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- Title
Selective Ablation of β-Galactosidase-Expressing Cells with a Rationally Designed Activatable Photosensitizer.
- Authors
Yuki Ichikawa; Mako Kamiya; Fumiaki Obata; Masayuki Miura; Takuya Terai; Toru Komatsu; Tasuku Ueno; Kenjiro Hanaoka; Tetsuo Nagano; Yasuteru Urano
- Abstract
We have developed an activatable photosensitizer capable of specifically inducing the death of γ-galactosidaseexpressing cells in response to photoirradiation. By using a selenium-substituted rhodol scaffold bearing γ-galactoside as a targeting substituent, we designed and synthesized HMDESeR-bGal, which has a non-phototoxic spirocyclic structure owing to the presence of the galactoside moiety. However, γ-galactosidase efficiently converted HMDESeRbGal into phototoxic HMDESeR, which exists predominantly in the open xanthene form. This structural change resulted in drastic recovery of visible-wavelength absorption and the ability to generate singlet oxygen (1O2). When HMDESeRbGal was applied to larval Drosophila melanogaster wing disks, which express γ-galactosidase only in the posterior region, photoirradiation induced cell death in the γ-galactosidase- expressing region with high specificity.
- Subjects
PHOTOSENSITIZERS; CYTOPROTECTION; CYTOLOGY; GALACTOSIDASES; GLYCOSIDASES
- Publication
Angewandte Chemie International Edition, 2014, Vol 53, Issue 26, p6772
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201403221