Prenyltransferases from the flavedo of Citrus sinensis
Identifieur interne : 000253 ( Istex/Corpus ); précédent : 000252; suivant : 000254Prenyltransferases from the flavedo of Citrus sinensis
Auteurs : Milton De La Fuente ; Luz M. Pérez ; Uta Hashagen ; Liliana Chayet ; Cecilia Rojas ; Gloria Portilla ; Osvaldo CoriSource :
- Phytochemistry [ 0031-9422 ] ; 1981.
Abstract
A prenyltransferase activity (EC 2.5.1.1) has been partially purified from the flavedo of Citrus sinensis with 30–40-fold purification and 35–60 % yield. The enzyme catalyses the condensation of IPP with DMAPP or GPP. The products are neryl and geranyl pyrophosphate as well as (2E,6E)- and (2Z,6E)-farnesyl pyrophosphate. The two C15-products are predominant. The E- and Z-synthetase activities are partially dissociated during the purification procedure, as well as by heat or ageing. Preparations devoid of Z-synthetase were obtained. Mg2 + is required for full activity. Mn2 + or Co2 + can replace Mg2 +. The ratio of E/Z-products formed is different for each cation. Mg2 + complexes of allylic substrates or of products protect the enzyme against heat-inactivation and against inactivation by DTNB. The results are interpreted in terms of two or more prenyltransferases stereoselective for the synthesis of E- and Z-products.
Url:
DOI: 10.1016/S0031-9422(00)98529-7
Links to Exploration step
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<front><div type="abstract" xml:lang="en">A prenyltransferase activity (EC 2.5.1.1) has been partially purified from the flavedo of Citrus sinensis with 30–40-fold purification and 35–60 % yield. The enzyme catalyses the condensation of IPP with DMAPP or GPP. The products are neryl and geranyl pyrophosphate as well as (2E,6E)- and (2Z,6E)-farnesyl pyrophosphate. The two C15-products are predominant. The E- and Z-synthetase activities are partially dissociated during the purification procedure, as well as by heat or ageing. Preparations devoid of Z-synthetase were obtained. Mg2 + is required for full activity. Mn2 + or Co2 + can replace Mg2 +. The ratio of E/Z-products formed is different for each cation. Mg2 + complexes of allylic substrates or of products protect the enzyme against heat-inactivation and against inactivation by DTNB. The results are interpreted in terms of two or more prenyltransferases stereoselective for the synthesis of E- and Z-products.</div>
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<value>DTT, dithiothreithol</value>
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<abstract xml:lang="en"><p>A prenyltransferase activity (EC 2.5.1.1) has been partially purified from the flavedo of Citrus sinensis with 30–40-fold purification and 35–60 % yield. The enzyme catalyses the condensation of IPP with DMAPP or GPP. The products are neryl and geranyl pyrophosphate as well as (2E,6E)- and (2Z,6E)-farnesyl pyrophosphate. The two C15-products are predominant. The E- and Z-synthetase activities are partially dissociated during the purification procedure, as well as by heat or ageing. Preparations devoid of Z-synthetase were obtained. Mg2 + is required for full activity. Mn2 + or Co2 + can replace Mg2 +. The ratio of E/Z-products formed is different for each cation. Mg2 + complexes of allylic substrates or of products protect the enzyme against heat-inactivation and against inactivation by DTNB. The results are interpreted in terms of two or more prenyltransferases stereoselective for the synthesis of E- and Z-products.</p>
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<textClass><keywords scheme="keyword"><list><head>Keywords</head>
