Aufgrund von Vorbereitungen auf eine neue Version von KOPS, können am Montag, 6.2. und Dienstag, 7.2. keine Publikationen eingereicht werden. (Due to preparations for a new version of KOPS, no publications can be submitted on Monday, Feb. 6 and Tuesday, Feb. 7.)
Type of Publication: | Journal article |
URI (citable link): | http://nbn-resolving.de/urn:nbn:de:bsz:352-opus-131127 |
Author: | Detmer, Ilka; Summerer, Daniel; Marx, Andreas |
Year of publication: | 2003 |
Published in: | European journal of organic chemistry ; 2003 (2003), 10. - pp. 1837-1846. - ISSN 1434-193X. - eISSN 1099-0690 |
DOI (citable link): | https://dx.doi.org/10.1002/ejoc.200200641 |
Summary: |
In addition to their potential as diagnostic and therapeutic agents, modified oligonucleotides have also been shown to be highly valuable tools for examination of complex biological processes. Carefully designed nucleotide analogues have therefore found considerable application in investigations of DNA polymerase function and mechanism. To examine the contribution of primarily steric constraints on DNA polymerase selectivity, we have developed a new functional strategy based on the use of modified nucleotide analogues that differ primarily in their steric demand. Here we report the efficient synthesis of modified thymidine analogues bearing 4'-alkyl groups with varying steric demand, the effects of 4'-alkylation on sugar puckering, and the incorporation of these analogues into oligonucleotides by use of automated solid-phase DNA synthesis. We also studied the pairing properties of 4'-alkylated oligonucleotide duplexes in relation to those of their natural counterparts under a range of buffer conditions. In general, our studies indicate that 4'-alkylation of thymidines has little effect on nucleoside and oligonucleotide conformation. These results have relevance to the previously reported action of 4'-alkylated nucleotides and oligonucleotides as probes of DNA polymerase function and mechanism.
|
Subject (DDC): | 540 Chemistry |
Controlled Keywords (GND): | DNA, DNA structures, nucleotides, oligonucleotides, wittig reactions |
Link to License: | In Copyright |
DETMER, Ilka, Daniel SUMMERER, Andreas MARX, 2003. Substrates for investigation of DNA polymerase function : synthesis and properties of 4'-C-alkylated oligonucleotides. In: European journal of organic chemistry. 2003(10), pp. 1837-1846. ISSN 1434-193X. eISSN 1099-0690. Available under: doi: 10.1002/ejoc.200200641
@article{Detmer2003Subst-478, title={Substrates for investigation of DNA polymerase function : synthesis and properties of 4'-C-alkylated oligonucleotides}, year={2003}, doi={10.1002/ejoc.200200641}, number={10}, volume={2003}, issn={1434-193X}, journal={European journal of organic chemistry}, pages={1837--1846}, author={Detmer, Ilka and Summerer, Daniel and Marx, Andreas} }
<rdf:RDF xmlns:dcterms="http://purl.org/dc/terms/" xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#" xmlns:bibo="http://purl.org/ontology/bibo/" xmlns:dspace="http://digital-repositories.org/ontologies/dspace/0.1.0#" xmlns:foaf="http://xmlns.com/foaf/0.1/" xmlns:void="http://rdfs.org/ns/void#" xmlns:xsd="http://www.w3.org/2001/XMLSchema#" > <rdf:Description rdf:about="https://kops.uni-konstanz.de/rdf/resource/123456789/478"> <dc:creator>Marx, Andreas</dc:creator> <dc:format>application/pdf</dc:format> <dc:creator>Detmer, Ilka</dc:creator> <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/rdf/resource/123456789/29"/> <dc:language>eng</dc:language> <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-05-31T12:10:42Z</dcterms:available> <dc:contributor>Marx, Andreas</dc:contributor> <dspace:hasBitstream rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/478/1/Summerer.pdf"/> <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/478"/> <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-05-31T12:10:42Z</dc:date> <dcterms:issued>2003</dcterms:issued> <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/> <dc:creator>Summerer, Daniel</dc:creator> <dc:contributor>Summerer, Daniel</dc:contributor> <dcterms:title>Substrates for investigation of DNA polymerase function : synthesis and properties of 4'-C-alkylated oligonucleotides</dcterms:title> <dcterms:rights rdf:resource="https://rightsstatements.org/page/InC/1.0/"/> <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/rdf/resource/123456789/29"/> <dcterms:abstract xml:lang="eng">In addition to their potential as diagnostic and therapeutic agents, modified oligonucleotides have also been shown to be highly valuable tools for examination of complex biological processes. Carefully designed nucleotide analogues have therefore found considerable application in investigations of DNA polymerase function and mechanism. To examine the contribution of primarily steric constraints on DNA polymerase selectivity, we have developed a new functional strategy based on the use of modified nucleotide analogues that differ primarily in their steric demand. Here we report the efficient synthesis of modified thymidine analogues bearing 4'-alkyl groups with varying steric demand, the effects of 4'-alkylation on sugar puckering, and the incorporation of these analogues into oligonucleotides by use of automated solid-phase DNA synthesis. We also studied the pairing properties of 4'-alkylated oligonucleotide duplexes in relation to those of their natural counterparts under a range of buffer conditions. In general, our studies indicate that 4'-alkylation of thymidines has little effect on nucleoside and oligonucleotide conformation. These results have relevance to the previously reported action of 4'-alkylated nucleotides and oligonucleotides as probes of DNA polymerase function and mechanism.</dcterms:abstract> <dc:rights>terms-of-use</dc:rights> <dc:contributor>Detmer, Ilka</dc:contributor> <dcterms:bibliographicCitation>First publ. in: European journal of organic chemistry (2003), 10, pp. 1837 1846</dcterms:bibliographicCitation> <foaf:homepage rdf:resource="http://localhost:8080/jspui"/> <dcterms:hasPart rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/478/1/Summerer.pdf"/> </rdf:Description> </rdf:RDF>
Summerer.pdf | 461 |