Photosensitive Cross-linked Block Copolymers with Controllable Release
We intend to form photosensitive block copolymer micelles for controllable release of encapsulated substances. Here, we designed and synthesized a new photocleavable cross‐linker (2‐nitrophenyl ethylene glycol dimethacrylate) for methyl methacrylate (MMA) atom transfer radical polymerization. Four d...
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| Veröffentlicht in: | Photochemistry and photobiology 2011-05, Vol.87 (3), p.646-652 |
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| container_title | Photochemistry and photobiology |
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| creator | Yu, LiLi Lv, Cong Wu, LiZhu Tung, ChenHo Lv, WanLiang Li, ZhongJin Tang, XinJing |
| description | We intend to form photosensitive block copolymer micelles for controllable release of encapsulated substances. Here, we designed and synthesized a new photocleavable cross‐linker (2‐nitrophenyl ethylene glycol dimethacrylate) for methyl methacrylate (MMA) atom transfer radical polymerization. Four different ratios (0:1, 1:26, 1:16, 1:8.8) of the photocleavable cross‐linker to MMA monomer were used and four block copolymers (P0, P1, P2, P3) were synthesized with PEO‐Br as the macroinitiator. Gel permeation chromatography and 1H NMR studies showed that linear polymer molecules could be cross‐linked by the photocleavable linker. The fluorescence studies of the encapsulated Nile Red (NR) showed that there were lower critical micelle concentrations for the polymer P1, P2 and P3 than polymer P0. And dynamic light scattering and SEM confirmed the formation of polymer micelles. Photolysis experiments demonstrated that NR encapsulated in the polymer micelles could be released upon UV irradiation (365 nm, 11 mW cm−2) due to the breakage of the photocleavable linker and the generation of more hydrophilic acid moieties, which destabilized polymer micelles. Our study shows a new strategy for the possibility of photocontrollable drug release for hydrophobic drugs. |
| doi_str_mv | 10.1111/j.1751-1097.2011.00894.x |
| format | Article |
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Here, we designed and synthesized a new photocleavable cross‐linker (2‐nitrophenyl ethylene glycol dimethacrylate) for methyl methacrylate (MMA) atom transfer radical polymerization. Four different ratios (0:1, 1:26, 1:16, 1:8.8) of the photocleavable cross‐linker to MMA monomer were used and four block copolymers (P0, P1, P2, P3) were synthesized with PEO‐Br as the macroinitiator. Gel permeation chromatography and 1H NMR studies showed that linear polymer molecules could be cross‐linked by the photocleavable linker. The fluorescence studies of the encapsulated Nile Red (NR) showed that there were lower critical micelle concentrations for the polymer P1, P2 and P3 than polymer P0. And dynamic light scattering and SEM confirmed the formation of polymer micelles. Photolysis experiments demonstrated that NR encapsulated in the polymer micelles could be released upon UV irradiation (365 nm, 11 mW cm−2) due to the breakage of the photocleavable linker and the generation of more hydrophilic acid moieties, which destabilized polymer micelles. Our study shows a new strategy for the possibility of photocontrollable drug release for hydrophobic drugs.</description><identifier>ISSN: 0031-8655</identifier><identifier>ISSN: 1751-1097</identifier><identifier>EISSN: 1751-1097</identifier><identifier>DOI: 10.1111/j.1751-1097.2011.00894.x</identifier><identifier>PMID: 21223286</identifier><identifier>CODEN: PHCBAP</identifier><language>eng</language><publisher>Oxford, UK: Blackwell Publishing Ltd</publisher><subject>Chemical synthesis ; Chromatography ; Chromatography, Gel ; Copolymers ; Delayed-Action Preparations - chemical synthesis ; Delayed-Action Preparations - metabolism ; Drug Carriers - chemical synthesis ; Drug Carriers - metabolism ; Fluorescence ; Hydrogen-Ion Concentration ; Methacrylates - chemical synthesis ; Methacrylates - metabolism ; Micelles ; Microscopy, Electron, Scanning ; Molecules ; Nitrophenols - chemistry ; Nuclear Magnetic Resonance, Biomolecular ; Oxazines - metabolism ; Photochemistry ; Photolysis - radiation effects ; Polyethylene Glycols - chemistry ; Polymerization ; Polymers - chemical synthesis ; Polymers - metabolism ; Ultraviolet Rays</subject><ispartof>Photochemistry and photobiology, 2011-05, Vol.87 (3), p.646-652</ispartof><rights>2011 The Authors. Photochemistry and Photobiology © 2011 The American Society of Photobiology</rights><rights>2011 The Authors. Photochemistry and Photobiology © 2011 The American Society of Photobiology.