Efficient conversion of N6-threonylcarbamoyladenosine (t6A) into a tRNA native hydantoin cyclic form (ct6A) performed at nucleoside and oligoribonucleotide levels.
Identifieur interne : 001A93 ( Ncbi/Merge ); précédent : 001A92; suivant : 001A94Efficient 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 SochackaSource :
- Chemical communications (Cambridge, England) [ 1364-548X ] ; 2017.
Descripteurs français
- KwdFr :
- ARN de transfert de la lysine (), ARN de transfert de la lysine (synthèse chimique), Adénosine (), Adénosine (analogues et dérivés), Anticodon, Carbodiimides (), Concentration en ions d'hydrogène, Cyclisation, Escherichia coli, Hydantoïnes (), Hydantoïnes (synthèse chimique), Oligoribonucléotides (), Oligoribonucléotides (synthèse chimique), Schizosaccharomyces, Stabilité de l'ARN.
- MESH :
- analogues et dérivés : Adénosine.
- synthèse chimique : ARN de transfert de la lysine, Hydantoïnes, Oligoribonucléotides.
- ARN de transfert de la lysine, Adénosine, Anticodon, Carbodiimides, Concentration en ions d'hydrogène, Cyclisation, Escherichia coli, Hydantoïnes, Oligoribonucléotides, Schizosaccharomyces, Stabilité de l'ARN.
English descriptors
- KwdEn :
- Adenosine (analogs & derivatives), Adenosine (chemistry), Anticodon, Carbodiimides (chemistry), Cyclization, Escherichia coli, Hydantoins (chemical synthesis), Hydantoins (chemistry), Hydrogen-Ion Concentration, Oligoribonucleotides (chemical synthesis), Oligoribonucleotides (chemistry), RNA Stability, RNA, Transfer, Lys (chemical synthesis), RNA, Transfer, Lys (chemistry), Schizosaccharomyces.
- MESH :
- chemical , analogs & derivatives : Adenosine.
- chemical , chemical synthesis : Hydantoins, Oligoribonucleotides, RNA, Transfer, Lys.
- chemical , chemistry : Adenosine, Carbodiimides, Hydantoins, Oligoribonucleotides, RNA, Transfer, Lys.
- chemical : Anticodon.
- Cyclization, Escherichia coli, Hydrogen-Ion Concentration, RNA Stability, Schizosaccharomyces.
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
Links toward previous steps (curation, corpus...)
- to stream PubMed, to step Corpus: 000C42
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Links to Exploration step
pubmed:28657616Le document en format XML
<record><TEI><teiHeader><fileDesc><titleStmt><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>
<wicri:noRegion>90-924 Lodz</wicri:noRegion>
</affiliation>
</author>
<author><name sortKey="Debiec, Katarzyna" sort="Debiec, Katarzyna" uniqKey="Debiec K" first="Katarzyna" last="Debiec">Katarzyna Debiec</name>
</author>
<author><name sortKey="Sochacka, Elzbieta" sort="Sochacka, Elzbieta" uniqKey="Sochacka E" first="Elzbieta" last="Sochacka">Elzbieta Sochacka</name>
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<sourceDesc><biblStruct><analytic><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>
<wicri:noRegion>90-924 Lodz</wicri:noRegion>
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</author>
<author><name sortKey="Debiec, Katarzyna" sort="Debiec, Katarzyna" uniqKey="Debiec K" first="Katarzyna" last="Debiec">Katarzyna Debiec</name>
</author>
<author><name sortKey="Sochacka, Elzbieta" sort="Sochacka, Elzbieta" uniqKey="Sochacka E" first="Elzbieta" last="Sochacka">Elzbieta Sochacka</name>
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<series><title level="j">Chemical communications (Cambridge, England)</title>
<idno type="eISSN">1364-548X</idno>
<imprint><date when="2017" type="published">2017</date>
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<profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><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>
<keywords scheme="KwdFr" xml:lang="fr"><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>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="analogs & derivatives" xml:lang="en"><term>Adenosine</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="chemical synthesis" xml:lang="en"><term>Hydantoins</term>
<term>Oligoribonucleotides</term>
<term>RNA, Transfer, Lys</term>
</keywords>
<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>
</keywords>
<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>
</keywords>
<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>
</keywords>
</textClass>
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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>
</TEI>
<pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">28657616</PMID>
<DateCompleted><Year>2018</Year>
<Month>04</Month>
<Day>27</Day>
</DateCompleted>
<DateRevised><Year>2018</Year>
<Month>04</Month>
<Day>27</Day>
</DateRevised>
<Article PubModel="Print"><Journal><ISSN IssnType="Electronic">1364-548X</ISSN>
