Sequence specific hybridization properties of methylphosphonate oligodeoxynucleotides.
Identifieur interne : 000027 ( Ncbi/Merge ); précédent : 000026; suivant : 000028Sequence specific hybridization properties of methylphosphonate oligodeoxynucleotides.
Auteurs : M. Schweitzer [Allemagne] ; J W EngelsSource :
- Journal of biomolecular structure & dynamics [ 0739-1102 ] ; 1999.
Descripteurs français
- KwdFr :
- MESH :
English descriptors
- KwdEn :
- MESH :
- chemical , chemistry : Oligodeoxyribonucleotides, Organophosphorus Compounds.
- chemical : Nucleic Acid Heteroduplexes.
- Nucleic Acid Conformation, Nucleic Acid Hybridization, Static Electricity.
Abstract
Methylphosphonate oligodeoxynucleotides (MPO's) with isomerically pure Rp-configurated methylphosphonates (MP's) were synthesized by block coupling of ApT and TpA dinucleoside methylphosphonates (DMP's, p indicating MP-linkage). Oligonucleotide duplexes (20 mers) with these Rp-MP's showed almost the same melting temperatures (Tm) as those with phosphorodiester bonds. Further a dependence of the duplex stability from the nucleosides (bases) adjacent to the MP moiety was observed. For the first time thermodynamic parameters for the duplex to coil transition of isomerically pure MP's were determined from the concentration dependence of the Tm. CD-spectra of the duplexes show structural changes which can be associated with the transition to a compact helix with higher helix winding angle.
DOI: 10.1080/07391102.1999.10508326
PubMed: 10447202
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pubmed:10447202Le document en format XML
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Schweitzer</name><affiliation wicri:level="3"><nlm:affiliation>Institute of Organic Chemistry, Johann Wolfgang Goethe-Universität, Frankfurt am Main, Germany.</nlm:affiliation><country xml:lang="fr">Allemagne</country><wicri:regionArea>Institute of Organic Chemistry, Johann Wolfgang Goethe-Universität, Frankfurt am Main</wicri:regionArea><placeName><region type="land" nuts="1">Hesse (Land)</region><region type="district" nuts="2">District de Darmstadt</region><settlement type="city">Francfort-sur-le-Main</settlement></placeName></affiliation></author><author><name sortKey="Engels, J W" sort="Engels, J W" uniqKey="Engels J" first="J W" last="Engels">J W Engels</name></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="1999">1999</date><idno type="RBID">pubmed:10447202</idno><idno type="pmid">10447202</idno><idno type="doi">10.1080/07391102.1999.10508326</idno><idno type="wicri:Area/PubMed/Corpus">002622</idno><idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Corpus" wicri:corpus="PubMed">002622</idno><idno type="wicri:Area/PubMed/Curation">002622</idno><idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Curation">002622</idno><idno type="wicri:Area/PubMed/Checkpoint">002470</idno><idno type="wicri:explorRef" wicri:stream="Checkpoint" wicri:step="PubMed">002470</idno><idno type="wicri:Area/Ncbi/Merge">000027</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en">Sequence specific hybridization properties of methylphosphonate oligodeoxynucleotides.</title><author><name sortKey="Schweitzer, M" sort="Schweitzer, M" uniqKey="Schweitzer M" first="M" last="Schweitzer">M. Schweitzer</name><affiliation wicri:level="3"><nlm:affiliation>Institute of Organic Chemistry, Johann Wolfgang Goethe-Universität, Frankfurt am Main, Germany.</nlm:affiliation><country xml:lang="fr">Allemagne</country><wicri:regionArea>Institute of Organic Chemistry, Johann Wolfgang Goethe-Universität, Frankfurt am Main</wicri:regionArea><placeName><region type="land" nuts="1">Hesse (Land)</region><region type="district" nuts="2">District de Darmstadt</region><settlement type="city">Francfort-sur-le-Main</settlement></placeName></affiliation></author><author><name sortKey="Engels, J W" sort="Engels, J W" uniqKey="Engels J" first="J W" last="Engels">J W Engels</name></author></analytic><series><title level="j">Journal of biomolecular structure & dynamics</title><idno type="ISSN">0739-1102</idno><imprint><date when="1999" type="published">1999</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Nucleic Acid Conformation</term><term>Nucleic Acid Heteroduplexes</term><term>Nucleic Acid Hybridization</term><term>Oligodeoxyribonucleotides (chemistry)</term><term>Organophosphorus Compounds (chemistry)</term><term>Static Electricity</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Composés organiques du phosphore ()</term><term>Conformation d'acide nucléique</term><term>Hybridation d'acides nucléiques</term><term>Hétéroduplexes d'acides nucléiques</term><term>Oligodésoxyribonucléotides ()</term><term>Électricité statique</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Oligodeoxyribonucleotides</term><term>Organophosphorus Compounds</term></keywords><keywords scheme="MESH" type="chemical" xml:lang="en"><term>Nucleic Acid Heteroduplexes</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Nucleic Acid Conformation</term><term>Nucleic Acid Hybridization</term><term>Static Electricity</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Composés organiques du phosphore</term><term>Conformation d'acide