Efficient pH-independent sequence-specific DNA binding by pseudoisocytosine-containing bis-PNA
The synthesis and DNA binding properties of bis-PNA (peptide nucleic acid) are reported. Two PNA segments each of seven nucleobases in length were connected in a continuous synthesis via a flexible linker composed of three 8-amino-3,6-dioxaoctanoic acid units. The sequence of the first strand was TC...
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| Veröffentlicht in: | Nucleic acids research 1995-01, Vol.23 (2), p.217-222 |
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| container_title | Nucleic acids research |
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| creator | Egholm, Michael Christensen, Leif Deuholm, Kim L. Buchardt, Ole Coull, James Nielsen, Peter E. |
| description | The synthesis and DNA binding properties of bis-PNA (peptide nucleic acid) are reported. Two PNA segments each of seven nucleobases in length were connected in a continuous synthesis via a flexible linker composed of three 8-amino-3,6-dioxaoctanoic acid units. The sequence of the first strand was TCTCTTT (C- to N-terminal), while the second strand was TTTCTCT or TTTJTJT, where J is pseudoisocytosine. These bis-PNAs form triple-stranded complexes of somewhat higher thermal stability than monomeric PNA with complementary oligonucleotides and the thermal melting transition shows very little hysteresis. When the J base is placed in the strand parallel to the DNA complement (‘Hoogsteen strand’), the DNA binding was pH independent. The bis-PNAs were also superior to monomeric PNAs for targeting double-stranded DNA by strand invasion. |
| doi_str_mv | 10.1093/nar/23.2.217 |
| format | Article |
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Two PNA segments each of seven nucleobases in length were connected in a continuous synthesis via a flexible linker composed of three 8-amino-3,6-dioxaoctanoic acid units. The sequence of the first strand was TCTCTTT (C- to N-terminal), while the second strand was TTTCTCT or TTTJTJT, where J is pseudoisocytosine. These bis-PNAs form triple-stranded complexes of somewhat higher thermal stability than monomeric PNA with complementary oligonucleotides and the thermal melting transition shows very little hysteresis. When the J base is placed in the strand parallel to the DNA complement (‘Hoogsteen strand’), the DNA binding was pH independent. The bis-PNAs were also superior to monomeric PNAs for targeting double-stranded DNA by strand invasion.</description><subject>Base Sequence</subject><subject>Binding Sites</subject><subject>Cytosine - analogs & derivatives</subject><subject>Cytosine - chemistry</subject><subject>Cytosine - metabolism</subject><subject>DNA - metabolism</subject><subject>Drug Stability</subject><subject>Hot Temperature</subject><subject>Hydrogen-Ion Concentration</subject><subject>Macromolecular Substances</subject><subject>Molecular Sequence Data</subject><subject>Molecular Structure</subject><subject>Potassium Permanganate</subject><subject>Structure-Activity Relationship</subject><issn>0305-1048</issn><issn>1362-4962</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1995</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkUtvEzEURi0EKqGwY4s0K1Y49fV7FiyithBQVB4qEuoCy-O5UwyJZxhPEPn3GBJFsOrGlnXOtf3pI-QpsDmwWpwlP55xMedzDuYemYHQnMpa8_tkxgRTFJi0D8mjnL8xBhKUPCEnxmquuJyRL5ddF0PENFXDksbU4oBlKceMP7aYAtI8YIhFqi6uFlVTlJhuq2ZXDRm3bR9zH3ZTn2NCGvo0-Zj-8pjp-6vFY_Kg8-uMTw77Kfn06vL6fElX716_OV-saJDGTlTVAVmorZXMQtAARthGhMbXTKDyLdcK2xrbtpU1WK9951UTwHYGVIBai1Pycn_vsG022IYSYPRrN4xx48ed6310_5MUv7rb_qcTTGtlyvzzw_zYl9h5cpuYA67XPmG_zc6UhwTX_E4RaqGMNeJuURsADrKIL_ZiGPucR-yOvwbm_hTsSsGOC8ddKbjoz_5NepQPjRZO9zzmCX8dsR-_O22EUW75-cZp--GjuVm9ddfiN0OVspE</recordid><startdate>19950125</startdate><enddate>19950125</enddate><creator>Egholm, Michael</creator><creator>Christensen, Leif</creator><creator>Deuholm, Kim L.