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A toolset of functionalized porphyrins with different linker strategies for application in bioconjugation
Staegemann, M. H. ;  Gräfe, S. ;  Haag, Rainer ;  Wiehe, A.

HaupttitelA toolset of functionalized porphyrins with different linker strategies for application in bioconjugation
AutorStaegemann, M. H.
AutorGräfe, S.
AutorHaag, Rainer
AutorWiehe, A.
Seitenzahl18 S.
DDC540 Chemie
Auch erschienen inOrganic & Biomolecular Chemistry. - 14 (2016), 38, S. 9114-9132
ZusammenfassungThe reaction of amines with pentafluorophenyl-substituted A3B-porphyrins has been used to obtain different useful reactive groups for further functionalization and/or conjugation of these porphyrins to other substrates or materials. Porphyrins with alkenyl, alkynyl, amino, azido, epoxide, hydroxyl, and maleimido groups have thus been synthesized. For the first time such functionalized porphyrins have been conjugated to hyperbranched polyglycerol (hPG) as a biocompatible carrier system for photodynamic therapy (PDT) using the copper(I)-catalyzed 1,3-dipolar cycloaddition (CuAAC). The photocytotoxicity of selected porphyrins as well as of the porphyrin-hPG-conjugates has been assessed in cellular assays with human epidermoid carcinoma A-253 and squamous carcinoma CAL-27 cells. For several biomedical applications a release of the active drug and/or fluorescent dye is desired. Therefore, additionally, the synthesis of A3B-porphyrins with cleavable linker moieties is presented, namely disulfide, cleavable in a reductive environment, and acetal linkers whose cleavage is pH triggered.
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Fachbereich/EinrichtungFB Biologie, Chemie, Pharmazie
Erscheinungsjahr2016
Dokumententyp/-SammlungenWissenschaftlicher Artikel
SpracheEnglisch
RechteCreative Commons License
This work is licensed under a Creative Commons Attribution 3.0 Unported License.
Erstellt am14.11.2016 - 08:09:43
Letzte Änderung14.11.2016 - 08:50:18
 
Statische URLhttp://edocs.fu-berlin.de/docs/receive/FUDOCS_document_000000025701
DOI10.1039/C6OB01551D
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