nucléique</term><term>Hybridation d'acides nucléiques</term><term>Hétéroduplexes d'acides nucléiques</term><term>Oligodésoxyribonucléotides</term><term>Électricité statique</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Methylphosphonate oligodeoxynucleotides (MPO's) with isomerically pure Rp-configurated methylphosphonates (MP's) were synthesized by block coupling of ApT and TpA dinucleoside methylphosphonates (DMP's, p indicating MP-linkage). Oligonucleotide duplexes (20 mers) with these Rp-MP's showed almost the same melting temperatures (Tm) as those with phosphorodiester bonds. Further a dependence of the duplex stability from the nucleosides (bases) adjacent to the MP moiety was observed. For the first time thermodynamic parameters for the duplex to coil transition of isomerically pure MP's were determined from the concentration dependence of the Tm. CD-spectra of the duplexes show structural changes which can be associated with the transition to a compact helix with higher helix winding angle.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">10447202</PMID><DateCompleted><Year>1999</Year><Month>09</Month><Day>23</Day></DateCompleted><DateRevised><Year>2016</Year><Month>11</Month><Day>24</Day></DateRevised><Article PubModel="Print"><Journal><ISSN IssnType="Print">0739-1102</ISSN><JournalIssue CitedMedium="Print"><Volume>16</Volume><Issue>6</Issue><PubDate><Year>1999</Year><Month>Jun</Month></PubDate></JournalIssue><Title>Journal of biomolecular structure & dynamics</Title><ISOAbbreviation>J. Biomol. Struct. Dyn.</ISOAbbreviation></Journal><ArticleTitle>Sequence specific hybridization properties of methylphosphonate oligodeoxynucleotides.</ArticleTitle><Pagination><MedlinePgn>1177-88</MedlinePgn></Pagination><Abstract><AbstractText>Methylphosphonate oligodeoxynucleotides (MPO's) with isomerically pure Rp-configurated methylphosphonates (MP's) were synthesized by block coupling of ApT and TpA dinucleoside methylphosphonates (DMP's, p indicating MP-linkage). Oligonucleotide duplexes (20 mers) with these Rp-MP's showed almost the same melting temperatures (Tm) as those with phosphorodiester bonds. Further a dependence of the duplex stability from the nucleosides (bases) adjacent to the MP moiety was observed. For the first time thermodynamic parameters for the duplex to coil transition of isomerically pure MP's were determined from the concentration dependence of the Tm. CD-spectra of the duplexes show structural changes which can be associated with the transition to a compact helix with higher helix winding angle.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Schweitzer</LastName><ForeName>M</ForeName><Initials>M</Initials><AffiliationInfo><Affiliation>Institute of Organic Chemistry, Johann Wolfgang Goethe-Universität, Frankfurt am Main, Germany.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Engels</LastName><ForeName>J W</ForeName><Initials>JW</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>England</Country><MedlineTA>J Biomol Struct Dyn</MedlineTA><NlmUniqueID>8404176</NlmUniqueID><ISSNLinking>0739-1102</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D009692">Nucleic Acid Heteroduplexes</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D009838">Oligodeoxyribonucleotides</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D009943">Organophosphorus Compounds</NameOfSubstance></Chemical><Chemical><RegistryNumber>329W4YM10Z</RegistryNumber><NameOfSubstance UI="C032627">methylphosphonic acid</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D009690" MajorTopicYN="N">Nucleic Acid Conformation</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D009692" MajorTopicYN="N">Nucleic Acid Heteroduplexes</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D009693" MajorTopicYN="N">Nucleic Acid Hybridization</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D009838" MajorTopicYN="N">Oligodeoxyribonucleotides</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D009943" MajorTopicYN="N">Organophosphorus Compounds</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D055672" MajorTopicYN="N">Static Electricity</DescriptorName></MeshHeading></MeshHeadingList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="pubmed"><Year>1999</Year><Month>8</Month><Day>14</Day></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>1999</Year><Month>8</Month><Day>14</Day><Hour>0</Hour><Minute>1</Minute></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>1999</Year><Month>8</Month><Day>14</Day><Hour>0</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">10447202</ArticleId><ArticleId IdType="doi">10.1080/07391102.1999.10508326</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>Allemagne</li></country><region><li>District de Darmstadt</li><li>Hesse (Land)</li></region><settlement><li>Francfort-sur-le-Main</li></settlement></list><tree><noCountry><name sortKey="Engels, J W" sort="Engels, J W" uniqKey="Engels J" first="J W" last="Engels">J W Engels</name></noCountry><country name="Allemagne"><region name="Hesse (Land)"><name sortKey="Schweitzer, M" sort="Schweitzer, M" uniqKey="Schweitzer M" first="M" last="Schweitzer">M. 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