A-hydroxyphosphonate oligonucleotides: a promising DNA type?
Identifieur interne : 002431 ( PubMed/Curation ); précédent : 002430; suivant : 002432A-hydroxyphosphonate oligonucleotides: a promising DNA type?
Auteurs : Sárka Králíková [République tchèque] ; Milos Budesínsk ; Ivan RosenbergSource :
- Nucleosides, nucleotides & nucleic acids [ 1525-7770 ]
Descripteurs français
- KwdFr :
- MESH :
- analogues et dérivés : Thymidine.
- synthèse chimique : Oligodésoxyribonucléotides.
- ADN, Conformation d'acide nucléique, Indicateurs et réactifs, Oligodésoxyribonucléotides, Phosphonates, Structure moléculaire.
English descriptors
- KwdEn :
- MESH :
- chemical , analogs & derivatives : Thymidine.
- chemical , chemical synthesis : Oligodeoxyribonucleotides.
- chemical , chemistry : DNA, Oligodeoxyribonucleotides.
- chemical : Indicators and Reagents, Organophosphonates.
- Molecular Structure, Nucleic Acid Conformation.
Abstract
The synthesis of monomers (S)-1, (R)-1 and 2 derived from (5'S)-, (5'R)-2'-deoxythymidine-5'-C-phosphonic acids and 2',5'-dideoxythymidine-5'-C-phosphonic acids was elaborated. The protection of the 5'-hydroxyl by the methoxycarbonyl group was a key step of the synthesis. Prepared monomers were used for the solid-phase assembly of several types oligothymidylate 15-mers (S)-3, (S)-4, (S)-5, (R)-4 and (R)-5 containing the chiral 3'-O-P-CH(OH)-5'' internucleotide linkage. Their hybridization properties with dA15 and rA15 were studied as well as their resistance against nuclease cleavage.
DOI: 10.1081/NCN-120022736
PubMed: 14565344
Links toward previous steps (curation, corpus...)
- to stream PubMed, to step Corpus: Pour aller vers cette notice dans l'étape Curation :002431
Links to Exploration step
pubmed:14565344Le document en format XML
<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">A-hydroxyphosphonate oligonucleotides: a promising DNA type?</title><author><name sortKey="Kralikova, Sarka" sort="Kralikova, Sarka" uniqKey="Kralikova S" first="Sárka" last="Králíková">Sárka Králíková</name><affiliation wicri:level="1"><nlm:affiliation>Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Prague, Czech Republic.</nlm:affiliation><country xml:lang="fr">République tchèque</country><wicri:regionArea>Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Prague</wicri:regionArea></affiliation></author><author><name sortKey="Budesinsk, Milos" sort="Budesinsk, Milos" uniqKey="Budesinsk M" first="Milos" last="Budesínsk">Milos Budesínsk</name></author><author><name sortKey="Rosenberg, Ivan" sort="Rosenberg, Ivan" uniqKey="Rosenberg I" first="Ivan" last="Rosenberg">Ivan Rosenberg</name></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="????"><PubDate><MedlineDate>2003 May-Aug</MedlineDate></PubDate></date><idno type="RBID">pubmed:14565344</idno><idno type="pmid">14565344</idno><idno type="doi">10.1081/NCN-120022736</idno><idno type="wicri:Area/PubMed/Corpus">002431</idno><idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Corpus" wicri:corpus="PubMed">002431</idno><idno type="wicri:Area/PubMed/Curation">002431</idno><idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Curation">002431</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en">A-hydroxyphosphonate oligonucleotides: a promising DNA type?</title><author><name sortKey="Kralikova, Sarka" sort="Kralikova, Sarka" uniqKey="Kralikova S" first="Sárka" last="Králíková">Sárka Králíková</name><affiliation wicri:level="1"><nlm:affiliation>Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Prague, Czech Republic.</nlm:affiliation><country xml:lang="fr">République tchèque</country><wicri:regionArea>Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Prague</wicri:regionArea></affiliation></author><author><name sortKey="Budesinsk, Milos" sort="Budesinsk, Milos" uniqKey="Budesinsk M" first="Milos" last="Budesínsk">Milos Budesínsk</name></author><author><name sortKey="Rosenberg, Ivan" sort="Rosenberg, Ivan" uniqKey="Rosenberg I" first="Ivan" last="Rosenberg">Ivan Rosenberg</name></author></analytic><series><title level="j">Nucleosides, nucleotides & nucleic acids</title><idno type="ISSN">1525-7770</idno></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>DNA (chemistry)</term><term>Indicators and Reagents</term><term>Molecular Structure</term><term>Nucleic Acid Conformation</term><term>Oligodeoxyribonucleotides (chemical synthesis)</term><term>Oligodeoxyribonucleotides (chemistry)</term><term>Organophosphonates</term><term>Thymidine (analogs & derivatives)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>ADN ()</term><term>Conformation d'acide nucléique</term><term>Indicateurs et réactifs</term><term>Oligodésoxyribonucléotides ()</term><term>Oligodésoxyribonucléotides (synthèse chimique)</term><term>Phosphonates</term><term>Structure moléculaire</term><term>Thymidine (analogues et dérivés)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="analogs & derivatives" xml:lang="en"><term>Thymidine</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemical synthesis" xml:lang="en"><term>Oligodeoxyribonucleotides</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>DNA</term><term>Oligodeoxyribonucleotides</term></keywords><keywords scheme="MESH" type="chemical" xml:lang="en"><term>Indicators and Reagents</term><term>Organophosphonates</term></keywords><keywords scheme="MESH" qualifier="analogues et dérivés" xml:lang="fr"><term>Thymidine</term></keywords><keywords scheme="MESH" qualifier="synthèse chimique" xml:lang="fr"><term>Oligodésoxyribonucléotides</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Molecular Structure</term><term>Nucleic Acid Conformation</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>ADN</term><term>Conformation d'acide nucléique</term><term>Indicateurs et réactifs</term><term>Oligodésoxyribonucléotides</term><term>Phosphonates</term><term>Structure moléculaire</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The synthesis of monomers (S)-1, (R)-1 and 2 derived from (5'S)-, (5'R)-2'-deoxythymidine-5'-C-phosphonic acids and 2',5'-dideoxythymidine-5'-C-phosphonic acids was elaborated. The protection of the 5'-hydroxyl by the methoxycarbonyl group was a key step of the synthesis. Prepared monomers were used for the solid-phase assembly of several types oligothymidylate 15-mers (S)-3, (S)-4, (S)-5, (R)-4 and (R)-5 containing the chiral 3'-O-P-CH(OH)-5'' internucleotide linkage. Their hybridization properties with dA15 and rA15 were studied as well as their resistance against nuclease cleavage.