Control of folding and binding of oligonucleotides by use of a nonnucleotide linker
A linker containing a terephthalamide group, -P(O)(O super(-))O(CH sub(2)) sub(6)NHC(O)C sub(6)H sub(4)C-(O)NH(CH sub(2)) sub(6)OP(O)(O super(-))-, is shown to be an effective structural element for organizing oligonucleotide chains in solution. Capping a pair of complementary oligonucleotides with...
Gespeichert in:
| Veröffentlicht in: | Journal of the American Chemical Society 1992-11, Vol.114 (23), p.8768-8772 |
|---|---|
| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 8772 |
|---|---|
| container_issue | 23 |
| container_start_page | 8768 |
| container_title | Journal of the American Chemical Society |
| container_volume | 114 |
| creator | Salunkhe, Manikrao Wu, Taifeng Letsinger, Robert L |
| description | A linker containing a terephthalamide group, -P(O)(O super(-))O(CH sub(2)) sub(6)NHC(O)C sub(6)H sub(4)C-(O)NH(CH sub(2)) sub(6)OP(O)(O super(-))-, is shown to be an effective structural element for organizing oligonucleotide chains in solution. Capping a pair of complementary oligonucleotides with this linker leads to marked enhancement in stability of the Watson-Crick duplex structure. Joining a pair of thymidylate oligomers with this linker gives a compound exhibiting unusually high affinity for oligo(dA) strands; even a tetramer unit can be recognized in dilute solution. Presumably Hoogsteen as well as Watson-Crick hydrogen bonding stabilizes a bimolecular "triplex". Both types of linkage (i.e., joining two complementary strands and joining two pyrimidine strands) are embodied in the novel compound, d(TTTTTT-X-TTTTTT-X-AAAAAA), and function jointly in stabilizing a doubly folded monomolecular triple stranded structure (T sub(m) 58 degree C, 1 M NaCl; -X- represents the terephthalamide linker group). |
| doi_str_mv | 10.1021/ja00049a003 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_16690835</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>16690835</sourcerecordid><originalsourceid>FETCH-LOGICAL-a427t-29d25f0d264c8282505b9a8bb220b2211b6536ecd0b463788be3c408ade89c423</originalsourceid><addsrcrecordid>eNptkE9LwzAYxoMoOKcnv0APogep5k-TpkcZOoWhsk3wFtI0HdmyZCYtuG9v62R68PDmDc_zy0N4ADhH8AZBjG6XEkKYFd1JDsAAUQxTijA7BINOx2nOGTkGJzEuewxzNACzkXdN8DbxdVJ7Wxm3SKSrktK473sne2sW3rXKat-YSsek3CZt1L0lE-fdr5VY41Y6nIKjWtqoz372ELw93M9Hj-nkZfw0upukMsN5k-KiwrSGFWaZ4phjCmlZSF6WGMNuECoZJUyrCpYZIznnpSYqg1xWmhcqw2QILne5m-A_Wh0bsTZRaWul076NAjFWQE5oB17vQBV8jEHXYhPMWoatQFD0xYk_xXX0xU-sjEraOkinTNw_ySgpCtyHpjvMxEZ_7m0ZVoLlJKdi_joTU_L8PiWTsSg6_mrHSxXF0rfBdd38-4EvuSiIAA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>16690835</pqid></control><display><type>article</type><title>Control of folding and binding of oligonucleotides by use of a nonnucleotide linker</title><source>American Chemical Society Journals</source><creator>Salunkhe, Manikrao ; Wu, Taifeng ; Letsinger, Robert L</creator><creatorcontrib>Salunkhe, Manikrao ; Wu, Taifeng ; Letsinger, Robert L</creatorcontrib><description>A linker containing a terephthalamide group, -P(O)(O super(-))O(CH sub(2)) sub(6)NHC(O)C sub(6)H sub(4)C-(O)NH(CH sub(2)) sub(6)OP(O)(O super(-))-, is shown to be an effective structural element for organizing oligonucleotide chains in solution. Capping a pair of complementary oligonucleotides with this linker leads to marked enhancement in stability of the Watson-Crick duplex structure. Joining a pair of thymidylate oligomers with this linker gives a compound exhibiting unusually high affinity for oligo(dA) strands; even a tetramer unit can be recognized in dilute solution. Presumably Hoogsteen as well as Watson-Crick hydrogen bonding stabilizes a bimolecular "triplex". Both types of linkage (i.e., joining two complementary strands and joining two pyrimidine strands) are embodied in the novel compound, d(TTTTTT-X-TTTTTT-X-AAAAAA), and function jointly in stabilizing a doubly folded monomolecular triple stranded structure (T sub(m) 58 degree C, 1 M NaCl; -X- represents the terephthalamide linker group).</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja00049a003</identifier><identifier>CODEN: JACSAT</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Analytical, structural and metabolic biochemistry ; Biological and medical sciences ; Fundamental and applied biological sciences. Psychology ; Nucleic acids ; Rna, ribonucleoproteins</subject><ispartof>Journal of the American Chemical Society, 1992-11, Vol.114 (23), p.8768-8772</ispartof><rights>1993 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a427t-29d25f0d264c8282505b9a8bb220b2211b6536ecd0b463788be3c408ade89c423</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ja00049a003$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ja00049a003$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=4539925$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Salunkhe, Manikrao</creatorcontrib><creatorcontrib>Wu, Taifeng</creatorcontrib><creatorcontrib>Letsinger, Robert L</creatorcontrib><title>Control of folding and binding of oligonucleotides by use of a nonnucleotide linker</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>A linker containing a terephthalamide group, -P(O)(O super(-))O(CH sub(2)) sub(6)NHC(O)C sub(6)H sub(4)C-(O)NH(CH sub(2)) sub(6)OP(O)(O super(-))-, is shown to be an effective structural element for organizing oligonucleotide chains in solution. Capping a pair of complementary oligonucleotides with this linker leads to marked enhancement in stability of the Watson-Crick duplex structure. Joining a pair of thymidylate oligomers with this linker gives a compound exhibiting unusually high affinity for oligo(dA) strands; even a tetramer unit can be recognized in dilute solution. Presumably Hoogsteen as well as Watson-Crick hydrogen bonding stabilizes a bimolecular "triplex". Both types of linkage (i.e., joining two complementary strands and joining two pyrimidine strands) are embodied in the novel compound, d(TTTTTT-X-TTTTTT-X-AAAAAA), and function jointly in stabilizing a doubly folded monomolecular triple stranded structure (T sub(m) 58 degree C, 1 M NaCl; -X- represents the terephthalamide linker group).