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- Publisher Website: 10.1039/c8sm02181c
- Scopus: eid_2-s2.0-85065520004
- PMID: 31042253
- WOS: WOS:000502146600012
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Article: Photo-responsive liposomes composed of spiropyran-containing triazole-phosphatidylcholine: Investigation of merocyanine-stacking effects on liposome-fiber assembly-transition
Title | Photo-responsive liposomes composed of spiropyran-containing triazole-phosphatidylcholine: Investigation of merocyanine-stacking effects on liposome-fiber assembly-transition |
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Authors | |
Issue Date | 2019 |
Citation | Soft Matter, 2019, v. 15, n. 18, p. 3740-3750 How to Cite? |
Abstract | A spiropyran-containing triazole-phosphatidylcholine (SPTPC) was synthesized through a copper-catalyzed azide alkyne cyclo-addition (CuAAC) reaction. In water, SPTPCs self-assembled and a spontaneous spiropyran-to-merocyanine (SP-to-MC) isomerization occurred, resulting in coexistence of liposomes and fibers, and switching from the spiropyran (SP) to the merocyanine (MC) isomeric structure induced a reversible transition between these molecular assemblies. Study of the self-assembly of SPTPCs and photo-induced liposome-fiber assembly-transition revealed that the presence of MC enabled additional inter-membrane interaction during self-assembly and that the MC-stacking effect was the driving force for the assembly-transition. Exposure to UV light induced switching from SP to MC, where the planar structure of MC and the confinement of MC led to enhanced MC-stacking. The effect of MC-stacking was both advantageous and disadvantageous: MC-stacking perturbed the hydrophobic phase in the bilayer membrane and facilitated the liposome-to-fiber transition, otherwise the MC-stacking retarded switching of MC to SP, and caused an incomplete recovery of MC to SP during fiber-to-liposome recovery, thus a fatigue of SP was induced by MC-stacking during the liposome-to-fiber transition cycle. To decrease the intermolecular interactions and suppress MC-stacking, photo-inert triazole-phosphatidylcholine (TPC) was incorporated to prepare two-component TPC/SPTPC-liposomes, which exhibited better recovery kinetics. The photo-adaptive behavior of TPC/SPTPC-liposomes confirmed the disturbance of bilayer membranes by inter-membrane MC-stacking and the formation of MCTPC-enriched phases in the bilayer membrane. |
Description | Accepted manuscript is available on the publisher website. |
Persistent Identifier | http://hdl.handle.net/10722/310397 |
ISSN | 2023 Impact Factor: 2.9 2023 SCImago Journal Rankings: 0.783 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Zhang, Dawei | - |
dc.contributor.author | Shah, Parag K. | - |
dc.contributor.author | Culver, Heidi R. | - |
dc.contributor.author | David, Sabrina N. | - |
dc.contributor.author | Stansbury, Jeffrey W. | - |
dc.contributor.author | Yin, Xiaobo | - |
dc.contributor.author | Bowman, Christopher N. | - |
dc.date.accessioned | 2022-01-31T06:04:46Z | - |
dc.date.available | 2022-01-31T06:04:46Z | - |
dc.date.issued | 2019 | - |
dc.identifier.citation | Soft Matter, 2019, v. 15, n. 18, p. 3740-3750 | - |
dc.identifier.issn | 1744-683X | - |
dc.identifier.uri | http://hdl.handle.net/10722/310397 | - |
dc.description | Accepted manuscript is available on the publisher website. | - |
dc.description.abstract | A spiropyran-containing triazole-phosphatidylcholine (SPTPC) was synthesized through a copper-catalyzed azide alkyne cyclo-addition (CuAAC) reaction. In water, SPTPCs self-assembled and a spontaneous spiropyran-to-merocyanine (SP-to-MC) isomerization occurred, resulting in coexistence of liposomes and fibers, and switching from the spiropyran (SP) to the merocyanine (MC) isomeric structure induced a reversible transition between these molecular assemblies. Study of the self-assembly of SPTPCs and photo-induced liposome-fiber assembly-transition revealed that the presence of MC enabled additional inter-membrane interaction during self-assembly and that the MC-stacking effect was the driving force for the assembly-transition. Exposure to UV light induced switching from SP to MC, where the planar structure of MC and the confinement of MC led to enhanced MC-stacking. The effect of MC-stacking was both advantageous and disadvantageous: MC-stacking perturbed the hydrophobic phase in the bilayer membrane and facilitated the liposome-to-fiber transition, otherwise the MC-stacking retarded switching of MC to SP, and caused an incomplete recovery of MC to SP during fiber-to-liposome recovery, thus a fatigue of SP was induced by MC-stacking during the liposome-to-fiber transition cycle. To decrease the intermolecular interactions and suppress MC-stacking, photo-inert triazole-phosphatidylcholine (TPC) was incorporated to prepare two-component TPC/SPTPC-liposomes, which exhibited better recovery kinetics. The photo-adaptive behavior of TPC/SPTPC-liposomes confirmed the disturbance of bilayer membranes by inter-membrane MC-stacking and the formation of MCTPC-enriched phases in the bilayer membrane. | - |
dc.language | eng | - |
dc.relation.ispartof | Soft Matter | - |
dc.title | Photo-responsive liposomes composed of spiropyran-containing triazole-phosphatidylcholine: Investigation of merocyanine-stacking effects on liposome-fiber assembly-transition | - |
dc.type | Article | - |
dc.description.nature | link_to_OA_fulltext | - |
dc.identifier.doi | 10.1039/c8sm02181c | - |
dc.identifier.pmid | 31042253 | - |
dc.identifier.scopus | eid_2-s2.0-85065520004 | - |
dc.identifier.volume | 15 | - |
dc.identifier.issue | 18 | - |
dc.identifier.spage | 3740 | - |
dc.identifier.epage | 3750 | - |
dc.identifier.eissn | 1744-6848 | - |
dc.identifier.isi | WOS:000502146600012 | - |