherlands" httpUri="http://grbio.org/cool/jyde-k516" name="Natuurhistorisch Museum" pageId="2" pageNumber="13">NMR</collectionCode>
(Supplementary
<figureCitation id="13394CC9FF80FFC962F9AA607474FD91" box="[666,770,517,536]" captionStart="Fig" captionStartId="4.[113,139,1468,1482]" captionTargetBox="[311,1296,182,1436]" captionTargetId="figure-255@4.[310,1306,181,1438]" captionTargetPageId="4" captionText="Fig. 3. (af) RT-qPCR analysis of NPR1 and PR genes in local, systemic and TMV-inoculated systemic leaves of tobacco after different treatments. (a) NPR1 transcript levels in SA, ASA and BzSA treated local leaves. (b) NPR1 transcript levels in systemic leaves. (c) NPR1 transcript levels in systemic leaves after TMV inoculation (d) PR1a transcript levels in local leaves that were treated with SA, ASA and BzSA. (e) PR1a transcript levels in systemic leaves. (f) PR1a transcript levels in systemic leaves after TMV inoculation. (g) PR1b transcript levels in local leaves. (h) PR1b transcript levels in systemic leaves. (i) PR1b transcript levels in systemic leaves after TMV inoculation. Tobacco plants sprayed with water (mock) or 0.1% dimethylsulphoxide (DMSO) or abraded with carborandum (CARB) served as controls. Plants inoculated with TMV served as infection controls (TMV). Treated leaves were local and distal leaves that did not receive any treatment were systemic.Data are expressed as means ± SD of 3 independent experiments. The expression of the genes was normalized with constitutively expressed EF1a elongation factor. The bars with the same letter are not significantly different (p &lt;0.05) by NewmanKeuls multiple comparison test." figureDoi="http://doi.org/10.5281/zenodo.10484910" httpUri="https://zenodo.org/record/10484910/files/figure.png" pageId="2" pageNumber="13">Fig. S3ac</figureCitation>
). The mass of the purified BzSA was determined by GCMS/MS as 242 Da (Supplementary
<figureCitation id="13394CC9FF80FFC96104AA5876DFFDD9" box="[359,425,573,592]" captionStart="Fig" captionStartId="5.[87,113,719,733]" captionTargetBox="[182,1386,182,689]" captionTargetId="figure-697@5.[178,1387,181,690]" captionTargetPageId="5" captionText="Fig. 4. (ac) Expression of PR and other defense genes in local and systemic leaves of tobacco after different treatments. (a) Dose dependent expression of PR1a in systemic leaves. (b) Time dependent expression of PR1a in systemic leaves. (c) Expression of defense marker genes in systemic leaves of tobacco plants. Tobacco plants sprayed with water (mock) or 0.1% dimethylsulphoxide (DMSO) or abraded with carborandum (CARB) served as controls. Treated leaves were local and the distal leaves that did not receive any treatment were systemic. Data represents Mean ± SD of 3 independent experiments using graph-pad prism software. EF1a was used as a loading control. The bars with the same letter are not significantly different (p &lt;0.05) by NewmanKeuls multiple comparisons test. The 18S rRNA was used as an internal loading control." figureDoi="http://doi.org/10.5281/zenodo.10484912" httpUri="https://zenodo.org/record/10484912/files/figure.png" pageId="2" pageNumber="13">Fig. S4</figureCitation>
).
