Photocaged G‑Quadruplex DNAzyme and Aptamer by Post-Synthetic Modification on Phosphodiester Backbone
G-quadruplex-containing DNAzymes and aptamers are widely applied in many research fields because of their high stability and prominent activities versus the protein counterparts. In this work, G-quadruplex DNAs were equipped with photolabile groups to construct photocaged DNAzymes and aptamers. We i...
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| Veröffentlicht in: | Bioconjugate chemistry 2017-02, Vol.28 (2), p.549-555 |
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| creator | Feng, Mengli Ruan, Zhiyuan Shang, Jiachen Xiao, Lu Tong, Aijun Xiang, Yu |
| description | G-quadruplex-containing DNAzymes and aptamers are widely applied in many research fields because of their high stability and prominent activities versus the protein counterparts. In this work, G-quadruplex DNAs were equipped with photolabile groups to construct photocaged DNAzymes and aptamers. We incorporated TEEP–OH (thioether-enol phosphate, phenol substituted) into phosphodiester backbone of G-quadruplex DNA by a facile post-synthetic method to achieve efficient photocaging of their activities. Upon light irradiation, the peroxidase-mimicking activity of the caged G-quadruplex DNAzyme was activated, through the transformation of TEEP–OH into a native DNA phosphodiester without any artificial scar. Similarly, the caged G-quadruplex thrombin-binding aptamer also showed light-induced activation of thrombin inhibition activity. This method could serve as a general strategy to prepare photocaged G-quadruplex DNA with other activities for noninvasive control of their functions. |
| doi_str_mv | 10.1021/acs.bioconjchem.6b00646 |
| format | Article |
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In this work, G-quadruplex DNAs were equipped with photolabile groups to construct photocaged DNAzymes and aptamers. We incorporated TEEP–OH (thioether-enol phosphate, phenol substituted) into phosphodiester backbone of G-quadruplex DNA by a facile post-synthetic method to achieve efficient photocaging of their activities. Upon light irradiation, the peroxidase-mimicking activity of the caged G-quadruplex DNAzyme was activated, through the transformation of TEEP–OH into a native DNA phosphodiester without any artificial scar. Similarly, the caged G-quadruplex thrombin-binding aptamer also showed light-induced activation of thrombin inhibition activity. This method could serve as a general strategy to prepare photocaged G-quadruplex DNA with other activities for noninvasive control of their functions.</description><identifier>ISSN: 1043-1802</identifier><identifier>EISSN: 1520-4812</identifier><identifier>DOI: 10.1021/acs.bioconjchem.6b00646</identifier><identifier>PMID: 27931100</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Antithrombins - chemistry ; Antithrombins - pharmacology ; Aptamers, Nucleotide - chemistry ; Aptamers, Nucleotide - pharmacology ; Biochemistry ; Deoxyribonucleic acid ; DNA ; DNA, Catalytic - chemistry ; Enzyme Activation - radiation effects ; G-Quadruplexes - radiation effects ; Humans ; Light ; Models, Molecular ; Molecules ; Peroxidase - chemistry ; Phenols - chemistry ; Phosphates - chemistry ; Proteins ; Sulfides - chemistry ; Thrombin - metabolism ; Ultraviolet radiation</subject><ispartof>Bioconjugate chemistry, 2017-02, Vol.28 (2), p.549-555</ispartof><rights>Copyright © 2016 American Chemical Society</rights><rights>Copyright American Chemical Society Feb 15, 2017</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a418t-52e12579623133152f32898c2e2ff4387dd40686c5c74d372d1ec8e2c4b2a9673</citedby><cites>FETCH-LOGICAL-a418t-52e12579623133152f32898c2e2ff4387dd40686c5c74d372d1ec8e2c4b2a9673</cites><orcidid>0000-0002-5593-5773</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.bioconjchem.6b00646$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.bioconjchem.6b00646$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>315,781,785,2766,27081,27929,27930,56743,56793</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/27931100$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Feng, Mengli</creatorcontrib><creatorcontrib>Ruan, Zhiyuan</creatorcontrib><creatorcontrib>Shang, Jiachen</creatorcontrib><creatorcontrib>Xiao, Lu</creatorcontrib><creatorcontrib>Tong, Aijun</creatorcontrib><creatorcontrib>Xiang, Yu</creatorcontrib><title>Photocaged G‑Quadruplex DNAzyme and Aptamer by Post-Synthetic Modification on Phosphodiester Backbone</title><title>Bioconjugate chemistry</title><addtitle>Bioconjugate Chem</addtitle><description>G-quadruplex-containing DNAzymes and aptamers are widely applied in many research fields because of their high stability and prominent activities versus the protein counterparts. 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This method could serve as a general strategy to prepare photocaged G-quadruplex DNA with other activities for noninvasive control of their functions.