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Efficient conversion of N6-threonylcarbamoyladenosine (t6A) into a tRNA native hydantoin cyclic form (ct6A) performed at nucleoside and oligoribonucleotide levels.

Identifieur interne : 000E10 ( Main/Exploration ); précédent : 000E09; suivant : 000E11

Efficient conversion of N6-threonylcarbamoyladenosine (t6A) into a tRNA native hydantoin cyclic form (ct6A) performed at nucleoside and oligoribonucleotide levels.

Auteurs : Michal Matuszewski [Pologne] ; Katarzyna Debiec ; Elzbieta Sochacka

Source :

RBID : pubmed:28657616

Descripteurs français

English descriptors

Abstract

A t6A nucleoside was efficiently and stereospecifically transformed into a hydantoin cyclic form of N6-l-threonylcarbamoyladenosine (ct6A) by the use of polymer bounded carbodiimide (EDC-P) and HOBt. The procedure was successfully applied for a post-synthetic conversion of t6A-containing RNA 17-mers (of the sequences of anticodon stem and loop (ASL) fragments of S. pombe tRNAi and E. coli tRNALys) into the products bearing the ct6A unit.

DOI: 10.1039/c7cc03560h
PubMed: 28657616


Affiliations:


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Le document en format XML

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<title xml:lang="en">Efficient conversion of N
<sup>6</sup>
-threonylcarbamoyladenosine (t
<sup>6</sup>
A) into a tRNA native hydantoin cyclic form (ct
<sup>6</sup>
A) performed at nucleoside and oligoribonucleotide levels.</title>
<author>
<name sortKey="Matuszewski, Michal" sort="Matuszewski, Michal" uniqKey="Matuszewski M" first="Michal" last="Matuszewski">Michal Matuszewski</name>
<affiliation wicri:level="1">
<nlm:affiliation>Institute of Organic Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, Poland. elzbieta.sochacka@p.lodz.pl.</nlm:affiliation>
<country xml:lang="fr">Pologne</country>
<wicri:regionArea>Institute of Organic Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz</wicri:regionArea>
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<name sortKey="Debiec, Katarzyna" sort="Debiec, Katarzyna" uniqKey="Debiec K" first="Katarzyna" last="Debiec">Katarzyna Debiec</name>
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<name sortKey="Sochacka, Elzbieta" sort="Sochacka, Elzbieta" uniqKey="Sochacka E" first="Elzbieta" last="Sochacka">Elzbieta Sochacka</name>
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<title xml:lang="en">Efficient conversion of N
<sup>6</sup>
-threonylcarbamoyladenosine (t
<sup>6</sup>
A) into a tRNA native hydantoin cyclic form (ct
<sup>6</sup>
A) performed at nucleoside and oligoribonucleotide levels.</title>
<author>
<name sortKey="Matuszewski, Michal" sort="Matuszewski, Michal" uniqKey="Matuszewski M" first="Michal" last="Matuszewski">Michal Matuszewski</name>
<affiliation wicri:level="1">
<nlm:affiliation>Institute of Organic Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, Poland. elzbieta.sochacka@p.lodz.pl.</nlm:affiliation>
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<name sortKey="Debiec, Katarzyna" sort="Debiec, Katarzyna" uniqKey="Debiec K" first="Katarzyna" last="Debiec">Katarzyna Debiec</name>
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<author>
<name sortKey="Sochacka, Elzbieta" sort="Sochacka, Elzbieta" uniqKey="Sochacka E" first="Elzbieta" last="Sochacka">Elzbieta Sochacka</name>
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<title level="j">Chemical communications (Cambridge, England)</title>
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<term>Adenosine (analogs & derivatives)</term>
<term>Adenosine (chemistry)</term>
<term>Anticodon</term>
<term>Carbodiimides (chemistry)</term>
<term>Cyclization</term>
<term>Escherichia coli</term>
<term>Hydantoins (chemical synthesis)</term>
