Stacking interactions of ApA analogues with modified backbones
CD spectra have been measured as a function of temperature for a number of ApA analogues with modified backbones. Oligonucleotides with these modified backbones are being used as antisense agents having potential as viral therapeutics. Results of these studies show that when a carbonyl is substitute...
Gespeichert in:
Veröffentlicht in: | Biopolymers 1992-10, Vol.32 (10), p.1351-1363 |
---|---|
Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 1363 |
---|---|
container_issue | 10 |
container_start_page | 1351 |
container_title | Biopolymers |
container_volume | 32 |
creator | Kang, Hunseung Chou, Ping-Jung Johnson JR, W. Curtis Weller, Dwight Huang, Sung-Ben Summerton, James E. |
description | CD spectra have been measured as a function of temperature for a number of ApA analogues with modified backbones. Oligonucleotides with these modified backbones are being used as antisense agents having potential as viral therapeutics. Results of these studies show that when a carbonyl is substituted for the phosphate to produce an uncharged backbone, the analogues that have either sugar or morpholino substitution do not stack. In contrast, when a morpholino group is substituted for the sugar and the phosphate is modified so as to be uncharged, there is strong base stacking. Stacking interactions in the phosphorus‐linked morpholino analogues are at least as strong as those found in d (ApA). The stacking interactions in ApA are weak by comparison. Singular value decomposition demonstrates that the stacking is two state, and Taylor series decomposition yields a coefficient that measures base stacking interactions. The van't Hoff equation is applied to the base stacking coefficient from the Taylor series fitting to give thermodynamic parameters. © 1992 John Wiley & Sons, Inc. |
doi_str_mv | 10.1002/bip.360321009 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_745661500</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>745661500</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4359-e2c8557fb3ae5859447e9c9e1ea0be3e6c41561a9c6ff204a65f96d01ea677423</originalsourceid><addsrcrecordid>eNp9kM1PGzEQxS0EghR65Ii0BwSnpePv-IIUIpoiQUFqCxIXy-uMwbDZDeuNKP99XSUKnDiNRu_3Zp4eIfsUTigA-1bF-QlXwFnezAYZUDC6BDZkm2QAAKrkkskd8iWlJwAhOIVtsk0FA6P4gJz-6p1_js1DEZseO-f72DapaEMxmo8K17i6fVhgKl5j_1jM2mkMEadFlT1V22DaI1vB1Qm_ruYu-fP9_Pf4R3l5PbkYjy5LL7g0JTI_lFKHijuUQ2mE0Gi8QYoOKuSovKBSUWe8CoGBcEoGo6aQdaW1YHyXHC_vzrv2Jefp7Swmj3XtGmwXyWohlaISIJNHn5OcacqkymC5BH3XptRhsPMuzlz3ZinY_83a3KxdN5v5g9XhRTXD6Tu9rDLrhyvdJe_q0LnGx7TGhKBaKpExvcReY41vn_-0Zxc3HwOsAsfU49-103XPVmmupb37ObG3N5N7EFzZK_4P_IueZQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>73271256</pqid></control><display><type>article</type><title>Stacking interactions of ApA analogues with modified backbones</title><source>MEDLINE</source><source>Wiley Online Library All Journals</source><creator>Kang, Hunseung ; Chou, Ping-Jung ; Johnson JR, W. Curtis ; Weller, Dwight ; Huang, Sung-Ben ; Summerton, James E.</creator><creatorcontrib>Kang, Hunseung ; Chou, Ping-Jung ; Johnson JR, W. Curtis ; Weller, Dwight ; Huang, Sung-Ben ; Summerton, James E.</creatorcontrib><description>CD spectra have been measured as a function of temperature for a number of ApA analogues with modified backbones. Oligonucleotides with these modified backbones are being used as antisense agents having potential as viral therapeutics. Results of these studies show that when a carbonyl is substituted for the phosphate to produce an uncharged backbone, the analogues that have either sugar or morpholino substitution do not stack. In contrast, when a morpholino group is substituted for the sugar and the phosphate is modified so as to be uncharged, there is strong base stacking. Stacking interactions in the phosphorus‐linked morpholino analogues are at least as strong as those found in d (ApA). The stacking interactions in ApA are weak by comparison. Singular value decomposition demonstrates that the stacking is two state, and Taylor series decomposition yields a coefficient that measures base stacking interactions. The van't Hoff equation is applied to the base stacking coefficient from the Taylor series fitting to give thermodynamic parameters. © 1992 John Wiley & Sons, Inc.