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Optimisation of two-photon induced cleavage of molecular linker systems for drug delivery

Paper ID Volume ID Publish Year Pages File Format Full-Text
27044 43996 2010 5 PDF Available
Title
Optimisation of two-photon induced cleavage of molecular linker systems for drug delivery
Abstract

Photoreactive linker systems for drug delivery in modern ophthalmology are crucial for the efficiency of such applications. We compare 5 different linker molecule candidates (truxillic acid and 4 dimers of coumarin derivates) in solution regarding their chemical stability and two-photon induced cleavage efficiency, and shed light into the role of molecular structure in the cleavage reaction. Dimers of the coumarin family showed much higher two-photon induced cleavage efficiency, achieving the highest reaction cross-section when tert-Butyldimethylsilyl (TBS) was used as a substituent, being almost 5-times higher than the unsubstituted coumarin dimer. Coumarin-based linker systems react promptly with nucleophilic solvents, in particular with short chain alcohols. The polarity of such solvents which do not cause a lactone ring opening seems not to influence the cleavage of the cyclobutane ring in coumarin dimers.

Keywords
33.00.00; 82.50.−mPhoto-induced cleavage; Reaction quantum yield
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Optimisation of two-photon induced cleavage of molecular linker systems for drug delivery
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 210, Issues 2–3, 25 February 2010, Pages 188–192
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
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