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">14565344</PMID><DateCompleted><Year>2003</Year><Month>12</Month><Day>11</Day></DateCompleted><DateRevised><Year>2013</Year><Month>11</Month><Day>21</Day></DateRevised><Article PubModel="Print"><Journal><ISSN IssnType="Print">1525-7770</ISSN><JournalIssue CitedMedium="Print"><Volume>22</Volume><Issue>5-8</Issue><PubDate><MedlineDate>2003 May-Aug</MedlineDate></PubDate></JournalIssue><Title>Nucleosides, nucleotides & nucleic acids</Title><ISOAbbreviation>Nucleosides Nucleotides Nucleic Acids</ISOAbbreviation></Journal><ArticleTitle>A-hydroxyphosphonate oligonucleotides: a promising DNA type?</ArticleTitle><Pagination><MedlinePgn>1061-4</MedlinePgn></Pagination><Abstract><AbstractText>The synthesis of monomers (S)-1, (R)-1 and 2 derived from (5'S)-, (5'R)-2'-deoxythymidine-5'-C-phosphonic acids and 2',5'-dideoxythymidine-5'-C-phosphonic acids was elaborated. The protection of the 5'-hydroxyl by the methoxycarbonyl group was a key step of the synthesis. Prepared monomers were used for the solid-phase assembly of several types oligothymidylate 15-mers (S)-3, (S)-4, (S)-5, (R)-4 and (R)-5 containing the chiral 3'-O-P-CH(OH)-5'' internucleotide linkage. Their hybridization properties with dA15 and rA15 were studied as well as their resistance against nuclease cleavage.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Králíková</LastName><ForeName>Sárka</ForeName><Initials>S</Initials><AffiliationInfo><Affiliation>Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Prague, Czech Republic.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Budesínský</LastName><ForeName>Milos</ForeName><Initials>M</Initials></Author><Author ValidYN="Y"><LastName>Rosenberg</LastName><ForeName>Ivan</ForeName><Initials>I</Initials></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D013485">Research Support, Non-U.S. Gov't</PublicationType></PublicationTypeList></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>Nucleosides Nucleotides Nucleic Acids</MedlineTA><NlmUniqueID>100892832</NlmUniqueID><ISSNLinking>1525-7770</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D007202">Indicators and Reagents</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D009838">Oligodeoxyribonucleotides</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D063065">Organophosphonates</NameOfSubstance></Chemical><Chemical><RegistryNumber>3458-14-8</RegistryNumber><NameOfSubstance UI="C074618">5'-deoxythymidine</NameOfSubstance></Chemical><Chemical><RegistryNumber>9007-49-2</RegistryNumber><NameOfSubstance UI="D004247">DNA</NameOfSubstance></Chemical><Chemical><RegistryNumber>VC2W18DGKR</RegistryNumber><NameOfSubstance UI="D013936">Thymidine</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D004247" MajorTopicYN="N">DNA</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D007202" MajorTopicYN="N">Indicators and Reagents</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D015394" MajorTopicYN="N">Molecular Structure</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D009690" MajorTopicYN="N">Nucleic Acid Conformation</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D009838" MajorTopicYN="N">Oligodeoxyribonucleotides</DescriptorName><QualifierName UI="Q000138" MajorTopicYN="Y">chemical synthesis</QualifierName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D063065" MajorTopicYN="Y">Organophosphonates</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D013936" MajorTopicYN="N">Thymidine</DescriptorName><QualifierName UI="Q000031" MajorTopicYN="Y">analogs & derivatives</QualifierName></MeshHeading></MeshHeadingList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="pubmed"><Year>2003</Year><Month>10</Month><Day>21</Day><Hour>5</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2003</Year><Month>12</Month><Day>12</Day><Hour>5</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2003</Year><Month>10</Month><Day>21</Day><Hour>5</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">14565344</ArticleId><ArticleId IdType="doi">10.1081/NCN-120022736</ArticleId></ArticleIdList></PubmedData></pubmed></record>Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=$WICRI_ROOT/Sante/explor/MersV1/Data/PubMed/Curation
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 002431 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/PubMed/Curation/biblio.hfd -nk 002431 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien
|wiki= Sante
|area= MersV1
|flux= PubMed
|étape= Curation
|type= RBID
|clé= pubmed:14565344
|texte= A-hydroxyphosphonate oligonucleotides: a promising DNA type?
}}
Pour générer des pages wiki
HfdIndexSelect -h $EXPLOR_AREA/Data/PubMed/Curation/RBID.i -Sk "pubmed:14565344" \
| HfdSelect -Kh $EXPLOR_AREA/Data/PubMed/Curation/biblio.hfd \
| NlmPubMed2Wicri -a MersV1
| This area was generated with Dilib version V0.6.33. |  |