</paragraph>
<paragraph id="8BBD504CFF80FFC960F2AA3C7535FC32" blockId="2.[113,783,182,955]" pageId="2" pageNumber="13">
Although the seed coats of
<taxonomicName id="4C022BCFFF80FFC961D6AA3D768CFDE5" box="[437,506,600,620]" class="Magnoliopsida" family="Euphorbiaceae" genus="Givotia" kingdom="Plantae" order="Malpighiales" pageId="2" pageNumber="13" phylum="Tracheophyta" rank="genus">
<emphasis id="B9768C5EFF80FFC961D6AA3D768CFDE5" box="[437,506,600,620]" italics="true" pageId="2" pageNumber="13">Givotia</emphasis>
</taxonomicName>
are a rich source of BzSA (
<quantity id="4CFAFDA9FF80FFC9601BAA1177CBFD01" box="[120,189,628,648]" metricMagnitude="-7" metricUnit="kg" metricValue="5.0" pageId="2" pageNumber="13" unit="mg" value="0.5">0.5 mg</quantity>
/gm DW), the other parts like leaves (
<quantity id="4CFAFDA9FF80FFC96223AA1075F3FD01" box="[576,645,629,648]" metricMagnitude="-7" metricUnit="kg" metricValue="1.0" pageId="2" pageNumber="13" unit="mg" value="0.1">0.1 mg</quantity>
/gm DW) and bark (
<quantity id="4CFAFDA9FF80FFC960C9AAF5778AFD2D" box="[170,252,656,676]" metricMagnitude="-7" metricUnit="kg" metricValue="1.5" pageId="2" pageNumber="13" unit="mg" value="0.15">0.15 mg</quantity>
/gm DW) also contained this compound (Supplementary
<figureCitation id="13394CC9FF80FFC960C2AAC97647FD36" box="[161,305,684,703]" captionStart="Fig" captionStartId="6.[113,139,1869,1883]" captionTargetBox="[417,1200,555,1839]" captionTargetId="figure-242@6.[416,1201,554,1840]" captionTargetPageId="6" captionText="Fig. 5. (ad) Effect of BzSA on TMV-induced lesions in local and systemic tobacco leaves. (a) TMV controls showing lesions in local and systemic tobacco leaves. (b) TMV lesions in local (72 h SA treatment) and systemic leaves (24 h and 72 h SA treatment). (c) TMV lesions in local (72 h ASA treatment) and systemic leaves (24 h and 72 h ASA treatment). (d) TMV lesions in local (72 h BzSA treatment) and systemic leaves (24 and 72 h BzSA treatment). Treated leaves were local and the distal leaves that did not receive any treatment were systemic. Carborandum (CARB) treated leaves served as ontrols. Plants inoculated with TMV served as TMV infection controls." figureDoi="http://doi.org/10.5281/zenodo.10484914" httpUri="https://zenodo.org/record/10484914/files/figure.png" pageId="2" pageNumber="13">Fig. S5a and b</figureCitation>
). The higher accumulation of BzSA, a phenolic compound, in seed coats of
<taxonomicName id="4C022BCFFF80FFC961FEAAA2754CFD52" box="[413,570,711,731]" class="Magnoliopsida" family="Euphorbiaceae" genus="Givotia" kingdom="Plantae" order="Malpighiales" pageId="2" pageNumber="13" phylum="Tracheophyta" rank="species" species="rottleriformis">
<emphasis id="B9768C5EFF80FFC961FEAAA2754CFD52" box="[413,570,711,731]" italics="true" pageId="2" pageNumber="13">G. rottleriformis</emphasis>
</taxonomicName>
could be due to its importance in seed germination, seedling growth and interaction with soil microbes. It is well known from the literature that phenolics function as signals in plantmicrobe interactions (
<bibRefCitation id="EF932DBDFF80FFC962ABAB7977D2FCC2" author="Raskin, I." pageId="2" pageNumber="13" pagination="439 - 463" refId="ref12779" refString="Raskin, I., 1992. Role of salicylic acid in plants. Annu. Rev. Plant Physiol. Plant Mol. Biol. 43, 439 - 463." type="journal article" year="1992">Raskin, 1992</bibRefCitation>
). Emerging evidence implicates the role of
