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복잡계자기조립연구단
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Miktoarm Amphiphilic Block Copolymer with Singlet Oxygen-Labile Stereospecific beta-Aminoacrylate Junction: Synthesis, Self-Assembly, and Photodynamically Triggered Drug Release

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dc.contributor.authorSaravanakumar, G-
dc.contributor.authorPark, H-
dc.contributor.authorKim, J-
dc.contributor.authorPark, D-
dc.contributor.authorPramanick, S-
dc.contributor.authorKim, DH-
dc.contributor.authorKim, WJ-
dc.date.available2019-05-02T08:10:46Z-
dc.date.created2019-03-13-
dc.date.issued2018-06-
dc.identifier.issn1525-7797-
dc.identifier.urihttps://pr.ibs.re.kr/handle/8788114/5787-
dc.description.abstractIncorporation of a desired stimuli-responsive unit in a stereospecific manner at the specific location within a nonlinear block copolymer architecture is a challenging task in synthetic polymer chemistry. Herein, we report a facile and versatile method to synthesize AB(2) miktoarm block copolymers bearing a singlet oxygen (O-1(2))-labile regio and stereospecific beta-aminoacrylate linkage with 100% E-configuration at the junction via a combination of amino-yne click chemistry and ring opening polymerization. Using this strategy, a series of O-1(2)-responsive AB(2) amphiphilic miktoarm (MA) copolymers composed of hydrophilic polyethylene glycol (PEG) as the A constituent and hydrophobic polycaprolactone (PCL) as the B constituent (MA-PEG-b-PCL2) was synthesized by varying the block length of PCL. The self assembly characteristics of these well-defined MA-PEG-b-PCL2 copolymers in an aqueous condition were studied by solvent displacement and thin-film hydration method, and their morphologies were investigated using transmission electron microscopy. The copolymers formed spherical, cylindrical, or lamella morphologies, depending on the chain length and preparation conditions. A hydrophobic photosensitizer chlorin e6 (Ce6) and anticancer drug doxorubicin (DOX) were efficiently encapsulated into the hydrophobic core of MA-PEG-b-PCL2 copolymer micelles. These coloaded micelles were taken up by human breast cancer (MDA-MB-231) cells. Upon red laser light irradiation, the O-1(2)-generated by the Ce6 induced photocleavage of the beta-aminoacrylate moiety, leading to the dissociation of the micellar structure and triggered intracellular drug release for effective therapy. Overall, rapid disassembly upon O-1(2) generation and subsequent controlled intracellular drug release suggested that these micelles bearing beta-aminoacrylate linkage have a huge potential for on-demand drug delivery. © 2018 American Chemical Society-
dc.description.uri1-
dc.language영어-
dc.publisherAMER CHEMICAL SOC-
dc.titleMiktoarm Amphiphilic Block Copolymer with Singlet Oxygen-Labile Stereospecific beta-Aminoacrylate Junction: Synthesis, Self-Assembly, and Photodynamically Triggered Drug Release-
dc.typeArticle-
dc.type.rimsART-
dc.identifier.wosid000435226200043-
dc.identifier.scopusid2-s2.0-85046407283-
dc.identifier.rimsid67431-
dc.contributor.affiliatedAuthorKim, J-
dc.identifier.doi10.1021/acs.biomac.8b00290-
dc.identifier.bibliographicCitationBIOMACROMOLECULES, v.19, no.6, pp.2202 - 2213-
dc.citation.titleBIOMACROMOLECULES-
dc.citation.volume19-
dc.citation.number6-
dc.citation.startPage2202-
dc.citation.endPage2213-
dc.description.journalClass1-
dc.description.journalRegisteredClassscie-
dc.description.journalRegisteredClassscopus-
dc.subject.keywordPlusPOLYMERIC MICELLES-
dc.subject.keywordPlusDIBLOCK COPOLYMER-
dc.subject.keywordPlusCLICK CHEMISTRY-
dc.subject.keywordPlusSHEDDABLE PEG-
dc.subject.keywordPlusTHIN-FILMS-
dc.subject.keywordPlusDELIVERY-
dc.subject.keywordPlusDESIGN-
dc.subject.keywordPlusDOXORUBICIN-
dc.subject.keywordPlusTEMPLATES-
dc.subject.keywordPlusCYCLOADDITION-
Appears in Collections:
Center for Self-assembly and Complexity(복잡계 자기조립 연구단) > 1. Journal Papers (저널논문)
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