Stabilization of an intermolecular i-motif by lipid modification of cytosine-oligodeoxynucleotides
This paper describes the stabilization of an intermolecular i-motif by lipophilic modification on the 3'-terminus of oligonucleotides. The hydrophobic aliphatic chain connected at the 3'-terminus of a trinucleotide (dC)3 promoted the formation of an i-motif and significantly enhanced the q...
Gespeichert in:
| Veröffentlicht in: | Organic & biomolecular chemistry 2018, Vol.16 (26), p.4857-4863 |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 4863 |
|---|---|
| container_issue | 26 |
| container_start_page | 4857 |
| container_title | Organic & biomolecular chemistry |
| container_volume | 16 |
| creator | Sun, Yawei Ji, Yanyun Wang, Dong Wang, Jiqian Liu, Dongsheng |
| description | This paper describes the stabilization of an intermolecular i-motif by lipophilic modification on the 3'-terminus of oligonucleotides. The hydrophobic aliphatic chain connected at the 3'-terminus of a trinucleotide (dC)3 promoted the formation of an i-motif and significantly enhanced the quadruplex's stability. The impact of lipophilic modification on i-motif's thermal stability was studied by UV-thermal denaturation melting experiments and isothermal titration calorimetry. We found that alkyl chains containing more than 14 carbon atoms could elevate the i-motif structure's stability in a wide range of pH and concentrations. |
| doi_str_mv | 10.1039/c8ob00920a |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2057863986</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2063887775</sourcerecordid><originalsourceid>FETCH-LOGICAL-c381t-c42668156a866f1eb5dd8976da354e6e18ffc6078d9e8f680667a76cdcca69d43</originalsourceid><addsrcrecordid>eNpdkMtKxDAUhoMozji68QGk4EaEatK0uSzHwRsMzEJdlzQXyZA2Y9KC9emNzjgLF4dzFt__c_gAOEfwBkHMbyXzDYS8gOIATFFJaQ4rzA_3dwEn4CTGNYSIU1Ieg0nBeUEYo1PQvPSisc5-id76LvMmE11mu16H1jstBydCZvPW99ZkzZg5u7Eqa72yxsp9RI69j7bTuXf23SvtP8dukE6nlNLxFBwZ4aI-2-0ZeHu4f1085cvV4_NivswlZqjPZVkQwlBFBCPEIN1USrH0rxK4KjXRiBkjCaRMcc0MYZAQKiiRSkpBuCrxDFxtezfBfww69nVro9TOiU77IdYFrCgjmKeZgct_6NoPoUvfJYrgZIbSKlHXW0oGH2PQpt4E24ow1gjWP-brBVvd_ZqfJ_hiVzk0rVZ79E81_gbkfn-q</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2063887775</pqid></control><display><type>article</type><title>Stabilization of an intermolecular i-motif by lipid modification of cytosine-oligodeoxynucleotides</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Sun, Yawei ; Ji, Yanyun ; Wang, Dong ; Wang, Jiqian ; Liu, Dongsheng</creator><creatorcontrib>Sun, Yawei ; Ji, Yanyun ; Wang, Dong ; Wang, Jiqian ; Liu, Dongsheng</creatorcontrib><description>This paper describes the stabilization of an intermolecular i-motif by lipophilic modification on the 3'-terminus of oligonucleotides. The hydrophobic aliphatic chain connected at the 3'-terminus of a trinucleotide (dC)3 promoted the formation of an i-motif and significantly enhanced the quadruplex's stability. The impact of lipophilic modification on i-motif's thermal stability was studied by UV-thermal denaturation melting experiments and isothermal titration calorimetry. We found that alkyl chains containing more than 14 carbon atoms could elevate the i-motif structure's stability in a wide range of pH and concentrations.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/c8ob00920a</identifier><identifier>PMID: 29926887</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Aliphatic compounds ; Atomic structure ; Calorimetry ; Chains ; Cytosine ; Hydrophobicity ; Lipophilic ; Molecular chains ; Oligonucleotides ; Structural stability ; Thermal denaturation ; Thermal stability ; Titration ; Titration calorimetry</subject><ispartof>Organic & biomolecular chemistry, 2018, Vol.16 (26), p.4857-4863</ispartof><rights>Copyright Royal Society of Chemistry 2018</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c381t-c42668156a866f1eb5dd8976da354e6e18ffc6078d9e8f680667a76cdcca69d43</citedby><cites>FETCH-LOGICAL-c381t-c42668156a866f1eb5dd8976da354e6e18ffc6078d9e8f680667a76cdcca69d43</cites><orcidid>0000-0002-7525-5943 ; 0000-0001-9374-2238 ; 0000-0002-4262-8379</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,4022,27922,27923,27924</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29926887$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sun, Yawei</creatorcontrib><creatorcontrib>Ji, Yanyun</creatorcontrib><creatorcontrib>Wang, Dong</creatorcontrib><creatorcontrib>Wang, Jiqian</creatorcontrib><creatorcontrib>Liu, Dongsheng</creatorcontrib><title>Stabilization of an intermolecular i-motif by lipid modification of cytosine-oligodeoxynucleotides</title><title>Organic & biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>This paper describes the stabilization of an intermolecular i-motif by lipophilic modification on the 3'-terminus of oligonucleotides. The hydrophobic aliphatic chain connected at the 3'-terminus of a trinucleotide (dC)3 promoted the formation of an i-motif and significantly enhanced the quadruplex's stability. The impact of lipophilic modification on i-motif's thermal stability was studied by UV-thermal denaturation melting experiments and isothermal titration calorimetry. We found that alkyl chains containing more than 14 carbon atoms could elevate the i-motif structure's stability in a wide range of pH and concentrations.