</description><identifier>ISSN: 0006-3525</identifier><identifier>EISSN: 1097-0282</identifier><identifier>DOI: 10.1002/bip.360321009</identifier><identifier>PMID: 1420963</identifier><identifier>CODEN: BIPMAA</identifier><language>eng</language><publisher>Hoboken: Wiley Subscription Services, Inc., A Wiley Company</publisher><subject>Biological and medical sciences ; Circular Dichroism ; Dinucleoside Phosphates - chemistry ; Fundamental and applied biological sciences. Psychology ; Molecular biophysics ; Molecular Structure ; Nucleic Acid Conformation ; Thermodynamics</subject><ispartof>Biopolymers, 1992-10, Vol.32 (10), p.1351-1363</ispartof><rights>Copyright © 1992 John Wiley & Sons, Inc.</rights><rights>1993 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4359-e2c8557fb3ae5859447e9c9e1ea0be3e6c41561a9c6ff204a65f96d01ea677423</citedby><cites>FETCH-LOGICAL-c4359-e2c8557fb3ae5859447e9c9e1ea0be3e6c41561a9c6ff204a65f96d01ea677423</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fbip.360321009$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fbip.360321009$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1416,27922,27923,45572,45573</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=4417564$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/1420963$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kang, Hunseung</creatorcontrib><creatorcontrib>Chou, Ping-Jung</creatorcontrib><creatorcontrib>Johnson JR, W. Curtis</creatorcontrib><creatorcontrib>Weller, Dwight</creatorcontrib><creatorcontrib>Huang, Sung-Ben</creatorcontrib><creatorcontrib>Summerton, James E.</creatorcontrib><title>Stacking interactions of ApA analogues with modified backbones</title><title>Biopolymers</title><addtitle>Biopolymers</addtitle><description>CD spectra have been measured as a function of temperature for a number of ApA analogues with modified backbones. Oligonucleotides with these modified backbones are being used as antisense agents having potential as viral therapeutics. Results of these studies show that when a carbonyl is substituted for the phosphate to produce an uncharged backbone, the analogues that have either sugar or morpholino substitution do not stack. In contrast, when a morpholino group is substituted for the sugar and the phosphate is modified so as to be uncharged, there is strong base stacking. Stacking interactions in the phosphorus‐linked morpholino analogues are at least as strong as those found in d (ApA). The stacking interactions in ApA are weak by comparison. Singular value decomposition demonstrates that the stacking is two state, and Taylor series decomposition yields a coefficient that measures base stacking interactions. The van't Hoff equation is applied to the base stacking coefficient from the Taylor series fitting to give thermodynamic parameters. © 1992 John Wiley & Sons, Inc.</description><subject>Biological and medical sciences</subject><subject>Circular Dichroism</subject><subject>Dinucleoside Phosphates - chemistry</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Molecular biophysics</subject><subject>Molecular Structure</subject><subject>Nucleic Acid Conformation</subject><subject>Thermodynamics</subject><issn>0006-3525</issn><issn>1097-0282</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1992</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kM1PGzEQxS0EghR65Ii0BwSnpePv-IIUIpoiQUFqCxIXy-uMwbDZDeuNKP99XSUKnDiNRu_3Zp4eIfsUTigA-1bF-QlXwFnezAYZUDC6BDZkm2QAAKrkkskd8iWlJwAhOIVtsk0FA6P4gJz-6p1_js1DEZseO-f72DapaEMxmo8K17i6fVhgKl5j_1jM2mkMEadFlT1V22DaI1vB1Qm_ruYu-fP9_Pf4R3l5PbkYjy5LL7g0JTI_lFKHijuUQ2mE0Gi8QYoOKuSovKBSUWe8CoGBcEoGo6aQdaW1YHyXHC_vzrv2Jefp7Swmj3XtGmwXyWohlaISIJNHn5OcacqkymC5BH3XptRhsPMuzlz3ZinY_83a3KxdN5v5g9XhRTXD6Tu9rDLrhyvdJe_q0LnGx7TGhKBaKpExvcReY41vn_-0Zxc3HwOsAsfU49-103XPVmmupb37ObG3N5N7EFzZK_4P_IueZQ</recordid><startdate>199210</startdate><enddate>199210</enddate><creator>Kang, Hunseung</creator><creator>Chou, Ping-Jung</creator><creator>Johnson JR, W. Curtis</creator><creator>Weller, Dwight</creator><creator>Huang, Sung-Ben</creator><creator>Summerton, James E.