Nucleoside-modified AdoMet analogues for differential methyltransferase targeting.
Identifieur interne : 000017 ( Main/Exploration ); précédent : 000016; suivant : 000018Nucleoside-modified AdoMet analogues for differential methyltransferase targeting.
Auteurs : Nicolas V. Cornelissen [Allemagne] ; Freideriki Michailidou [Allemagne] ; Fabian Muttach [Allemagne] ; Kristina Rau [Allemagne] ; Andrea Rentmeister [Allemagne]Source :
- Chemical communications (Cambridge, England) [ 1364-548X ] ; 2020.
Descripteurs français
- KwdFr :
- MESH :
- analogues et dérivés : Adémétionine.
- composition chimique : Adémétionine, Nucléosides.
- métabolisme : Adémétionine, Methyltransferases, Nucléosides.
- Structure moléculaire.
English descriptors
- KwdEn :
- MESH :
- chemical , analogs & derivatives : S-Adenosylmethionine.
- chemical , chemistry : Nucleosides, S-Adenosylmethionine.
- chemical , metabolism : Methyltransferases, Nucleosides, S-Adenosylmethionine.
- Molecular Structure.
Abstract
Methyltransferases (MTases) modify a wide range of biomolecules using S-adenosyl-l-methionine (AdoMet) as the cosubstrate. Synthetic AdoMet analogues are powerful tools to site-specifically introduce a variety of functional groups and exhibit potential to be converted only by distinct MTases. Extending the size of the substituent at the sulfur/selenium atom provides selectivity among MTases but is insufficient to discriminate between promiscuous MTases. We present a panel of AdoMet analogues differing in the nucleoside moiety (NM-AdoMets). These NM-AdoMets were efficiently produced by a previously uncharacterized methionine adenosyltransferase (MAT) from methionine and ATP analogues, such as ITP and N6-propargyl-ATP. The N6-modification changed the relative activity of three representative MTases up to 13-fold resulting in discrimination of substrates for the methyl transfer and could also be combined with transfer of allyl and propargyl groups.
DOI: 10.1039/c9cc07807j
PubMed: 31970375
PubMed Central: PMC7030947
Affiliations:
Links toward previous steps (curation, corpus...)
Le document en format XML
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<term>Nucleosides (metabolism)</term>
<term>S-Adenosylmethionine (analogs & derivatives)</term>
<term>S-Adenosylmethionine (chemistry)</term>
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<term>Methyltransferases (métabolisme)</term>
<term>Nucléosides (composition chimique)</term>
<term>Nucléosides (métabolisme)</term>
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<front><div type="abstract" xml:lang="en">Methyltransferases (MTases) modify a wide range of biomolecules using S-adenosyl-l-methionine (AdoMet) as the cosubstrate. Synthetic AdoMet analogues are powerful tools to site-specifically introduce a variety of functional groups and exhibit potential to be converted only by distinct MTases. Extending the size of the substituent at the sulfur/selenium atom provides selectivity among MTases but is insufficient to discriminate between promiscuous MTases. We present a panel of AdoMet analogues differing in the nucleoside moiety (NM-AdoMets). These NM-AdoMets were efficiently produced by a previously uncharacterized methionine adenosyltransferase (MAT) from methionine and ATP analogues, such as ITP and N<sup>6</sup>
-propargyl-ATP. The N<sup>6</sup>
-modification changed the relative activity of three representative MTases up to 13-fold resulting in discrimination of substrates for the methyl transfer and could also be combined with transfer of allyl and propargyl groups.</div>
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<Abstract><AbstractText>Methyltransferases (MTases) modify a wide range of biomolecules using S-adenosyl-l-methionine (AdoMet) as the cosubstrate. Synthetic AdoMet analogues are powerful tools to site-specifically introduce a variety of functional groups and exhibit potential to be converted only by distinct MTases. Extending the size of the substituent at the sulfur/selenium atom provides selectivity among MTases but is insufficient to discriminate between promiscuous MTases. We present a panel of AdoMet analogues differing in the nucleoside moiety (NM-AdoMets). These NM-AdoMets were efficiently produced by a previously uncharacterized methionine adenosyltransferase (MAT) from methionine and ATP analogues, such as ITP and N<sup>6</sup>
-propargyl-ATP. The N<sup>6</sup>
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<affiliations><list><country><li>Allemagne</li>
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<region><li>District de Münster</li>
<li>Rhénanie-du-Nord-Westphalie</li>
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<name sortKey="Michailidou, Freideriki" sort="Michailidou, Freideriki" uniqKey="Michailidou F" first="Freideriki" last="Michailidou">Freideriki Michailidou</name>
<name sortKey="Muttach, Fabian" sort="Muttach, Fabian" uniqKey="Muttach F" first="Fabian" last="Muttach">Fabian Muttach</name>
<name sortKey="Rau, Kristina" sort="Rau, Kristina" uniqKey="Rau K" first="Kristina" last="Rau">Kristina Rau</name>
<name sortKey="Rentmeister, Andrea" sort="Rentmeister, Andrea" uniqKey="Rentmeister A" first="Andrea" last="Rentmeister">Andrea Rentmeister</name>
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