<JournalIssue CitedMedium="Internet"><Volume>53</Volume>
<Issue>56</Issue>
<PubDate><Year>2017</Year>
<Month>Jul</Month>
<Day>11</Day>
</PubDate>
</JournalIssue>
<Title>Chemical communications (Cambridge, England)</Title>
<ISOAbbreviation>Chem. Commun. (Camb.)</ISOAbbreviation>
</Journal>
<ArticleTitle>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.</ArticleTitle>
<Pagination><MedlinePgn>7945-7948</MedlinePgn>
</Pagination>
<ELocationID EIdType="doi" ValidYN="Y">10.1039/c7cc03560h</ELocationID>
<Abstract><AbstractText>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.</AbstractText>
</Abstract>
<AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Matuszewski</LastName>
<ForeName>Michal</ForeName>
<Initials>M</Initials>
<AffiliationInfo><Affiliation>Institute of Organic Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, Poland. elzbieta.sochacka@p.lodz.pl.</Affiliation>
</AffiliationInfo>
</Author>
<Author ValidYN="Y"><LastName>Debiec</LastName>
<ForeName>Katarzyna</ForeName>
<Initials>K</Initials>
</Author>
<Author ValidYN="Y"><LastName>Sochacka</LastName>
<ForeName>Elzbieta</ForeName>
<Initials>E</Initials>
</Author>
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<NlmUniqueID>9610838</NlmUniqueID>
<ISSNLinking>1359-7345</ISSNLinking>
</MedlineJournalInfo>
<ChemicalList><Chemical><RegistryNumber>0</RegistryNumber>
<NameOfSubstance UI="D000926">Anticodon</NameOfSubstance>
</Chemical>
<Chemical><RegistryNumber>0</RegistryNumber>
<NameOfSubstance UI="D002234">Carbodiimides</NameOfSubstance>
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<NameOfSubstance UI="D006827">Hydantoins</NameOfSubstance>
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<Chemical><RegistryNumber>0</RegistryNumber>
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<Chemical><RegistryNumber>0</RegistryNumber>
<NameOfSubstance UI="D012357">RNA, Transfer, Lys</NameOfSubstance>
</Chemical>
<Chemical><RegistryNumber>24719-82-2</RegistryNumber>
<NameOfSubstance UI="C003268">N(6)-(N-threonylcarbonyl)adenosine</NameOfSubstance>
</Chemical>
<Chemical><RegistryNumber>K72T3FS567</RegistryNumber>
<NameOfSubstance UI="D000241">Adenosine</NameOfSubstance>
</Chemical>
</ChemicalList>
<CitationSubset>IM</CitationSubset>
<MeshHeadingList><MeshHeading><DescriptorName UI="D000241" MajorTopicYN="N">Adenosine</DescriptorName>
<QualifierName UI="Q000031" MajorTopicYN="Y">analogs & derivatives</QualifierName>
<QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName>
</MeshHeading>
<MeshHeading><DescriptorName UI="D000926" MajorTopicYN="N">Anticodon</DescriptorName>
</MeshHeading>
<MeshHeading><DescriptorName UI="D002234" MajorTopicYN="N">Carbodiimides</DescriptorName>
<QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName>
</MeshHeading>
<MeshHeading><DescriptorName UI="D003500" MajorTopicYN="N">Cyclization</DescriptorName>
</MeshHeading>
<MeshHeading><DescriptorName UI="D004926" MajorTopicYN="N">Escherichia coli</DescriptorName>
</MeshHeading>
<MeshHeading><DescriptorName UI="D006827" MajorTopicYN="N">Hydantoins</DescriptorName>
<QualifierName UI="Q000138" MajorTopicYN="Y">chemical synthesis</QualifierName>
<QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName>
</MeshHeading>
<MeshHeading><DescriptorName UI="D006863" MajorTopicYN="N">Hydrogen-Ion Concentration</DescriptorName>
</MeshHeading>
<MeshHeading><DescriptorName UI="D009843" MajorTopicYN="N">Oligoribonucleotides</DescriptorName>
<QualifierName UI="Q000138" MajorTopicYN="Y">chemical synthesis</QualifierName>
<QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName>
</MeshHeading>
<MeshHeading><DescriptorName UI="D020871" MajorTopicYN="N">RNA Stability</DescriptorName>
</MeshHeading>
<MeshHeading><DescriptorName UI="D012357" MajorTopicYN="N">RNA, Transfer, Lys</DescriptorName>
<QualifierName UI="Q000138" MajorTopicYN="N">chemical synthesis</QualifierName>
<QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName>
</MeshHeading>
<MeshHeading><DescriptorName UI="D012568" MajorTopicYN="N">Schizosaccharomyces</DescriptorName>
</MeshHeading>
</MeshHeadingList>
</MedlineCitation>
<PubmedData><History><PubMedPubDate PubStatus="pubmed"><Year>2017</Year>
<Month>6</Month>
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<affiliations><list><country><li>Pologne</li>
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<name sortKey="Sochacka, Elzbieta" sort="Sochacka, Elzbieta" uniqKey="Sochacka E" first="Elzbieta" last="Sochacka">Elzbieta Sochacka</name>
</noCountry>
<country name="Pologne"><noRegion><name sortKey="Matuszewski, Michal" sort="Matuszewski, Michal" uniqKey="Matuszewski M" first="Michal" last="Matuszewski">Michal Matuszewski</name>
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