</creator><general>Wiley Subscription Services, Inc., A Wiley Company</general><general>Wiley</general><scope>BSCLL</scope><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><scope>7QO</scope><scope>7TC</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>199210</creationdate><title>Stacking interactions of ApA analogues with modified backbones</title><author>Kang, Hunseung ; Chou, Ping-Jung ; Johnson JR, W. Curtis ; Weller, Dwight ; Huang, Sung-Ben ; Summerton, James E.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4359-e2c8557fb3ae5859447e9c9e1ea0be3e6c41561a9c6ff204a65f96d01ea677423</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1992</creationdate><topic>Biological and medical sciences</topic><topic>Circular Dichroism</topic><topic>Dinucleoside Phosphates - chemistry</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Molecular biophysics</topic><topic>Molecular Structure</topic><topic>Nucleic Acid Conformation</topic><topic>Thermodynamics</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kang, Hunseung</creatorcontrib><creatorcontrib>Chou, Ping-Jung</creatorcontrib><creatorcontrib>Johnson JR, W. Curtis</creatorcontrib><creatorcontrib>Weller, Dwight</creatorcontrib><creatorcontrib>Huang, Sung-Ben</creatorcontrib><creatorcontrib>Summerton, James E.</creatorcontrib><collection>Istex</collection><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><collection>Biotechnology Research Abstracts</collection><collection>Mechanical Engineering Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Biopolymers</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kang, Hunseung</au><au>Chou, Ping-Jung</au><au>Johnson JR, W. Curtis</au><au>Weller, Dwight</au><au>Huang, Sung-Ben</au><au>Summerton, James E.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Stacking interactions of ApA analogues with modified backbones</atitle><jtitle>Biopolymers</jtitle><addtitle>Biopolymers</addtitle><date>1992-10</date><risdate>1992</risdate><volume>32</volume><issue>10</issue><spage>1351</spage><epage>1363</epage><pages>1351-1363</pages><issn>0006-3525</issn><eissn>1097-0282</eissn><coden>BIPMAA</coden><abstract>CD spectra have been measured as a function of temperature for a number of ApA analogues with modified backbones. Oligonucleotides with these modified backbones are being used as antisense agents having potential as viral therapeutics. Results of these studies show that when a carbonyl is substituted for the phosphate to produce an uncharged backbone, the analogues that have either sugar or morpholino substitution do not stack. In contrast, when a morpholino group is substituted for the sugar and the phosphate is modified so as to be uncharged, there is strong base stacking. Stacking interactions in the phosphorus‐linked morpholino analogues are at least as strong as those found in d (ApA). The stacking interactions in ApA are weak by comparison. Singular value decomposition demonstrates that the stacking is two state, and Taylor series decomposition yields a coefficient that measures base stacking interactions. The van't Hoff equation is applied to the base stacking coefficient from the Taylor series fitting to give thermodynamic parameters. © 1992 John Wiley & Sons, Inc.</abstract><cop>Hoboken</cop><pub>Wiley Subscription Services, Inc., A Wiley Company</pub><pmid>1420963</pmid><doi>10.1002/bip.360321009</doi><tpages>13</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0006-3525 |
ispartof | Biopolymers, 1992-10, Vol.32 (10), p.1351-1363 |
issn | 0006-3525 1097-0282 |
language | eng |
recordid | cdi_proquest_miscellaneous_745661500 |
source | MEDLINE; Wiley Online Library All Journals |
subjects | Biological and medical sciences Circular Dichroism Dinucleoside Phosphates - chemistry Fundamental and applied biological sciences. Psychology Molecular biophysics Molecular Structure Nucleic Acid Conformation Thermodynamics |
title | Stacking interactions of ApA analogues with modified backbones |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-09T17%3A14%3A37IST&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=Stacking%20interactions%20of%20ApA%20analogues%20with%20modified%20backbones&rft.jtitle=Biopolymers&rft.au=Kang,%20Hunseung&rft.date=1992-10&rft.volume=32&rft.issue=10&rft.spage=1351&rft.epage=1363&rft.pages=1351-1363&rft.issn=0006-3525&rft.eissn=1097-0282&rft.coden=BIPMAA&rft_id=info:doi/10.1002/bip.360321009&rft_dat=%3Cproquest_cross%3E745661500%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=73271256&rft_id=info:pmid/1420963&rfr_iscdi=true |