</description><subject>Aliphatic compounds</subject><subject>Atomic structure</subject><subject>Calorimetry</subject><subject>Chains</subject><subject>Cytosine</subject><subject>Hydrophobicity</subject><subject>Lipophilic</subject><subject>Molecular chains</subject><subject>Oligonucleotides</subject><subject>Structural stability</subject><subject>Thermal denaturation</subject><subject>Thermal stability</subject><subject>Titration</subject><subject>Titration calorimetry</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNpdkMtKxDAUhoMozji68QGk4EaEatK0uSzHwRsMzEJdlzQXyZA2Y9KC9emNzjgLF4dzFt__c_gAOEfwBkHMbyXzDYS8gOIATFFJaQ4rzA_3dwEn4CTGNYSIU1Ieg0nBeUEYo1PQvPSisc5-id76LvMmE11mu16H1jstBydCZvPW99ZkzZg5u7Eqa72yxsp9RI69j7bTuXf23SvtP8dukE6nlNLxFBwZ4aI-2-0ZeHu4f1085cvV4_NivswlZqjPZVkQwlBFBCPEIN1USrH0rxK4KjXRiBkjCaRMcc0MYZAQKiiRSkpBuCrxDFxtezfBfww69nVro9TOiU77IdYFrCgjmKeZgct_6NoPoUvfJYrgZIbSKlHXW0oGH2PQpt4E24ow1gjWP-brBVvd_ZqfJ_hiVzk0rVZ79E81_gbkfn-q</recordid><startdate>2018</startdate><enddate>2018</enddate><creator>Sun, Yawei</creator><creator>Ji, Yanyun</creator><creator>Wang, Dong</creator><creator>Wang, Jiqian</creator><creator>Liu, Dongsheng</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-7525-5943</orcidid><orcidid>https://orcid.org/0000-0001-9374-2238</orcidid><orcidid>https://orcid.org/0000-0002-4262-8379</orcidid></search><sort><creationdate>2018</creationdate><title>Stabilization of an intermolecular i-motif by lipid modification of cytosine-oligodeoxynucleotides</title><author>Sun, Yawei ; Ji, Yanyun ; Wang, Dong ; Wang, Jiqian ; Liu, Dongsheng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c381t-c42668156a866f1eb5dd8976da354e6e18ffc6078d9e8f680667a76cdcca69d43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Aliphatic compounds</topic><topic>Atomic structure</topic><topic>Calorimetry</topic><topic>Chains</topic><topic>Cytosine</topic><topic>Hydrophobicity</topic><topic>Lipophilic</topic><topic>Molecular chains</topic><topic>Oligonucleotides</topic><topic>Structural stability</topic><topic>Thermal denaturation</topic><topic>Thermal stability</topic><topic>Titration</topic><topic>Titration calorimetry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sun, Yawei</creatorcontrib><creatorcontrib>Ji, Yanyun</creatorcontrib><creatorcontrib>Wang, Dong</creatorcontrib><creatorcontrib>Wang, Jiqian</creatorcontrib><creatorcontrib>Liu, Dongsheng</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sun, Yawei</au><au>Ji, Yanyun</au><au>Wang, Dong</au><au>Wang, Jiqian</au><au>Liu, Dongsheng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Stabilization of an intermolecular i-motif by lipid modification of cytosine-oligodeoxynucleotides</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2018</date><risdate>2018</risdate><volume>16</volume><issue>26</issue><spage>4857</spage><epage>4863</epage><pages>4857-4863</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>This paper describes the stabilization of an intermolecular i-motif by lipophilic modification on the 3'-terminus of oligonucleotides. The hydrophobic aliphatic chain connected at the 3'-terminus of a trinucleotide (dC)3 promoted the formation of an i-motif and significantly enhanced the quadruplex's stability. The impact of lipophilic modification on i-motif's thermal stability was studied by UV-thermal denaturation melting experiments and isothermal titration calorimetry. We found that alkyl chains containing more than 14 carbon atoms could elevate the i-motif structure's stability in a wide range of pH and concentrations.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>29926887</pmid><doi>10.1039/c8ob00920a</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-7525-5943</orcidid><orcidid>https://orcid.org/0000-0001-9374-2238</orcidid><orcidid>https://orcid.org/0000-0002-4262-8379</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2018, Vol.16 (26), p.4857-4863 |
| issn | 1477-0520 1477-0539 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_2057863986 |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Aliphatic compounds Atomic structure Calorimetry Chains Cytosine Hydrophobicity Lipophilic Molecular chains Oligonucleotides Structural stability Thermal denaturation Thermal stability Titration Titration calorimetry |
| title | Stabilization of an intermolecular i-motif by lipid modification of cytosine-oligodeoxynucleotides |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-12T10%3A01%3A24IST&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=Stabilization%20of%20an%20intermolecular%20i-motif%20by%20lipid%20modification%20of%20cytosine-oligodeoxynucleotides&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Sun,%20Yawei&rft.date=2018&rft.volume=16&rft.issue=26&rft.spage=4857&rft.epage=4863&rft.pages=4857-4863&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/c8ob00920a&rft_dat=%3Cproquest_cross%3E2063887775%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=2063887775&rft_id=info:pmid/29926887&rfr_iscdi=true |