Ligand release from silicon phthalocyanine dyes triggered by X-ray irradiation.
Org Biomol Chem
; 20(36): 7270-7277, 2022 09 21.
Article
em En
| MEDLINE
| ID: mdl-35972402
ABSTRACT
Ligand release from silicon phthalocyanine (SiPc) dyes triggered by near-infrared (NIR) light is a key photochemical reaction involving caged compounds based on SiPc. Although NIR light is relatively permeable compared with visible light, this light can be attenuated by tissue absorption and scattering; therefore, using light to induce photochemical reactions deep inside the body is difficult. Herein, because X-rays are highly permeable and can produce radicals through the radiolysis of water, we investigated whether the axial ligands of SiPcs can be cleaved using X-ray irradiation. SiPcs with different axial ligands (alkoxy, siloxy, oxycarbonyl, and phenoxy groups) were irradiated with X-rays under hypoxic conditions. We found that the axial ligands were cleaved via reactions with hydrated electrons (e-aq), not OH radicals, generated from water in response to X-ray irradiation, and SiPc with alkoxy groups exhibited the highest cleavage efficiency. A quantitative investigation revealed that X-ray-induced axial ligand cleavage proceeds via a radical chain reaction. The reaction is expected to be applicable to the molecular design of X-ray-activatable functional molecules in the future.
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MEDLINE
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Idioma:
En
Revista:
Org Biomol Chem
Assunto da revista:
BIOQUIMICA
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QUIMICA
Ano de publicação:
2022
Tipo de documento:
Article
País de afiliação:
Japão