<collectionCode id="ED13C889FF80FFC9623FAB5D7500FCC2" box="[604,630,824,843]" country="France" name="Museum national d'Histoire Naturelle, Laboratiore de Paleontologie" pageId="2" pageNumber="13">SA</collectionCode>
in seed germination, flowering, thermogenesis, plant growth and development, and tolerance to abiotic stresses such as drought, chilling, heavy metal toxicity, heat and osmotic stress in plants (
<bibRefCitation id="EF932DBDFF80FFC962F0ABEE77D1FC33" author="Khan, M. I. &amp; Fatma, M. &amp; Per, T. S. &amp; Anjum, N. A. &amp; Khan, N. A." pageId="2" pageNumber="13" pagination="462" refId="ref11713" refString="Khan, M. I., Fatma, M., Per, T. S., Anjum, N. A., Khan, N. A., 2015. Salicylic acid-induced abiotic stress tolerance and underlying mechanisms in plants. Front. Plant Sci. 6, 462." type="journal article" year="2015">Khan et al., 2015</bibRefCitation>
;
<bibRefCitation id="EF932DBDFF80FFC960D0ABC27540FC32" author="Rivas-San Vicente, M. &amp; Plasencia, J." box="[179,566,935,955]" pageId="2" pageNumber="13" pagination="3321 - 3338" refId="ref12892" refString="Rivas-San Vicente, M., Plasencia, J., 2011. Salicylic acid beyond defence: its role in plant growth and development. J. Exp. Bot. 62, 3321 - 3338." type="journal article" year="2011">Rivas-San Vicente and Plasencia, 2011</bibRefCitation>
).
</paragraph>
<paragraph id="8BBD504CFF80FFC9633DA8D374E8FD01" blockId="2.[831,1501,182,648]" pageId="2" pageNumber="13">
The chemical structure of BzSA along with
<collectionCode id="ED13C889FF80FFC96550A8D3723BFF40" box="[1331,1357,182,201]" country="France" name="Museum national d'Histoire Naturelle, Laboratiore de Paleontologie" pageId="2" pageNumber="13">SA</collectionCode>
and ASA are depicted in
<figureCitation id="13394CC9FF80FFC963D5A8B77366FF6F" box="[950,1040,210,230]" captionStart="Fig" captionStartId="3.[153,179,938,952]" captionTargetBox="[367,1188,181,909]" captionTargetId="figure-695@3.[367,1188,181,909]" captionTargetPageId="3" captionText="Fig. 2. (ad) Chemical structures of (a) Salicylic acid. (b) Acetylsalicylic acid. (c) Benzoylsalicylic acid. (d) Proposed scheme of BzSA biosynthesis in plants." figureDoi="http://doi.org/10.5281/zenodo.10484908" httpUri="https://zenodo.org/record/10484908/files/figure.png" pageId="2" pageNumber="13">Fig. 2ac</figureCitation>
. The possibility of BzSA biosynthesis depends on the availability of free
<collectionCode id="ED13C889FF80FFC96425A88B7316FE88" box="[1094,1120,238,257]" country="France" name="Museum national d'Histoire Naturelle, Laboratiore de Paleontologie" pageId="2" pageNumber="13">SA</collectionCode>
and benzoyl-CoA (
<figureCitation id="13394CC9FF80FFC96541A88B7211FE88" box="[1314,1383,238,257]" captionStart="Fig" captionStartId="3.[153,179,938,952]" captionTargetBox="[367,1188,181,909]" captionTargetId="figure-695@3.[367,1188,181,909]" captionTargetPageId="3" captionText="Fig. 2. (ad) Chemical structures of (a) Salicylic acid. (b) Acetylsalicylic acid. (c) Benzoylsalicylic acid. (d) Proposed scheme of BzSA biosynthesis in plants." figureDoi="http://doi.org/10.5281/zenodo.10484908" httpUri="https://zenodo.org/record/10484908/files/figure.png" pageId="2" pageNumber="13">Fig. 2d</figureCitation>
). Literature suggests that
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and benzoyl-CoA are present in plants and the biosynthesis of
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in plants takes place
<emphasis id="B9768C5EFF80FFC964AAA9407390FEB0" box="[1225,1254,293,313]" italics="true" pageId="2" pageNumber="13">via</emphasis>
