Optimisation of two-photon induced cleavage of molecular linker systems for drug delivery
Optimisation of two-photon induced cleavage of molecular linker systems for drug delivery
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DOI:
10.1016/j.jphotochem.2009.12.016
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发表时间:
2010-02-25
影响因子:
4.3
通讯作者:
Motzkus, M.
中科院分区:
文献类型:
--
作者:
Buckup, T.;Southan, A.;Motzkus, M.
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. (C) 2010 Elsevier B.V. All rights reserved.