SiO2 nanoparticles as platform for delivery of nucleoside triphosphate analogues into cells
A system for delivery of analogues of 2′-deoxyribonucleoside triphosphate (dNTP) based on SiO2 nanoparticles was proposed. A simple and versatile method was developed for the preparation of SiO2–dNTP conjugates using the ‘click’-reaction between premodified nanoparticles containing the azido groups...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry 2013-02, Vol.21 (3), p.703-711 |
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| container_issue | 3 |
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| container_title | Bioorganic & medicinal chemistry |
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| creator | Vasilyeva, Svetlana V. Silnikov, Vladimir N. Shatskaya, Natalia V. Levina, Asya S. Repkova, Marina N. Zarytova, Valentina F. |
| description | A system for delivery of analogues of 2′-deoxyribonucleoside triphosphate (dNTP) based on SiO2 nanoparticles was proposed. A simple and versatile method was developed for the preparation of SiO2–dNTP conjugates using the ‘click’-reaction between premodified nanoparticles containing the azido groups and dNTP containing the alkyne-modified γ-phosphate group. The substrate properties of SiO2–dNTP were tested using Klenow fragment and HIV reverse transcriptase. Nucleoside triphosphates being a part of the SiO2–dNTP nanocomposites were shown to be incorporated into the growing DNA chain. The rate of polymerization with the use of SiO2–dNTP or common dNTP in case of HIV reverse transcriptase differed insignificantly. It was shown by confocal microscopy that the proposed SiO2–dNTP nanocomposites bearing the fluorescent label penetrate into cells and even into cellular nuclei. |
| doi_str_mv | 10.1016/j.bmc.2012.11.057 |
| format | Article |
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A simple and versatile method was developed for the preparation of SiO2–dNTP conjugates using the ‘click’-reaction between premodified nanoparticles containing the azido groups and dNTP containing the alkyne-modified γ-phosphate group. The substrate properties of SiO2–dNTP were tested using Klenow fragment and HIV reverse transcriptase. Nucleoside triphosphates being a part of the SiO2–dNTP nanocomposites were shown to be incorporated into the growing DNA chain. The rate of polymerization with the use of SiO2–dNTP or common dNTP in case of HIV reverse transcriptase differed insignificantly. It was shown by confocal microscopy that the proposed SiO2–dNTP nanocomposites bearing the fluorescent label penetrate into cells and even into cellular nuclei.</description><identifier>ISSN: 0968-0896</identifier><identifier>EISSN: 1464-3391</identifier><identifier>DOI: 10.1016/j.bmc.2012.11.057</identifier><identifier>PMID: 23280146</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Confocal microscopy ; Delivery into cells ; Deoxyribonucleotides - chemical synthesis ; Deoxyribonucleotides - chemistry ; Deoxyribonucleotides - pharmacokinetics ; DNA ; Drug Delivery Systems ; fluorescence ; HeLa Cells ; Human immunodeficiency virus ; Humans ; microscopy ; Microscopy, Confocal ; Molecular Structure ; nanocomposites ; nanoparticles ; Nanoparticles - chemistry ; Nucleoside triphosphates ; nucleoside-triphosphate phosphatase ; Polymerization ; Polyphosphates - chemical synthesis ; Polyphosphates - chemistry ; Polyphosphates - pharmacokinetics ; RNA-directed DNA polymerase ; silica ; Silicon Dioxide - chemistry ; SiO2 nanoparticles ; Substrate properties ; ‘Click’ chemistry</subject><ispartof>Bioorganic & medicinal chemistry, 2013-02, Vol.21 (3), p.703-711</ispartof><rights>2012 Elsevier Ltd</rights><rights>Copyright © 2012 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c443t-f0a6deff8c9780ed5f8f319533314f044af6a84f687c829a82e5c5f339dffa673</citedby><cites>FETCH-LOGICAL-c443t-f0a6deff8c9780ed5f8f319533314f044af6a84f687c829a82e5c5f339dffa673</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bmc.2012.11.057$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23280146$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Vasilyeva, Svetlana V.