2023
DOI: 10.1002/cmdc.202300199
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Caging of Bodipy Photosensitizers through Hydrazone Bond Formation and their Activation Dynamics

Abstract: Three unique hydrazone-based small-molecule-activatable photosensitizers were designed and synthesized. Two of them work efficiently in a low-pH environment, resembling the microenvironment of the cancerous tissues. The activation pathway is unique and based on hydrazone bond cleavage. They were investigated through in vitro cellular studies in aggressive cancer lines, and tumor-specific culture conditions successfully initiated the cleavage and activation of the cytotoxic singlet oxygen generation in the rele… Show more

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Cited by 3 publications
(1 citation statement)
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“…[32][33][34][35] The most notable structural feature of self-assembled DNA nanostructures created from the self-assembly of DNA amphiphile is the dense decoration of the nanostructures with ssDNA of defined sequence, which permits the integration of other functional molecules onto their surface via sequence specific DNA hybridization. [36][37][38][39] Accordingly, self-assembly of DNA amphiphile containing copper complex as the hydrophobic Fenton reaction center (DNA1) results in the formation of CDT-active DNA1 vesicle (DNA1some) with Cu 2+ -based Fenton catalytic site as the hydrophobic core and hydrophilic ssDNA protruding on the surface. DNA-based surface addressability of DNA1some is used for the integration of second Fenton reaction center, which is peroxidasemimicking DNAzyme consists of Hem and Dox bound Gquadruplex (Hem/Dox/DNA2), via DNA hybridization to give Hem/Dox/DNA2@DNA1some as the CDT agent.…”
Section: Introductionmentioning
confidence: 99%
“…[32][33][34][35] The most notable structural feature of self-assembled DNA nanostructures created from the self-assembly of DNA amphiphile is the dense decoration of the nanostructures with ssDNA of defined sequence, which permits the integration of other functional molecules onto their surface via sequence specific DNA hybridization. [36][37][38][39] Accordingly, self-assembly of DNA amphiphile containing copper complex as the hydrophobic Fenton reaction center (DNA1) results in the formation of CDT-active DNA1 vesicle (DNA1some) with Cu 2+ -based Fenton catalytic site as the hydrophobic core and hydrophilic ssDNA protruding on the surface. DNA-based surface addressability of DNA1some is used for the integration of second Fenton reaction center, which is peroxidasemimicking DNAzyme consists of Hem and Dox bound Gquadruplex (Hem/Dox/DNA2), via DNA hybridization to give Hem/Dox/DNA2@DNA1some as the CDT agent.…”
Section: Introductionmentioning
confidence: 99%