</rights><rights>Copyright Blackwell Publishing Ltd. 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Here, we designed and synthesized a new photocleavable cross‐linker (2‐nitrophenyl ethylene glycol dimethacrylate) for methyl methacrylate (MMA) atom transfer radical polymerization. Four different ratios (0:1, 1:26, 1:16, 1:8.8) of the photocleavable cross‐linker to MMA monomer were used and four block copolymers (P0, P1, P2, P3) were synthesized with PEO‐Br as the macroinitiator. Gel permeation chromatography and 1H NMR studies showed that linear polymer molecules could be cross‐linked by the photocleavable linker. The fluorescence studies of the encapsulated Nile Red (NR) showed that there were lower critical micelle concentrations for the polymer P1, P2 and P3 than polymer P0. And dynamic light scattering and SEM confirmed the formation of polymer micelles. Photolysis experiments demonstrated that NR encapsulated in the polymer micelles could be released upon UV irradiation (365 nm, 11 mW cm−2) due to the breakage of the photocleavable linker and the generation of more hydrophilic acid moieties, which destabilized polymer micelles. Our study shows a new strategy for the possibility of photocontrollable drug release for hydrophobic drugs.</description><subject>Chemical synthesis</subject><subject>Chromatography</subject><subject>Chromatography, Gel</subject><subject>Copolymers</subject><subject>Delayed-Action Preparations - chemical synthesis</subject><subject>Delayed-Action Preparations - metabolism</subject><subject>Drug Carriers - chemical synthesis</subject><subject>Drug Carriers - metabolism</subject><subject>Fluorescence</subject><subject>Hydrogen-Ion Concentration</subject><subject>Methacrylates - chemical synthesis</subject><subject>Methacrylates - metabolism</subject><subject>Micelles</subject><subject>Microscopy, Electron, Scanning</subject><subject>Molecules</subject><subject>Nitrophenols - chemistry</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Oxazines - metabolism</subject><subject>Photochemistry</subject><subject>Photolysis - radiation effects</subject><subject>Polyethylene Glycols - chemistry</subject><subject>Polymerization</subject><subject>Polymers - chemical synthesis</subject><subject>Polymers - metabolism</subject><subject>Ultraviolet Rays</subject><issn>0031-8655</issn><issn>1751-1097</issn><issn>1751-1097</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkU1v0zAchy0EYmXjK6CIC1wS_JbYlrhAxF5EBxUCcbQc5x8trRsXO2Xtt5-zjh44TPPFtvz8frL9IJQRXJA0PiwLIkqSE6xEQTEhBcZS8WL3DM2OB8_RDGNGclmV5Ql6FeMSY8KVIC_RCSWUMiqrGTpf3PjRRxhiP_Z_IauDjzF3_bCCNvvsvF1ltd94t19DiNltP96k_TAG75xpHGQ_wIGJcIZedMZFeP0wn6Jf519-1pf5_PvFVf1pnluuJM-NaaGsbNO2lhkGomotVQ0ISTtuJcbpXh0FaBuGDeO85IYyJbBqqG1BdMBO0btD7yb4P1uIo1730UK6zAB-G7WsmKiEFGUi3z9KEkwlFpJg8hSUlqmY8YS-_Q9d-m0Y0pO1opIzJSVNkDxAdvrMAJ3ehH5twj416cmfXupJk5406cmfvvendyn65qF_26yhPQb_CUvAxwNw2zvYP7lYLy4XaZHi-SHexxF2x7gJK10JJkr9-9uFZjW__ko403N2B3Mpttk</recordid><startdate>201105</startdate><enddate>201105</enddate><creator>Yu, LiLi</creator><creator>Lv, Cong</creator><creator>Wu, LiZhu</creator><creator>Tung, ChenHo</creator><creator>Lv, WanLiang</creator><creator>Li, ZhongJin</creator><creator>Tang, XinJing</creator><general>Blackwell Publishing Ltd</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>4T-</scope><scope>7TM</scope><scope>7U7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>K9.</scope><scope>NAPCQ</scope><scope>P64</scope><scope>RC3</scope><scope>7QO</scope><scope>7X8</scope></search><sort><creationdate>201105</creationdate><title>Photosensitive Cross-linked Block Copolymers with Controllable Release</title><author>Yu, LiLi ; Lv, Cong ; Wu, LiZhu ; Tung, ChenHo ; Lv, WanLiang ; Li, ZhongJin ; Tang, XinJing</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4984-aade56cbddc3a3e76dc29be782f4c800212f2eedb30a34454a239709b2cde7fe3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Chemical synthesis</topic><topic>Chromatography</topic><topic>Chromatography, Gel</topic><topic>Copolymers</topic><topic>Delayed-Action Preparations - chemical synthesis</topic><topic>Delayed-Action Preparations - metabolism</topic><topic>Drug Carriers - chemical synthesis</topic><topic>Drug