Please use this identifier to cite or link to this item:
https://hdl.handle.net/2440/117844
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dc.contributor.author | Heng, S. | - |
dc.contributor.author | Zhang, X. | - |
dc.contributor.author | Pei, J. | - |
dc.contributor.author | Adwal, A. | - |
dc.contributor.author | Reineck, P. | - |
dc.contributor.author | Gibson, B.C. | - |
dc.contributor.author | Hutchinson, M.R. | - |
dc.contributor.author | Abell, A.D. | - |
dc.date.issued | 2019 | - |
dc.identifier.citation | Chemistry: A European Journal, 2019; 25(3):854-862 | - |
dc.identifier.issn | 0947-6539 | - |
dc.identifier.issn | 1521-3765 | - |
dc.identifier.uri | http://hdl.handle.net/2440/117844 | - |
dc.description.abstract | A new spiropyran-based stimuli-responsive delivery system is fabricated. It encapsulates and then releases an extraneous compound in response to elevated levels of Zn²⁺ , a critical factor in cell apoptosis. A C₁₂-alkyl substituent on the spiropyran promotes self-assembly into a micelle-like nanocarrier in aqueous media, with nanoprecipitation and encapsulation of added payload. Zn²⁺ binding occurs to an appended bis(2-pyridylmethyl)amine group at biologically relevant micromolar concentration. This leads to switching of the spiropyran (SP) isomer to the strongly fluorescent ring opened merocyanine-Zn²⁺ (MC-Zn²⁺ ) complex, with associated expansion of the nanocarriers to release the encapsulated payload. Payload release is demonstrated in solution and in HEK293 cells by encapsulation of a blue fluorophore, 7-hydroxycoumarin, and monitoring its release using fluorescence spectroscopy and microscopy. Furthermore, the use of the nanocarriers to deliver a caspase inhibitor, Azure B, into apoptotic cells in response to an elevated Zn²⁺ concentration is demonstrated. This then inhibits intracellular caspase activity, as evidenced by confocal microscopy and in real-time by time-lapsed microscopy. Finally, the nanocarriers are shown to release an encapsulated proteasome inhibitor (5) in Zn²⁺ -treated breast carcinoma cell line models. This then inhibits intracellular proteasome and induces cytotoxicity to the carcinoma cells. | - |
dc.description.statementofresponsibility | Sabrina Heng, Xiaozhou Zhang, Jinxin Pei, Alaknanda Adwal, Philipp Reineck, Brant C. Gibson, Mark R. Hutchinson and Andrew D. Abell | - |
dc.language.iso | en | - |
dc.publisher | Wiley | - |
dc.rights | © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim | - |
dc.source.uri | http://dx.doi.org/10.1002/chem.201804816 | - |
dc.subject | Apoptosis; fluorescence; metal ions; payload delivery; spiropyran-based nanocarrier | - |
dc.title | Spiropyran-based nanocarrier: a new Zn²⁺-responsive delivery system with real-time intracellular sensing capabilities | - |
dc.title.alternative | Spiropyran-based nanocarrier: a new Zn2+ -responsive delivery system with real-time intracellular sensing capabilities | - |
dc.type | Journal article | - |
dc.identifier.doi | 10.1002/chem.201804816 | - |
dc.relation.grant | http://purl.org/au-research/grants/arc/CE140100003 | - |
pubs.publication-status | Published | - |
dc.identifier.orcid | Pei, J. [0000-0003-2453-929X] | - |
dc.identifier.orcid | Adwal, A. [0000-0001-9441-5407] | - |
dc.identifier.orcid | Hutchinson, M.R. [0000-0003-2154-5950] | - |
dc.identifier.orcid | Abell, A.D. [0000-0002-0604-2629] | - |
Appears in Collections: | Aurora harvest 8 Chemistry and Physics publications |
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