Bodipy-based photosensitizers with long alkyl tails at the meso position: efficient singlet oxygen generation in Cremophor-EL micelles

Date

2016

Authors

Kilic, B.
Yesilgul, N.
Polat, V.
Gercek, Z.
Akkaya, E. U.

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Source Title

Tetrahedron Letters

Print ISSN

0040-4039

Electronic ISSN

1873-3581

Publisher

Elsevier Ltd

Volume

57

Issue

12

Pages

1317 - 1320

Language

English

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Abstract

Bodipy dyes with n-decyloxyphenyl-(4, 5) and pentadecyl-(8) meso substituents can easily embed themselves into micellar structures formed from Cremophor-EL. In micelles of approximately 20 nm median size, heavy-atom substituted dyes show remarkable photosensitization properties as evidenced by the rate of reaction with an anthracene-based selective singlet oxygen trap in buffered aqueous solutions. Considering the ease of Bodipy derivatization and the advantages of Cremophor-EL carried therapeutic agents, these photosensitizing agents may offer novel targeting opportunities and enhanced chemical and photophysical stability.

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