Carriers - metabolism</topic><topic>Fluorescence</topic><topic>Hydrogen-Ion Concentration</topic><topic>Methacrylates - chemical synthesis</topic><topic>Methacrylates - metabolism</topic><topic>Micelles</topic><topic>Microscopy, Electron, Scanning</topic><topic>Molecules</topic><topic>Nitrophenols - chemistry</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Oxazines - metabolism</topic><topic>Photochemistry</topic><topic>Photolysis - radiation effects</topic><topic>Polyethylene Glycols - chemistry</topic><topic>Polymerization</topic><topic>Polymers - chemical synthesis</topic><topic>Polymers - metabolism</topic><topic>Ultraviolet Rays</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yu, LiLi</creatorcontrib><creatorcontrib>Lv, Cong</creatorcontrib><creatorcontrib>Wu, LiZhu</creatorcontrib><creatorcontrib>Tung, ChenHo</creatorcontrib><creatorcontrib>Lv, WanLiang</creatorcontrib><creatorcontrib>Li, ZhongJin</creatorcontrib><creatorcontrib>Tang, XinJing</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>Docstoc</collection><collection>Nucleic Acids Abstracts</collection><collection>Toxicology Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Nursing & Allied Health Premium</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Genetics Abstracts</collection><collection>Biotechnology Research Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Photochemistry and photobiology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yu, LiLi</au><au>Lv, Cong</au><au>Wu, LiZhu</au><au>Tung, ChenHo</au><au>Lv, WanLiang</au><au>Li, ZhongJin</au><au>Tang, XinJing</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photosensitive Cross-linked Block Copolymers with Controllable Release</atitle><jtitle>Photochemistry and photobiology</jtitle><addtitle>Photochem Photobiol</addtitle><date>2011-05</date><risdate>2011</risdate><volume>87</volume><issue>3</issue><spage>646</spage><epage>652</epage><pages>646-652</pages><issn>0031-8655</issn><issn>1751-1097</issn><eissn>1751-1097</eissn><coden>PHCBAP</coden><abstract>We intend to form photosensitive block copolymer micelles for controllable release of encapsulated substances. Here, we designed and synthesized a new photocleavable cross‐linker (2‐nitrophenyl ethylene glycol dimethacrylate) for methyl methacrylate (MMA) atom transfer radical polymerization. Four different ratios (0:1, 1:26, 1:16, 1:8.8) of the photocleavable cross‐linker to MMA monomer were used and four block copolymers (P0, P1, P2, P3) were synthesized with PEO‐Br as the macroinitiator. Gel permeation chromatography and 1H NMR studies showed that linear polymer molecules could be cross‐linked by the photocleavable linker. The fluorescence studies of the encapsulated Nile Red (NR) showed that there were lower critical micelle concentrations for the polymer P1, P2 and P3 than polymer P0. And dynamic light scattering and SEM confirmed the formation of polymer micelles. Photolysis experiments demonstrated that NR encapsulated in the polymer micelles could be released upon UV irradiation (365 nm, 11 mW cm−2) due to the breakage of the photocleavable linker and the generation of more hydrophilic acid moieties, which destabilized polymer micelles. Our study shows a new strategy for the possibility of photocontrollable drug release for hydrophobic drugs.</abstract><cop>Oxford, UK</cop><pub>Blackwell Publishing Ltd</pub><pmid>21223286</pmid><doi>10.1111/j.1751-1097.2011.00894.x</doi><tpages>7</tpages></addata></record> |
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| ispartof | Photochemistry and photobiology, 2011-05, Vol.87 (3), p.646-652 |
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| subjects | Chemical synthesis Chromatography Chromatography, Gel Copolymers Delayed-Action Preparations - chemical synthesis Delayed-Action Preparations - metabolism Drug Carriers - chemical synthesis Drug Carriers - metabolism Fluorescence Hydrogen-Ion Concentration Methacrylates - chemical synthesis Methacrylates - metabolism Micelles Microscopy, Electron, Scanning Molecules Nitrophenols - chemistry Nuclear Magnetic Resonance, Biomolecular Oxazines - metabolism Photochemistry Photolysis - radiation effects Polyethylene Glycols - chemistry Polymerization Polymers - chemical synthesis Polymers - metabolism Ultraviolet Rays |
| title | Photosensitive Cross-linked Block Copolymers with Controllable Release |
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