A Photoreactive G-Quadruplex Ligand Triggered by Green Light
A photoreactive molecular dye targeting the G‐quadruplex nucleic acid (G4) of the human telomeric sequence Tel22, and several mutated analogues, was activated by green light (λ=532 nm). Highly selective covalent modification of G4 versus single‐stranded and double‐stranded DNA was achieved with effi...
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| Veröffentlicht in: | Chemistry : a European journal 2015-02, Vol.21 (6), p.2330-2334 |
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| container_title | Chemistry : a European journal |
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| creator | Nadai, Matteo Doria, Filippo Germani, Luca Richter, Sara N. Freccero, Mauro |
| description | A photoreactive molecular dye targeting the G‐quadruplex nucleic acid (G4) of the human telomeric sequence Tel22, and several mutated analogues, was activated by green light (λ=532 nm). Highly selective covalent modification of G4 versus single‐stranded and double‐stranded DNA was achieved with efficiency up to 64 %. The phenoxyl radical was generated and detected by laser‐flash photolysis as a reactive intermediate that targeted loop thymine residues. These insights may suggest a non‐invasive tool for selective nucleic acid tagging and “pull‐down” cellular applications.
Given the green light: Activation of a photoreactive molecular dye by green light (λ=532 nm) has been shown to generate selective and efficient (64 %) covalent targeting of human telomeric DNA and mutated analogues (see scheme). |
| doi_str_mv | 10.1002/chem.201405215 |
| format | Article |
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Given the green light: Activation of a photoreactive molecular dye by green light (λ=532 nm) has been shown to generate selective and efficient (64 %) covalent targeting of human telomeric DNA and mutated analogues (see scheme).</description><subject>Alkylation</subject><subject>Chemistry</subject><subject>Circular Dichroism</subject><subject>Covalence</subject><subject>covalent targeting</subject><subject>Deoxyribonucleic acid</subject><subject>DNA - chemistry</subject><subject>DNA damage</subject><subject>Dyes</subject><subject>Electrophoresis, Polyacrylamide Gel</subject><subject>G-quadruplexes</subject><subject>G-Quadruplexes - radiation effects</subject><subject>Green aspects</subject><subject>Human</subject><subject>Humans</subject><subject>Ligands</subject><subject>Light</subject><subject>Nucleic acids</subject><subject>Phenols - chemistry</subject><subject>photochemistry</subject><subject>Photolysis</subject><subject>Radicals</subject><subject>Telomere - chemistry</subject><issn>0947-6539</issn><issn>1521-3765</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkU1P20AQhldVEQTKtcfKUi-9OJ3ZT6_EBSJIUNNPUVXqZbW2J4mpE6e7NpB_X0eBCPXCaQ7zvI808zL2FmGIAPxjsaDlkANKUBzVKzbAfqbCaPWaDcBKk2ol7BE7jvEWAKwW4pAdcaWQg9EDdnaefFs0bRPIF211R8k4_d75MnTrmh6SaTX3qzK5CdV8ToHKJN8k40C02m4W7Rt2MPN1pNPHecJ-Xl3ejCbp9Ov4enQ-TQuNRqXSG698XmBpiLyxYqalNiAwKzxqlWWAqHxhgIPNc5ujQuMzDRIJBRdenLAPO-86NH87iq1bVrGguvYrarro0GQareTWvIxqxSVwqWWPvv8PvW26sOoP6SlptORGip4a7qgiNDEGmrl1qJY-bByC21bgthW4fQV94N2jtsuXVO7xp5_3gN0B91VNmxd0bjS5_Pxcnu6yVWzpYZ_14Y_TRhjlfn0ZOz35Pflx8enCXYl_wAqdzQ</recordid><startdate>20150202</startdate><enddate>20150202</enddate><creator>Nadai, Matteo</creator><creator>Doria, Filippo</creator><creator>Germani, Luca</creator><creator>Richter, Sara N.</creator><creator>Freccero, Mauro</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</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>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>K9.</scope><scope>7X8</scope></search><sort><creationdate>20150202</creationdate><title>A Photoreactive G-Quadruplex Ligand Triggered by Green Light</title><author>Nadai, Matteo ; Doria, Filippo ; Germani, Luca ; Richter, Sara N. ; Freccero, Mauro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c6175-4a7a5abc1d7eea793f64670318ca165880115ac70209bb9b1517a86041e1323a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Alkylation</topic><topic>Chemistry</topic><topic>Circular Dichroism</topic><topic>Covalence</topic><topic>covalent targeting</topic><topic>Deoxyribonucleic acid</topic><topic>DNA - chemistry</topic><topic>DNA damage</topic><topic>Dyes</topic><topic>Electrophoresis, Polyacrylamide Gel</topic><topic>G-quadruplexes</topic><topic>G-Quadruplexes - radiation effects</topic><topic>Green aspects</topic><topic>Human</topic><topic>Humans</topic><topic>Ligands</topic><topic>Light</topic><topic>Nucleic acids</topic><topic>Phenols - chemistry</topic><topic>photochemistry</topic><topic>Photolysis</topic><topic>Radicals</topic><topic>Telomere - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nadai, Matteo</creatorcontrib><creatorcontrib>Doria, Filippo</creatorcontrib><creatorcontrib>Germani, Luca</creatorcontrib><creatorcontrib>Richter, Sara N.</creatorcontrib><creatorcontrib>Freccero, Mauro</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry : a European journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nadai, Matteo</au><au>Doria, Filippo</au><au>Germani, Luca</au><au>Richter, Sara N.</au><au>Freccero, Mauro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Photoreactive G-Quadruplex Ligand Triggered by Green Light</atitle><jtitle>Chemistry : a European journal</jtitle><addtitle>Chem. Eur. J</addtitle><date>2015-02-02</date><risdate>2015</risdate><volume>21</volume><issue>6</issue><spage>2330</spage><epage>2334</epage><pages>2330-2334</pages><issn>0947-6539</issn><eissn>1521-3765</eissn><coden>CEUJED</coden><abstract>A photoreactive molecular dye targeting the G‐quadruplex nucleic acid (G4) of the human telomeric sequence Tel22, and several mutated analogues, was activated by green light (λ=532 nm). Highly selective covalent modification of G4 versus single‐stranded and double‐stranded DNA was achieved with efficiency up to 64 %. The phenoxyl radical was generated and detected by laser‐flash photolysis as a reactive intermediate that targeted loop thymine residues. These insights may suggest a non‐invasive tool for selective nucleic acid tagging and “pull‐down” cellular applications.
Given the green light: Activation of a photoreactive molecular dye by green light (λ=532 nm) has been shown to generate selective and efficient (64 %) covalent targeting of human telomeric DNA and mutated analogues (see scheme).</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>25512076</pmid><doi>10.1002/chem.201405215</doi><tpages>5</tpages></addata></record> |
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| source | MEDLINE; Wiley Online Library Journals Frontfile Complete |
| subjects | Alkylation Chemistry Circular Dichroism Covalence covalent targeting Deoxyribonucleic acid DNA - chemistry DNA damage Dyes Electrophoresis, Polyacrylamide Gel G-quadruplexes G-Quadruplexes - radiation effects Green aspects Human Humans Ligands Light Nucleic acids Phenols - chemistry photochemistry Photolysis Radicals Telomere - chemistry |
| title | A Photoreactive G-Quadruplex Ligand Triggered by Green Light |
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