5′-Peptidyl substituents allow a tuning of the affinity of oligodeoxyribonucleotides for RNA
The affinity of amide-linked 5′-aminoacyl and 5′-dipeptidyl DNA octamers for two RNA undecamers with 3′-overhangs was measured via UV melting analysis. A sequence-dependent increase in melting points was observed. At low ionic strength, two appended lysine residues elevate melting points more than t...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 1998-09, Vol.8 (18), p.2511-2516 |
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| container_issue | 18 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Sarracino, David A. Steinberg, Joshua A. Vergo, Maxwell T. Woodworth, Graeme F. Tetzlaff, Charles N. Richert, Clemens |
| description | The affinity of amide-linked 5′-aminoacyl and 5′-dipeptidyl DNA octamers for two RNA undecamers with 3′-overhangs was measured via UV melting analysis. A sequence-dependent increase in melting points was observed. At low ionic strength, two appended lysine residues elevate melting points more than two additional A:U base pairs.
The stability of duplexes between amide-linked 5′-aminoacyl- and 5′-dipeptidyl DNA octamers and RNA undecamers was determined in UV melting experiments. A sequence-dependent increase of affinity was found, with ΔTms ranging from +21 °C for a dilysinyl substituent at 10 mM salt concentration to +1 °C for a tryptophanyl residue at 150 mM salt concentration. |
| doi_str_mv | 10.1016/S0960-894X(98)00449-1 |
| format | Article |
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The stability of duplexes between amide-linked 5′-aminoacyl- and 5′-dipeptidyl DNA octamers and RNA undecamers was determined in UV melting experiments. A sequence-dependent increase of affinity was found, with ΔTms ranging from +21 °C for a dilysinyl substituent at 10 mM salt concentration to +1 °C for a tryptophanyl residue at 150 mM salt concentration.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/S0960-894X(98)00449-1</identifier><identifier>PMID: 9873571</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Carbohydrates. Nucleosides and nucleotides ; Chemistry ; Circular Dichroism ; Dipeptides - chemistry ; Dipeptides - metabolism ; DNA - chemistry ; DNA - metabolism ; Exact sciences and technology ; Magnetic Resonance Spectroscopy ; Nucleic Acid Conformation ; Nucleosides, nucleotides and oligonucleotides ; Oligodeoxyribonucleotides - chemistry ; Oligodeoxyribonucleotides - metabolism ; Organic chemistry ; Osmolar Concentration ; Preparations and properties ; RNA - chemistry ; RNA - metabolism ; Spectrophotometry, Ultraviolet</subject><ispartof>Bioorganic & medicinal chemistry letters, 1998-09, Vol.8 (18), p.2511-2516</ispartof><rights>1998</rights><rights>1998 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c389t-e72e810aa70c4e2bb6d55b55efbf3b6169acf7d3f974e3816bf0476d0f4455c3</citedby><cites>FETCH-LOGICAL-c389t-e72e810aa70c4e2bb6d55b55efbf3b6169acf7d3f974e3816bf0476d0f4455c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/S0960-894X(98)00449-1$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3548,27923,27924,45994</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=2407456$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/9873571$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sarracino, David A.</creatorcontrib><creatorcontrib>Steinberg, Joshua A.</creatorcontrib><creatorcontrib>Vergo, Maxwell T.</creatorcontrib><creatorcontrib>Woodworth, Graeme F.</creatorcontrib><creatorcontrib>Tetzlaff, Charles N.</creatorcontrib><creatorcontrib>Richert, Clemens</creatorcontrib><title>5′-Peptidyl substituents allow a tuning of the affinity of oligodeoxyribonucleotides for RNA</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>The affinity of amide-linked 5′-aminoacyl and 5′-dipeptidyl DNA octamers for two RNA undecamers with 3′-overhangs was measured via UV melting analysis. A sequence-dependent increase in melting points was observed. At low ionic strength, two appended lysine residues elevate melting points more than two additional A:U base pairs.