</creatorcontrib><creatorcontrib>Silnikov, Vladimir N.</creatorcontrib><creatorcontrib>Shatskaya, Natalia V.</creatorcontrib><creatorcontrib>Levina, Asya S.</creatorcontrib><creatorcontrib>Repkova, Marina N.</creatorcontrib><creatorcontrib>Zarytova, Valentina F.</creatorcontrib><title>SiO2 nanoparticles as platform for delivery of nucleoside triphosphate analogues into cells</title><title>Bioorganic & medicinal chemistry</title><addtitle>Bioorg Med Chem</addtitle><description>A system for delivery of analogues of 2′-deoxyribonucleoside triphosphate (dNTP) based on SiO2 nanoparticles was proposed. A simple and versatile method was developed for the preparation of SiO2–dNTP conjugates using the ‘click’-reaction between premodified nanoparticles containing the azido groups and dNTP containing the alkyne-modified γ-phosphate group. The substrate properties of SiO2–dNTP were tested using Klenow fragment and HIV reverse transcriptase. Nucleoside triphosphates being a part of the SiO2–dNTP nanocomposites were shown to be incorporated into the growing DNA chain. The rate of polymerization with the use of SiO2–dNTP or common dNTP in case of HIV reverse transcriptase differed insignificantly. It was shown by confocal microscopy that the proposed SiO2–dNTP nanocomposites bearing the fluorescent label penetrate into cells and even into cellular nuclei.</description><subject>Confocal microscopy</subject><subject>Delivery into cells</subject><subject>Deoxyribonucleotides - chemical synthesis</subject><subject>Deoxyribonucleotides - chemistry</subject><subject>Deoxyribonucleotides - pharmacokinetics</subject><subject>DNA</subject><subject>Drug Delivery Systems</subject><subject>fluorescence</subject><subject>HeLa Cells</subject><subject>Human immunodeficiency virus</subject><subject>Humans</subject><subject>microscopy</subject><subject>Microscopy, Confocal</subject><subject>Molecular Structure</subject><subject>nanocomposites</subject><subject>nanoparticles</subject><subject>Nanoparticles - chemistry</subject><subject>Nucleoside triphosphates</subject><subject>nucleoside-triphosphate phosphatase</subject><subject>Polymerization</subject><subject>Polyphosphates - chemical synthesis</subject><subject>Polyphosphates - chemistry</subject><subject>Polyphosphates - pharmacokinetics</subject><subject>RNA-directed DNA polymerase</subject><subject>silica</subject><subject>Silicon Dioxide - chemistry</subject><subject>SiO2 nanoparticles</subject><subject>Substrate properties</subject><subject>‘Click’ chemistry</subject><issn>0968-0896</issn><issn>1464-3391</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkT9vFDEQxS1ERC6BD0ADLml2M_5viwpFQJAipQipKCzHayc-7a4Xey9Svn18ukAJaWaa33t6Mw-h9wR6AkSebfvbyfcUCO0J6UGoV2hDuOQdY4a8RhswUnegjTxGJ7VuAYByQ96gY8qohkZu0K_rdEXx7Oa8uLImP4aKXcXL6NaYy4TbwEMY00MojzhHPO8akmsaAl5LWu5zXe7dGrCb3Zjvdk2d5jVjH8axvkVH0Y01vHvep-jm29ef5xfd5dX3H-dfLjvPOVu7CE4OIUbtjdIQBhF1ZMQIxhjhETh3UTrNo9TKa2qcpkF4EduNQ4xOKnaKPh18l5J_twirnVLdJ3BzyLtqiQBQhupm-F-UagFGcS5fgComuFIKGkoOqC-51hKiXUqaXHm0BOy-Kbu1rSm7b8oSYltTTfPh2X53O4Xhr-JPNQ34eACiy9bdlVTtzXVzaMcQAkrQRnw-EKE99yGFYqtPYfZhSCX41Q45_SPAEymqrLk</recordid><startdate>20130201</startdate><enddate>20130201</enddate><creator>Vasilyeva, Svetlana V.</creator><creator>Silnikov, Vladimir N.</creator><creator>Shatskaya, Natalia V.</creator><creator>Levina, Asya S.</creator><creator>Repkova, Marina N.</creator><creator>Zarytova, Valentina F.</creator><general>Elsevier Ltd</general><scope>FBQ</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>7TM</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>20130201</creationdate><title>SiO2 nanoparticles as platform for delivery of nucleoside triphosphate analogues into cells</title><author>Vasilyeva, Svetlana V. ; Silnikov, Vladimir N. ; Shatskaya, Natalia V. ; Levina, Asya S. ; Repkova, Marina N. ; Zarytova, Valentina F.