</description><subject>Antithrombins - chemistry</subject><subject>Antithrombins - pharmacology</subject><subject>Aptamers, Nucleotide - chemistry</subject><subject>Aptamers, Nucleotide - pharmacology</subject><subject>Biochemistry</subject><subject>Deoxyribonucleic acid</subject><subject>DNA</subject><subject>DNA, Catalytic - chemistry</subject><subject>Enzyme Activation - radiation effects</subject><subject>G-Quadruplexes - radiation effects</subject><subject>Humans</subject><subject>Light</subject><subject>Models, Molecular</subject><subject>Molecules</subject><subject>Peroxidase - chemistry</subject><subject>Phenols - chemistry</subject><subject>Phosphates - chemistry</subject><subject>Proteins</subject><subject>Sulfides - chemistry</subject><subject>Thrombin - metabolism</subject><subject>Ultraviolet radiation</subject><issn>1043-1802</issn><issn>1520-4812</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkctO4zAUhi0EAgZ4BYjEhk2Kb7GdZSkMIHEVsI4c-4SmNHGIE2k6K16BV-RJcNVyERskS7as73z2OT9CewQPCKbkUBs_yEtnXD0xY6gGIsdYcLGCNklCccwVoavhjDmLicJ0A_3xfoIxTomi62iDypQRgvEmerwZu84Z_Qg2On17eb3ttW37Zgr_ouOr4f9ZBZGubTRsOl1BG-Wz6Mb5Lr6b1d0YutJEl86WRWl0V7o6Civ4fDMOl-C7UHCkzVPuathGa4WeethZ7lvo4e_J_egsvrg-PR8NL2LNierihAKhiUwFZYSx0EvBqEqVoUCLgjMlreVYKGESI7llkloCRgE1PKc6FZJtoYOFt2ndcx_-kFWlNzCd6hpc7zOipFQsEWEyv6NcqjAnObfu_0Anrm_r0EigRKpkmqQsUHJBmdZ530KRNW1Z6XaWEZzNY8tCbNm32LJlbKFyd-nv8wrsZ91HTgFgC2Bu-Hr7F-07BOCpPQ</recordid><startdate>20170215</startdate><enddate>20170215</enddate><creator>Feng, Mengli</creator><creator>Ruan, Zhiyuan</creator><creator>Shang, Jiachen</creator><creator>Xiao, Lu</creator><creator>Tong, Aijun</creator><creator>Xiang, Yu</creator><general>American Chemical Society</general><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>7QO</scope><scope>7TM</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-5593-5773</orcidid></search><sort><creationdate>20170215</creationdate><title>Photocaged G‑Quadruplex DNAzyme and Aptamer by Post-Synthetic Modification on Phosphodiester Backbone</title><author>Feng, Mengli ; Ruan, Zhiyuan ; Shang, Jiachen ; Xiao, Lu ; Tong, Aijun ; Xiang, Yu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a418t-52e12579623133152f32898c2e2ff4387dd40686c5c74d372d1ec8e2c4b2a9673</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Antithrombins - chemistry</topic><topic>Antithrombins - pharmacology</topic><topic>Aptamers, Nucleotide - chemistry</topic><topic>Aptamers, Nucleotide - pharmacology</topic><topic>Biochemistry</topic><topic>Deoxyribonucleic acid</topic><topic>DNA</topic><topic>DNA, Catalytic - chemistry</topic><topic>Enzyme Activation - radiation effects</topic><topic>G-Quadruplexes - radiation effects</topic><topic>Humans</topic><topic>Light</topic><topic>Models, Molecular</topic><topic>Molecules</topic><topic>Peroxidase - chemistry</topic><topic>Phenols - chemistry</topic><topic>Phosphates - chemistry</topic><topic>Proteins</topic><topic>Sulfides - chemistry</topic><topic>Thrombin - metabolism</topic><topic>Ultraviolet radiation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Feng, Mengli</creatorcontrib><creatorcontrib>Ruan, Zhiyuan</creatorcontrib><creatorcontrib>Shang, Jiachen</creatorcontrib><creatorcontrib>Xiao, Lu</creatorcontrib><creatorcontrib>Tong, Aijun</creatorcontrib><creatorcontrib>Xiang, Yu</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</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><collection>MEDLINE - Academic</collection><jtitle>Bioconjugate chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Feng, Mengli</au><au>Ruan, Zhiyuan</au><au>Shang, Jiachen</au><au>Xiao, Lu</au><au>Tong, Aijun</au><au>Xiang, Yu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photocaged G‑Quadruplex DNAzyme and Aptamer by Post-Synthetic Modification on Phosphodiester Backbone</atitle><jtitle>Bioconjugate chemistry</jtitle><addtitle>Bioconjugate Chem</addtitle><date>2017-02-15</date><risdate>2017</risdate><volume>28</volume><issue>2</issue><spage>549</spage><epage>555</epage><pages>549-555</pages><issn>1043-1802</issn><eissn>1520-4812</eissn><abstract>G-quadruplex-containing DNAzymes and aptamers are widely applied in many research fields because of their high stability and prominent activities versus the protein counterparts. In this work, G-quadruplex DNAs were equipped with photolabile groups to construct photocaged DNAzymes and aptamers. We incorporated TEEP–OH (thioether-enol phosphate, phenol substituted) into phosphodiester backbone of G-quadruplex DNA by a facile post-synthetic method to achieve efficient photocaging of their activities. Upon light irradiation, the peroxidase-mimicking activity of the caged G-quadruplex DNAzyme was activated, through the transformation of TEEP–OH into a native DNA phosphodiester without any artificial scar. Similarly, the caged G-quadruplex thrombin-binding aptamer also showed light-induced activation of thrombin inhibition activity. This method could serve as a general strategy to prepare photocaged G-quadruplex DNA with other activities for noninvasive control of their functions.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>27931100</pmid><doi>10.1021/acs.bioconjchem.6b00646</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-5593-5773</orcidid></addata></record> |
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| subjects | Antithrombins - chemistry Antithrombins - pharmacology Aptamers, Nucleotide - chemistry Aptamers, Nucleotide - pharmacology Biochemistry Deoxyribonucleic acid DNA DNA, Catalytic - chemistry Enzyme Activation - radiation effects G-Quadruplexes - radiation effects Humans Light Models, Molecular Molecules Peroxidase - chemistry Phenols - chemistry Phosphates - chemistry Proteins Sulfides - chemistry Thrombin - metabolism Ultraviolet radiation |
| title | Photocaged G‑Quadruplex DNAzyme and Aptamer by Post-Synthetic Modification on Phosphodiester Backbone |
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