CoA-dependent or independent way, and during this process benzoyl-CoA is formed as intermediate by the oxidation of cinnamic acid (
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) to benzoic acid (
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) (
<bibRefCitation id="EF932DBDFF80FFC96318A91C7338FE04" author="Ribnicky, D. M. &amp; Shulaev, V. V. &amp; Raskin, I. I." box="[891,1102,377,397]" pageId="2" pageNumber="13" pagination="565 - 572" refId="ref12852" refString="Ribnicky, D. M., Shulaev, V. V., Raskin, I. I., 1998. Intermediates of salicylic acid biosynthesis in tobacco. Plant Physiol. 118, 565 - 572." type="journal article" year="1998">Ribnicky et al., 1998</bibRefCitation>
). Previously, it has been reported that the majority of the endogenously synthesized
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are rapidly converted and stored as biologically inactive derivatives
<emphasis id="B9768C5EFF80FFC96530A9D57206FE4D" box="[1363,1392,432,452]" italics="true" pageId="2" pageNumber="13">via</emphasis>
glucosylation and methylation since accumulation of
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has adverse physiological consequences (
<bibRefCitation id="EF932DBDFF80FFC9640CA98C7221FE75" author="Dempsey, D. A. &amp; Vlot, A. C. &amp; Wildermuth, M. C. &amp; Klessig, D. F." box="[1135,1367,489,508]" pageId="2" pageNumber="13" refId="ref11022" refString="Dempsey, D. A., Vlot, A. C., Wildermuth, M. C., Klessig, D. F., 2011. Salicylic acid biosynthesis and metabolism. Arabidopsis Book 9." type="journal volume" year="2011">Dempsey et al., 2011</bibRefCitation>
;
<bibRefCitation id="EF932DBDFF80FFC96504A98C7403FD91" author="Park, S. W. &amp; Kaimoyo, E. &amp; Kumar, D. &amp; Mosher, S. &amp; Klessig, D. F." pageId="2" pageNumber="13" pagination="113 - 116" refId="ref12537" refString="Park, S. W., Kaimoyo, E., Kumar, D., Mosher, S., Klessig, D. F., 2007. Methyl salicylate is a critical mobile signal for plant systemic acquired resistance. Science 318, 113 - 116." type="journal article" year="2007">Park et al., 2007</bibRefCitation>
;
<bibRefCitation id="EF932DBDFF80FFC9631CAA60736AFD91" author="Vlot, A. C. &amp; Dempsey, D. A. &amp; Klessig, D. F." box="[895,1052,517,536]" pageId="2" pageNumber="13" pagination="177 - 206" refId="ref13830" refString="Vlot, A. C., Dempsey, D. A., Klessig, D. F., 2009. Salicylic acid, a multifaceted hormone to combat disease. Annu. Rev. Phytopathol. 47, 177 - 206." type="journal article" year="2009">Vlot et al., 2009</bibRefCitation>
). Recent studies have shown 2,3-dihydroxybenzoic acid (2,3 DHBA) as a hydroxy derivative of
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(
<bibRefCitation id="EF932DBDFF80FFC96507AA447407FDD9" author="Zhang, K. &amp; Halitschke, R. &amp; Yin, C. &amp; Liu, C. J. &amp; Gan, S. S." pageId="2" pageNumber="13" pagination="14807 - 14812" refId="ref14448" refString="Zhang, K., Halitschke, R., Yin, C., Liu, C. J., Gan, S. S., 2013. Salicylic acid 3 - hydroxylase regulates Arabidopsis leaf longevity by mediating salicylic acid catabolism. Proc. Natl. Acad. Sci. U. S. A. 110, 14807 - 14812." type="journal article" year="2013">Zhang et al., 2013</bibRefCitation>
). However, the benzoylation of
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has not been reported so far. In this study, we report benzoylation of
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for the first time in plants.
</paragraph>
</subSubSection>
</treatment>
</document>