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c443t-f0a6deff8c9780ed5f8f319533314f044af6a84f687c829a82e5c5f339dffa673</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Confocal microscopy</topic><topic>Delivery into cells</topic><topic>Deoxyribonucleotides - chemical synthesis</topic><topic>Deoxyribonucleotides - chemistry</topic><topic>Deoxyribonucleotides - pharmacokinetics</topic><topic>DNA</topic><topic>Drug Delivery Systems</topic><topic>fluorescence</topic><topic>HeLa Cells</topic><topic>Human immunodeficiency virus</topic><topic>Humans</topic><topic>microscopy</topic><topic>Microscopy, Confocal</topic><topic>Molecular Structure</topic><topic>nanocomposites</topic><topic>nanoparticles</topic><topic>Nanoparticles - chemistry</topic><topic>Nucleoside triphosphates</topic><topic>nucleoside-triphosphate phosphatase</topic><topic>Polymerization</topic><topic>Polyphosphates - chemical synthesis</topic><topic>Polyphosphates - chemistry</topic><topic>Polyphosphates - pharmacokinetics</topic><topic>RNA-directed DNA polymerase</topic><topic>silica</topic><topic>Silicon Dioxide - chemistry</topic><topic>SiO2 nanoparticles</topic><topic>Substrate properties</topic><topic>‘Click’ chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Vasilyeva, Svetlana V.</creatorcontrib><creatorcontrib>Silnikov, Vladimir N.</creatorcontrib><creatorcontrib>Shatskaya, Natalia V.</creatorcontrib><creatorcontrib>Levina, Asya S.</creatorcontrib><creatorcontrib>Repkova, Marina N.</creatorcontrib><creatorcontrib>Zarytova, Valentina F.</creatorcontrib><collection>AGRIS</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>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Bioorganic & medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Vasilyeva, Svetlana V.</au><au>Silnikov, Vladimir N.</au><au>Shatskaya, Natalia V.</au><au>Levina, Asya S.</au><au>Repkova, Marina N.</au><au>Zarytova, Valentina F.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>SiO2 nanoparticles as platform for delivery of nucleoside triphosphate analogues into cells</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem</addtitle><date>2013-02-01</date><risdate>2013</risdate><volume>21</volume><issue>3</issue><spage>703</spage><epage>711</epage><pages>703-711</pages><issn>0968-0896</issn><eissn>1464-3391</eissn><abstract>A system for delivery of analogues of 2′-deoxyribonucleoside triphosphate (dNTP) based on SiO2 nanoparticles was proposed. A simple and versatile method was developed for the preparation of SiO2–dNTP conjugates using the ‘click’-reaction between premodified nanoparticles containing the azido groups and dNTP containing the alkyne-modified γ-phosphate group. The substrate properties of SiO2–dNTP were tested using Klenow fragment and HIV reverse transcriptase. Nucleoside triphosphates being a part of the SiO2–dNTP nanocomposites were shown to be incorporated into the growing DNA chain. The rate of polymerization with the use of SiO2–dNTP or common dNTP in case of HIV reverse transcriptase differed insignificantly. It was shown by confocal microscopy that the proposed SiO2–dNTP nanocomposites bearing the fluorescent label penetrate into cells and even into cellular nuclei.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>23280146</pmid><doi>10.1016/j.bmc.2012.11.057</doi><tpages>9</tpages></addata></record> |
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| subjects | Confocal microscopy Delivery into cells Deoxyribonucleotides - chemical synthesis Deoxyribonucleotides - chemistry Deoxyribonucleotides - pharmacokinetics DNA Drug Delivery Systems fluorescence HeLa Cells Human immunodeficiency virus Humans microscopy Microscopy, Confocal Molecular Structure nanocomposites nanoparticles Nanoparticles - chemistry Nucleoside triphosphates nucleoside-triphosphate phosphatase Polymerization Polyphosphates - chemical synthesis Polyphosphates - chemistry Polyphosphates - pharmacokinetics RNA-directed DNA polymerase silica Silicon Dioxide - chemistry SiO2 nanoparticles Substrate properties ‘Click’ chemistry |
| title | SiO2 nanoparticles as platform for delivery of nucleoside triphosphate analogues into cells |
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