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

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 clea...

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Bibliographische Detailangaben
Hauptverfasser: Buckup, Tiago (VerfasserIn) , Southan, A. (VerfasserIn) , Kim, H. -C. (VerfasserIn) , Hampp, N. (VerfasserIn) , Motzkus, Marcus (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 2010
In: Journal of photochemistry and photobiology
Year: 2010, Jahrgang: 210, Heft: 2, Pages: 188-192
ISSN:1873-2666
DOI:10.1016/j.jphotochem.2009.12.016
Online-Zugang:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1016/j.jphotochem.2009.12.016
Verlag, lizenzpflichtig, Volltext: https://www.sciencedirect.com/science/article/pii/S1010603009004663
Volltext
Verfasserangaben:T. Buckup, A. Southan, H.-C. Kim, N. Hampp, M. Motzkus
Beschreibung
Zusammenfassung: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.
Beschreibung:Erstmals am 23. Dezember 2009 online veröffentlicht
Gesehen am 15.03.2023
Beschreibung:Online Resource
ISSN:1873-2666
DOI:10.1016/j.jphotochem.2009.12.016

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