The stability of duplexes between amide-linked 5′-aminoacyl- and 5′-dipeptidyl DNA octamers and RNA undecamers was determined in UV melting experiments. A sequence-dependent increase of affinity was found, with ΔTms ranging from +21 °C for a dilysinyl substituent at 10 mM salt concentration to +1 °C for a tryptophanyl residue at 150 mM salt concentration.</description><subject>Carbohydrates. Nucleosides and nucleotides</subject><subject>Chemistry</subject><subject>Circular Dichroism</subject><subject>Dipeptides - chemistry</subject><subject>Dipeptides - metabolism</subject><subject>DNA - chemistry</subject><subject>DNA - metabolism</subject><subject>Exact sciences and technology</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Nucleic Acid Conformation</subject><subject>Nucleosides, nucleotides and oligonucleotides</subject><subject>Oligodeoxyribonucleotides - chemistry</subject><subject>Oligodeoxyribonucleotides - metabolism</subject><subject>Organic chemistry</subject><subject>Osmolar Concentration</subject><subject>Preparations and properties</subject><subject>RNA - chemistry</subject><subject>RNA - metabolism</subject><subject>Spectrophotometry, Ultraviolet</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1998</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkM9uEzEQh62Kqg2lj1DJB4TgsK2d9Z_1CVUV0EoVRdADJyzbO26NnHVqeym59Zl4JJ6ETRPlymk0mu83M_oQOqHklBIqzr4RJUjTKfb9rereEcKYaugemlEmWNMywl-g2Q45RC9L-UkIZRN3gA5UJ1su6Qz94H-f_jRfYFlDv4q4jLbUUEcYasEmxvSIDa7jEIY7nDyu94CN92EIdbXuUwx3qYf0e5WDTcPoIqRpERTsU8ZfP5-_QvvexALH23qEbj9-uL24bK5vPl1dnF83ru1UbUDOoaPEGEkcg7m1oufccg7e-tYKKpRxXvatV5JB21FhPWFS9MQzxrlrj9CbzdplTg8jlKoXoTiI0QyQxqKFolTIlkwg34Aup1IyeL3MYWHySlOi11r1s1a9dqZVp5-1ajrlTrYHRruAfpfaepzmr7dzU5yJPpvBhbLD5oxIxsWEvd9gMLn4FSDr4gIMDvqQwVXdp_CfR_4BN36XBQ</recordid><startdate>19980922</startdate><enddate>19980922</enddate><creator>Sarracino, David A.</creator><creator>Steinberg, Joshua A.</creator><creator>Vergo, Maxwell T.</creator><creator>Woodworth, Graeme F.</creator><creator>Tetzlaff, Charles N.</creator><creator>Richert, Clemens</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</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>7X8</scope></search><sort><creationdate>19980922</creationdate><title>5′-Peptidyl substituents allow a tuning of the affinity of oligodeoxyribonucleotides for RNA</title><author>Sarracino, David A. ; Steinberg, Joshua A. ; Vergo, Maxwell T. ; Woodworth, Graeme F. ; Tetzlaff, Charles N. ; Richert, Clemens</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c389t-e72e810aa70c4e2bb6d55b55efbf3b6169acf7d3f974e3816bf0476d0f4455c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1998</creationdate><topic>Carbohydrates. Nucleosides and nucleotides</topic><topic>Chemistry</topic><topic>Circular Dichroism</topic><topic>Dipeptides - chemistry</topic><topic>Dipeptides - metabolism</topic><topic>DNA - chemistry</topic><topic>DNA - metabolism</topic><topic>Exact sciences and technology</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Nucleic Acid Conformation</topic><topic>Nucleosides, nucleotides and oligonucleotides</topic><topic>Oligodeoxyribonucleotides - chemistry</topic><topic>Oligodeoxyribonucleotides - metabolism</topic><topic>Organic chemistry</topic><topic>Osmolar Concentration</topic><topic>Preparations and properties</topic><topic>RNA - chemistry</topic><topic>RNA - metabolism</topic><topic>Spectrophotometry, Ultraviolet</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sarracino, David A.</creatorcontrib><creatorcontrib>Steinberg, Joshua A.</creatorcontrib><creatorcontrib>Vergo, Maxwell T.</creatorcontrib><creatorcontrib>Woodworth, Graeme F.</creatorcontrib><creatorcontrib>Tetzlaff, Charles N.</creatorcontrib><creatorcontrib>Richert, Clemens</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sarracino, David A.</au><au>Steinberg, Joshua A.</au><au>Vergo, Maxwell T.</au><au>Woodworth, Graeme F.</au><au>Tetzlaff, Charles N.</au><au>Richert, Clemens</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>5′-Peptidyl substituents allow a tuning of the affinity of oligodeoxyribonucleotides for RNA</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>1998-09-22</date><risdate>1998</risdate><volume>8</volume><issue>18</issue><spage>2511</spage><epage>2516</epage><pages>2511-2516</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>The affinity of amide-linked 5′-aminoacyl and 5′-dipeptidyl DNA octamers for two RNA undecamers with 3′-overhangs was measured via UV melting analysis. A sequence-dependent increase in melting points was observed. At low ionic strength, two appended lysine residues elevate melting points more than two additional A:U base pairs.
The stability of duplexes between amide-linked 5′-aminoacyl- and 5′-dipeptidyl DNA octamers and RNA undecamers was determined in UV melting experiments. A sequence-dependent increase of affinity was found, with ΔTms ranging from +21 °C for a dilysinyl substituent at 10 mM salt concentration to +1 °C for a tryptophanyl residue at 150 mM salt concentration.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>9873571</pmid><doi>10.1016/S0960-894X(98)00449-1</doi><tpages>6</tpages></addata></record> |
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| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 1998-09, Vol.8 (18), p.2511-2516 |
| issn | 0960-894X 1464-3405 |
| language | eng |
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| source | MEDLINE; ScienceDirect Journals (5 years ago - present) |
| subjects | Carbohydrates. Nucleosides and nucleotides Chemistry Circular Dichroism Dipeptides - chemistry Dipeptides - metabolism DNA - chemistry DNA - metabolism Exact sciences and technology Magnetic Resonance Spectroscopy Nucleic Acid Conformation Nucleosides, nucleotides and oligonucleotides Oligodeoxyribonucleotides - chemistry Oligodeoxyribonucleotides - metabolism Organic chemistry Osmolar Concentration Preparations and properties RNA - chemistry RNA - metabolism Spectrophotometry, Ultraviolet |
| title | 5′-Peptidyl substituents allow a tuning of the affinity of oligodeoxyribonucleotides for RNA |
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