<term>Hydantoins (chemistry)</term>
<term>Hydrogen-Ion Concentration</term>
<term>Oligoribonucleotides (chemical synthesis)</term>
<term>Oligoribonucleotides (chemistry)</term>
<term>RNA Stability</term>
<term>RNA, Transfer, Lys (chemical synthesis)</term>
<term>RNA, Transfer, Lys (chemistry)</term>
<term>Schizosaccharomyces</term>
</keywords>
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<term>ARN de transfert de la lysine ()</term>
<term>ARN de transfert de la lysine (synthèse chimique)</term>
<term>Adénosine ()</term>
<term>Adénosine (analogues et dérivés)</term>
<term>Anticodon</term>
<term>Carbodiimides ()</term>
<term>Concentration en ions d'hydrogène</term>
<term>Cyclisation</term>
<term>Escherichia coli</term>
<term>Hydantoïnes ()</term>
<term>Hydantoïnes (synthèse chimique)</term>
<term>Oligoribonucléotides ()</term>
<term>Oligoribonucléotides (synthèse chimique)</term>
<term>Schizosaccharomyces</term>
<term>Stabilité de l'ARN</term>
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<term>Adenosine</term>
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<term>Hydantoins</term>
<term>Oligoribonucleotides</term>
<term>RNA, Transfer, Lys</term>
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<keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en">
<term>Adenosine</term>
<term>Carbodiimides</term>
<term>Hydantoins</term>
<term>Oligoribonucleotides</term>
<term>RNA, Transfer, Lys</term>
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<keywords scheme="MESH" type="chemical" xml:lang="en">
<term>Anticodon</term>
</keywords>
<keywords scheme="MESH" qualifier="analogues et dérivés" xml:lang="fr">
<term>Adénosine</term>
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<keywords scheme="MESH" qualifier="synthèse chimique" xml:lang="fr">
<term>ARN de transfert de la lysine</term>
<term>Hydantoïnes</term>
<term>Oligoribonucléotides</term>
</keywords>
<keywords scheme="MESH" xml:lang="en">
<term>Cyclization</term>
<term>Escherichia coli</term>
<term>Hydrogen-Ion Concentration</term>
<term>RNA Stability</term>
<term>Schizosaccharomyces</term>
</keywords>
<keywords scheme="MESH" xml:lang="fr">
<term>ARN de transfert de la lysine</term>
<term>Adénosine</term>
<term>Anticodon</term>
<term>Carbodiimides</term>
<term>Concentration en ions d'hydrogène</term>
<term>Cyclisation</term>
<term>Escherichia coli</term>
<term>Hydantoïnes</term>
<term>Oligoribonucléotides</term>
<term>Schizosaccharomyces</term>
<term>Stabilité de l'ARN</term>
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<front>
<div type="abstract" xml:lang="en">A t
<sup>6</sup>
A nucleoside was efficiently and stereospecifically transformed into a hydantoin cyclic form of N
<sup>6</sup>
-l-threonylcarbamoyladenosine (ct
<sup>6</sup>
A) by the use of polymer bounded carbodiimide (EDC-P) and HOBt. The procedure was successfully applied for a post-synthetic conversion of t
<sup>6</sup>
A-containing RNA 17-mers (of the sequences of anticodon stem and loop (ASL) fragments of S. pombe tRNA
<sup>i</sup>
and E. coli tRNA
<sup>Lys</sup>
) into the products bearing the ct
<sup>6</sup>
A unit.</div>
</front>
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<country>
<li>Pologne</li>
</country>
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<name sortKey="Debiec, Katarzyna" sort="Debiec, Katarzyna" uniqKey="Debiec K" first="Katarzyna" last="Debiec">Katarzyna Debiec</name>
<name sortKey="Sochacka, Elzbieta" sort="Sochacka, Elzbieta" uniqKey="Sochacka E" first="Elzbieta" last="Sochacka">Elzbieta Sochacka</name>
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<name sortKey="Matuszewski, Michal" sort="Matuszewski, Michal" uniqKey="Matuszewski M" first="Michal" last="Matuszewski">Michal Matuszewski</name>
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