Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 23, Issue 40, Pages 9462-9466Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201700782
Keywords
aggregation; C-60; gamma-CD; photosensitizer; secondary rim
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Funding
- French Infrastructure for Integrated Structural Biology (FRISBI) [ANR-10-INSB-05-01]
- China Scholarship Council (CSC)
- Centre National de la Recherche Scientifique (CNRS)
- Sorbonne Universites, UPMC
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DIBAL-H-mediated demethylation provides a novel method to access secondary-rim functionalized gcyclodextrin. 2A, 3B-Dihydroxyl-per-O-methylated-g-cyclodextrin has been obtained, whose conjugation with C-60 allows access to the most water-soluble C-60 conjugate described so far. The water solubility of 0.12m (550 mgmL(-1)) is 150 times higher than that of the native g-CD/C-60 complex. Its singlet oxygen (O-1(2)) quantum yield is 0.39, an increase of one to two orders of magnitude compared to that of alpha(beta) CD-C-60 conjugates.
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