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Prenyltransferases from the flavedo of Citrus sinensis

Identifieur interne : 000253 ( Istex/Corpus ); précédent : 000252; suivant : 000254

Prenyltransferases from the flavedo of Citrus sinensis

Auteurs : Milton De La Fuente ; Luz M. Pérez ; Uta Hashagen ; Liliana Chayet ; Cecilia Rojas ; Gloria Portilla ; Osvaldo Cori

Source :

RBID : ISTEX:FC8C6D8B6AFB95315A87D1239907DDB8E4DA44D2

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

ISTEX:FC8C6D8B6AFB95315A87D1239907DDB8E4DA44D2

Le document en format XML

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<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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<term>(2E,6E)-FPP, (2E,6E)-farnesyl pyrophospate (C15)</term>
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<term>(2Z,6E)-FPP, (2Z,6E)-farnesyl pyrophospate (C15)</term>
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<ce:given-name>Milton</ce:given-name>
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<ce:given-name>Uta</ce:given-name>
<ce:surname>Hashagen</ce:surname>
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<ce:given-name>Liliana</ce:given-name>
<ce:surname>Chayet</ce:surname>
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<ce:surname>Rojas</ce:surname>
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<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>
</converted-article>
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<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>
</name>
<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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<internetMediaType>text/html</internetMediaType>
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<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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<recordContentSource>ELSEVIER</recordContentSource>
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<classCode scheme="WOS">BIOCHEMISTRY & MOLECULAR BIOLOGY</classCode>
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