<item><term>Citrus sinensis</term>
</item>
<item><term>Rutaceae</term>
</item>
<item><term>prenyltransferases</term>
</item>
<item><term>neryl pyrophosphate</term>
</item>
<item><term>geranyl pyrophosphate</term>
</item>
<item><term>farnesol</term>
</item>
<item><term>stereospecificity.</term>
</item>
</list>
</keywords>
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<textClass><keywords scheme="keyword"><list><head>Abbreviations</head>
<item><term>IPP, isopentenyl pyrophosphate (C5)</term>
</item>
<item><term>DMAPP, 3,3′-dimethyl pyrophospate (C5)</term>
</item>
<item><term>GPP, geranyl pyrophospate (C10E)</term>
</item>
<item><term>NPP, neryl pyrophospate (C10Z)</term>
</item>
<item><term>(2E,6E)-FPP, (2E,6E)-farnesyl pyrophospate (C15)</term>
</item>
<item><term>(2Z,6E)-FPP, (2Z,6E)-farnesyl pyrophospate (C15)</term>
</item>
<item><term>DTT, dithiothreithol</term>
</item>
<item><term>PCMB</term>
</item>
<item><term>para-chloromercuribenzoate</term>
</item>
<item><term>DTNB, 5,5′-dithiobis(nitrobenzoic acid):</term>
</item>
</list>
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<head><ce:title>Prenyltransferases from the flavedo of <ce:italic>Citrus sinensis</ce:italic>
</ce:title>
<ce:author-group><ce:author><ce:given-name>Milton</ce:given-name>
<ce:surname>De la Fuente</ce:surname>
<ce:cross-ref refid="AFF1"><ce:sup>a</ce:sup>
</ce:cross-ref>
</ce:author>
<ce:author><ce:given-name>Luz M.</ce:given-name>
<ce:surname>Pérez</ce:surname>
</ce:author>
<ce:author><ce:given-name>Uta</ce:given-name>
<ce:surname>Hashagen</ce:surname>
</ce:author>
<ce:author><ce:given-name>Liliana</ce:given-name>
<ce:surname>Chayet</ce:surname>
</ce:author>
<ce:author><ce:given-name>Cecilia</ce:given-name>
<ce:surname>Rojas</ce:surname>
</ce:author>
<ce:author><ce:given-name>Gloria</ce:given-name>
<ce:surname>Portilla</ce:surname>
<ce:cross-ref refid="AFF2"><ce:sup>b</ce:sup>
</ce:cross-ref>
</ce:author>
<ce:author><ce:given-name>Osvaldo</ce:given-name>
<ce:surname>Cori</ce:surname>
</ce:author>
<ce:affiliation><ce:textfn>Laboratorio de Bioquímica General, Facultad de Ciencias Químicas y Farmacológicas, Universidad de Chile, Casilla 233, Santiago 1, Chile</ce:textfn>
</ce:affiliation>
<ce:affiliation id="AFF1"><ce:label>a</ce:label>
<ce:textfn>Dep. de Fisiología y Biofísica, Facultad de Medicina, Universidad de Chile, Casilla 233, Santiago 1, Chile</ce:textfn>
</ce:affiliation>
<ce:affiliation id="AFF2"><ce:label>b</ce:label>
<ce:textfn>Departmento de Química, Facultad de Ciencias, Universidad de Chile, Casilla 233, Santiago 1, Chile</ce:textfn>
</ce:affiliation>
</ce:author-group>
<ce:date-revised day="26" month="9" year="1980"></ce:date-revised>
<ce:abstract><ce:section-title>Abstract</ce:section-title>
<ce:abstract-sec><ce:simple-para>A prenyltransferase activity (EC 2.5.1.1) has been partially purified from the flavedo of <ce:italic>Citrus sinensis</ce:italic>
with 30–40-fold purification and 35–60 % yield. The enzyme catalyses the condensation of IPP with DMAPP or GPP. The products are neryl and geranyl pyrophosphate as well as (2<ce:italic>E</ce:italic>
,6<ce:italic>E</ce:italic>
)- and (2<ce:italic>Z</ce:italic>
,6<ce:italic>E</ce:italic>
)-farnesyl pyrophosphate. The two C<ce:inf>15</ce:inf>
-products are predominant. The <ce:italic>E</ce:italic>
- and <ce:italic>Z</ce:italic>
-synthetase activities are partially dissociated during the purification procedure, as well as by heat or ageing. Preparations devoid of <ce:italic>Z</ce:italic>
-synthetase were obtained. Mg<ce:sup>2 +</ce:sup>
is required for full activity. Mn<ce:sup>2 +</ce:sup>