</creator><creator>Buchardt, Ole</creator><creator>Coull, James</creator><creator>Nielsen, Peter E.</creator><general>Oxford University Press</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>19950125</creationdate><title>Efficient pH-independent sequence-specific DNA binding by pseudoisocytosine-containing bis-PNA</title><author>Egholm, Michael ; Christensen, Leif ; Deuholm, Kim L. ; Buchardt, Ole ; Coull, James ; Nielsen, Peter E.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c478t-59ce0c9884081c611738b3cba903e5ad265ed9eddd4918a6afa5bc18f715c1963</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1995</creationdate><topic>Base Sequence</topic><topic>Binding Sites</topic><topic>Cytosine - analogs & derivatives</topic><topic>Cytosine - chemistry</topic><topic>Cytosine - metabolism</topic><topic>DNA - metabolism</topic><topic>Drug Stability</topic><topic>Hot Temperature</topic><topic>Hydrogen-Ion Concentration</topic><topic>Macromolecular Substances</topic><topic>Molecular Sequence Data</topic><topic>Molecular Structure</topic><topic>Potassium Permanganate</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Egholm, Michael</creatorcontrib><creatorcontrib>Christensen, Leif</creatorcontrib><creatorcontrib>Deuholm, Kim L.</creatorcontrib><creatorcontrib>Buchardt, Ole</creatorcontrib><creatorcontrib>Coull, James</creatorcontrib><creatorcontrib>Nielsen, Peter E.</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Nucleic acids research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Egholm, Michael</au><au>Christensen, Leif</au><au>Deuholm, Kim L.</au><au>Buchardt, Ole</au><au>Coull, James</au><au>Nielsen, Peter E.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Efficient pH-independent sequence-specific DNA binding by pseudoisocytosine-containing bis-PNA</atitle><jtitle>Nucleic acids research</jtitle><addtitle>Nucleic Acids Res</addtitle><date>1995-01-25</date><risdate>1995</risdate><volume>23</volume><issue>2</issue><spage>217</spage><epage>222</epage><pages>217-222</pages><issn>0305-1048</issn><eissn>1362-4962</eissn><abstract>The synthesis and DNA binding properties of bis-PNA (peptide nucleic acid) are reported. Two PNA segments each of seven nucleobases in length were connected in a continuous synthesis via a flexible linker composed of three 8-amino-3,6-dioxaoctanoic acid units. The sequence of the first strand was TCTCTTT (C- to N-terminal), while the second strand was TTTCTCT or TTTJTJT, where J is pseudoisocytosine. These bis-PNAs form triple-stranded complexes of somewhat higher thermal stability than monomeric PNA with complementary oligonucleotides and the thermal melting transition shows very little hysteresis. When the J base is placed in the strand parallel to the DNA complement (‘Hoogsteen strand’), the DNA binding was pH independent. The bis-PNAs were also superior to monomeric PNAs for targeting double-stranded DNA by strand invasion.</abstract><cop>England</cop><pub>Oxford University Press</pub><pmid>7862524</pmid><doi>10.1093/nar/23.2.217</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0305-1048 |
| ispartof | Nucleic acids research, 1995-01, Vol.23 (2), p.217-222 |
| issn | 0305-1048 1362-4962 |
| language | eng |
| recordid | cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_306657 |
| source | MEDLINE; PubMed Central; Oxford University Press Journals Digital Archive Legacy |
| subjects | Base Sequence Binding Sites Cytosine - analogs & derivatives Cytosine - chemistry Cytosine - metabolism DNA - metabolism Drug Stability Hot Temperature Hydrogen-Ion Concentration Macromolecular Substances Molecular Sequence Data Molecular Structure Potassium Permanganate Structure-Activity Relationship |
| title | Efficient pH-independent sequence-specific DNA binding by pseudoisocytosine-containing bis-PNA |
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