</description><subject>Analytical, structural and metabolic biochemistry</subject><subject>Biological and medical sciences</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Nucleic acids</subject><subject>Rna, ribonucleoproteins</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1992</creationdate><recordtype>article</recordtype><recordid>eNptkE9LwzAYxoMoOKcnv0APogep5k-TpkcZOoWhsk3wFtI0HdmyZCYtuG9v62R68PDmDc_zy0N4ADhH8AZBjG6XEkKYFd1JDsAAUQxTijA7BINOx2nOGTkGJzEuewxzNACzkXdN8DbxdVJ7Wxm3SKSrktK473sne2sW3rXKat-YSsek3CZt1L0lE-fdr5VY41Y6nIKjWtqoz372ELw93M9Hj-nkZfw0upukMsN5k-KiwrSGFWaZ4phjCmlZSF6WGMNuECoZJUyrCpYZIznnpSYqg1xWmhcqw2QILne5m-A_Wh0bsTZRaWul076NAjFWQE5oB17vQBV8jEHXYhPMWoatQFD0xYk_xXX0xU-sjEraOkinTNw_ySgpCtyHpjvMxEZ_7m0ZVoLlJKdi_joTU_L8PiWTsSg6_mrHSxXF0rfBdd38-4EvuSiIAA</recordid><startdate>19921101</startdate><enddate>19921101</enddate><creator>Salunkhe, Manikrao</creator><creator>Wu, Taifeng</creator><creator>Letsinger, Robert L</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope></search><sort><creationdate>19921101</creationdate><title>Control of folding and binding of oligonucleotides by use of a nonnucleotide linker</title><author>Salunkhe, Manikrao ; Wu, Taifeng ; Letsinger, Robert L</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a427t-29d25f0d264c8282505b9a8bb220b2211b6536ecd0b463788be3c408ade89c423</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1992</creationdate><topic>Analytical, structural and metabolic biochemistry</topic><topic>Biological and medical sciences</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Nucleic acids</topic><topic>Rna, ribonucleoproteins</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Salunkhe, Manikrao</creatorcontrib><creatorcontrib>Wu, Taifeng</creatorcontrib><creatorcontrib>Letsinger, Robert L</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Salunkhe, Manikrao</au><au>Wu, Taifeng</au><au>Letsinger, Robert L</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Control of folding and binding of oligonucleotides by use of a nonnucleotide linker</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>1992-11-01</date><risdate>1992</risdate><volume>114</volume><issue>23</issue><spage>8768</spage><epage>8772</epage><pages>8768-8772</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><coden>JACSAT</coden><abstract>A linker containing a terephthalamide group, -P(O)(O super(-))O(CH sub(2)) sub(6)NHC(O)C sub(6)H sub(4)C-(O)NH(CH sub(2)) sub(6)OP(O)(O super(-))-, is shown to be an effective structural element for organizing oligonucleotide chains in solution. Capping a pair of complementary oligonucleotides with this linker leads to marked enhancement in stability of the Watson-Crick duplex structure. Joining a pair of thymidylate oligomers with this linker gives a compound exhibiting unusually high affinity for oligo(dA) strands; even a tetramer unit can be recognized in dilute solution. Presumably Hoogsteen as well as Watson-Crick hydrogen bonding stabilizes a bimolecular "triplex". Both types of linkage (i.e., joining two complementary strands and joining two pyrimidine strands) are embodied in the novel compound, d(TTTTTT-X-TTTTTT-X-AAAAAA), and function jointly in stabilizing a doubly folded monomolecular triple stranded structure (T sub(m) 58 degree C, 1 M NaCl; -X- represents the terephthalamide linker group).</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><doi>10.1021/ja00049a003</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0002-7863 |
| ispartof | Journal of the American Chemical Society, 1992-11, Vol.114 (23), p.8768-8772 |
| issn | 0002-7863 1520-5126 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_16690835 |
| source | American Chemical Society Journals |
| subjects | Analytical, structural and metabolic biochemistry Biological and medical sciences Fundamental and applied biological sciences. Psychology Nucleic acids Rna, ribonucleoproteins |
| title | Control of folding and binding of oligonucleotides by use of a nonnucleotide linker |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-25T17%3A42%3A53IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Control%20of%20folding%20and%20binding%20of%20oligonucleotides%20by%20use%20of%20a%20nonnucleotide%20linker&rft.jtitle=Journal%20of%20the%20American%20Chemical%20Society&rft.au=Salunkhe,%20Manikrao&rft.date=1992-11-01&rft.volume=114&rft.issue=23&rft.spage=8768&rft.epage=8772&rft.pages=8768-8772&rft.issn=0002-7863&rft.eissn=1520-5126&rft.coden=JACSAT&rft_id=info:doi/10.1021/ja00049a003&rft_dat=%3Cproquest_cross%3E16690835%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=16690835&rft_id=info:pmid/&rfr_iscdi=true |