or Co<ce:sup>2 +</ce:sup>
can replace Mg<ce:sup>2 +</ce:sup>
. The ratio of <ce:italic>E/Z</ce:italic>
-products formed is different for each cation. Mg<ce:sup>2 +</ce:sup>
complexes of allylic substrates or of products protect the enzyme against heat-inactivation and against inactivation by DTNB. The results are interpreted in terms of two or more prenyltransferases stereoselective for the synthesis of <ce:italic>E</ce:italic>
- and <ce:italic>Z</ce:italic>
-products.</ce:simple-para>
</ce:abstract-sec>
</ce:abstract>
<ce:keywords><ce:section-title>Keywords</ce:section-title>
<ce:keyword><ce:text><ce:italic>Citrus sinensis</ce:italic>
</ce:text>
</ce:keyword>
<ce:keyword><ce:text>Rutaceae</ce:text>
</ce:keyword>
<ce:keyword><ce:text>prenyltransferases</ce:text>
</ce:keyword>
<ce:keyword><ce:text>neryl pyrophosphate</ce:text>
</ce:keyword>
<ce:keyword><ce:text>geranyl pyrophosphate</ce:text>
</ce:keyword>
<ce:keyword><ce:text>farnesol</ce:text>
</ce:keyword>
<ce:keyword><ce:text>stereospecificity.</ce:text>
</ce:keyword>
</ce:keywords>
<ce:keywords class="abr"><ce:section-title>Abbreviations</ce:section-title>
<ce:keyword><ce:text>IPP, isopentenyl pyrophosphate (C<ce:inf>5</ce:inf>
)</ce:text>
</ce:keyword>
<ce:keyword><ce:text>DMAPP, 3,3′-dimethyl pyrophospate (C<ce:inf>5</ce:inf>
)</ce:text>
</ce:keyword>
<ce:keyword><ce:text>GPP, geranyl pyrophospate (C<ce:inf>10</ce:inf>
<ce:italic>E</ce:italic>
)</ce:text>
</ce:keyword>
<ce:keyword><ce:text>NPP, neryl pyrophospate (C<ce:inf>10</ce:inf>
<ce:italic>Z</ce:italic>
)</ce:text>
</ce:keyword>
<ce:keyword><ce:text>(2<ce:italic>E</ce:italic>
,6<ce:italic>E</ce:italic>
)-FPP, (2<ce:italic>E</ce:italic>
,6<ce:italic>E</ce:italic>
)-farnesyl pyrophospate (C<ce:inf>15</ce:inf>
)</ce:text>
</ce:keyword>
<ce:keyword><ce:text>(2<ce:italic>Z</ce:italic>
,6<ce:italic>E</ce:italic>
)-FPP, (2<ce:italic>Z</ce:italic>
,6<ce:italic>E</ce:italic>
)-farnesyl pyrophospate (C<ce:inf>15</ce:inf>
)</ce:text>
</ce:keyword>
<ce:keyword><ce:text>DTT, dithiothreithol</ce:text>
</ce:keyword>
<ce:keyword><ce:text>PCMB</ce:text>
</ce:keyword>
<ce:keyword><ce:text><ce:italic>para</ce:italic>
-chloromercuribenzoate</ce:text>
</ce:keyword>
<ce:keyword><ce:text>DTNB, 5,5′-dithiobis(nitrobenzoic acid):</ce:text>
</ce:keyword>
</ce:keywords>
</head>
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<mods version="3.6"><titleInfo><title>Prenyltransferases from the flavedo of Citrus sinensis</title>
</titleInfo>
<titleInfo type="alternative" contentType="CDATA"><title>Prenyltransferases from the flavedo of</title>
</titleInfo>
<name type="personal"><namePart type="given">Milton</namePart>
<namePart type="family">De la Fuente</namePart>
<affiliation>Dep. de Fisiología y Biofísica, Facultad de Medicina, Universidad de Chile, Casilla 233, Santiago 1, Chile</affiliation>
<role><roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal"><namePart type="given">Luz M.</namePart>
<namePart type="family">Pérez</namePart>
<role><roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal"><namePart type="given">Uta</namePart>
<namePart type="family">Hashagen</namePart>
<role><roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal"><namePart type="given">Liliana</namePart>
<namePart type="family">Chayet</namePart>
<role><roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal"><namePart type="given">Cecilia</namePart>
<namePart type="family">Rojas</namePart>
<role><roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal"><namePart type="given">Gloria</namePart>
<namePart type="family">Portilla</namePart>
<affiliation>Departmento de Química, Facultad de Ciencias, Universidad de Chile, Casilla 233, Santiago 1, Chile</affiliation>
<role><roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal"><namePart type="given">Osvaldo</namePart>
<namePart type="family">Cori</namePart>
<role><roleTerm type="text">author</roleTerm>
</role>
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<typeOfResource>text</typeOfResource>
<genre type="research-article" displayLabel="Full-length article"></genre>
<originInfo><publisher>ELSEVIER</publisher>
<dateIssued encoding="w3cdtf">1981</dateIssued>
<dateModified encoding="w3cdtf">1980-09-26</dateModified>
<copyrightDate encoding="w3cdtf">1981</copyrightDate>
</originInfo>
<language><languageTerm type="code" authority="iso639-2b">eng</languageTerm>
<languageTerm type="code" authority="rfc3066">en</languageTerm>
</language>
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</physicalDescription>
<abstract lang="en">A prenyltransferase activity (EC 2.5.1.1) has been partially purified from the flavedo of Citrus sinensis with 30–40-fold purification and 35–60 % yield. The enzyme catalyses the condensation of IPP with DMAPP or GPP. The products are neryl and geranyl pyrophosphate as well as (2E,6E)- and (2Z,6E)-farnesyl pyrophosphate. The two C15-products are predominant. The E- and Z-synthetase activities are partially dissociated during the purification procedure, as well as by heat or ageing. Preparations devoid of Z-synthetase were obtained. Mg2 + is required for full activity. Mn2 + or Co2 + can replace Mg2 +. The ratio of E/Z-products formed is different for each cation. Mg2 + complexes of allylic substrates or of products protect the enzyme against heat-inactivation and against inactivation by DTNB. The results are interpreted in terms of two or more prenyltransferases stereoselective for the synthesis of E- and Z-products.</abstract>
<subject><genre>Keywords</genre>
<topic>Citrus sinensis</topic>
<topic>Rutaceae</topic>
<topic>prenyltransferases</topic>
<topic>neryl pyrophosphate</topic>
<topic>geranyl pyrophosphate</topic>
<topic>farnesol</topic>
<topic>stereospecificity.</topic>
</subject>
<subject><genre>Abbreviations</genre>
<topic>IPP, isopentenyl pyrophosphate (C5)</topic>
<topic>DMAPP, 3,3′-dimethyl pyrophospate (C5)</topic>
<topic>GPP, geranyl pyrophospate (C10E)</topic>
<topic>NPP, neryl pyrophospate (C10Z)</topic>
<topic>(2E,6E)-FPP, (2E,6E)-farnesyl pyrophospate (C15)</topic>
<topic>(2Z,6E)-FPP, (2Z,6E)-farnesyl pyrophospate (C15)</topic>
<topic>DTT, dithiothreithol</topic>
<topic>PCMB</topic>
<topic>para-chloromercuribenzoate</topic>
<topic>DTNB, 5,5′-dithiobis(nitrobenzoic acid):</topic>
</subject>
<relatedItem type="host"><titleInfo><title>Phytochemistry</title>
</titleInfo>
<titleInfo type="abbreviated"><title>PHYTO</title>
</titleInfo>
<genre type="journal">journal</genre>
<originInfo><dateIssued encoding="w3cdtf">1981</dateIssued>
</originInfo>
<identifier type="ISSN">0031-9422</identifier>
<identifier type="PII">S0031-9422(00)X0405-0</identifier>
<part><date>1981</date>
<detail type="volume"><number>20</number>
<caption>vol.</caption>
</detail>
<detail type="issue"><number>7</number>
<caption>no.</caption>
</detail>
<extent unit="issue pages"><start>1471</start>
<end>1766</end>
</extent>
<extent unit="pages"><start>1551</start>
<end>1557</end>
</extent>
</part>
</relatedItem>
<identifier type="istex">FC8C6D8B6AFB95315A87D1239907DDB8E4DA44D2</identifier>
<identifier type="DOI">10.1016/S0031-9422(00)98529-7</identifier>
<identifier type="PII">S0031-9422(00)98529-7</identifier>
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