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Chiral, J-aggregate-forming dyes for alternative signal modulation mechanisms in self-immolative enzyme-activatable optical probes

  • Enzyme-activatable optical probes are important for future advances in cancer imaging, but may easily suffer from low signal-to-background ratios unless not optimized. To address this shortcoming, numerous mechanisms to modulate the fluorescence signal have been explored. We report herein newly synthesized probes based on selfimmolative linkers containing chiral J-aggregate-forming dyes. Signal modulation by formation of chiral J-aggregates is yet unexplored in optical enzyme probe design. The comprehensive characterization of the probes by absorption, CD, fluorescence, and time-resolved fluorescence spectroscopy revealed dye−dye interactions not observed for the free dyes in solution as well as dye−protein interactions with the enzyme. This suggested that J-aggregate formation is challenging to achieve with current probe design and that interactions of the dyes with the Enzyme may interfere with achieving high signal-to-background ratios. The detailed understanding of theEnzyme-activatable optical probes are important for future advances in cancer imaging, but may easily suffer from low signal-to-background ratios unless not optimized. To address this shortcoming, numerous mechanisms to modulate the fluorescence signal have been explored. We report herein newly synthesized probes based on selfimmolative linkers containing chiral J-aggregate-forming dyes. Signal modulation by formation of chiral J-aggregates is yet unexplored in optical enzyme probe design. The comprehensive characterization of the probes by absorption, CD, fluorescence, and time-resolved fluorescence spectroscopy revealed dye−dye interactions not observed for the free dyes in solution as well as dye−protein interactions with the enzyme. This suggested that J-aggregate formation is challenging to achieve with current probe design and that interactions of the dyes with the Enzyme may interfere with achieving high signal-to-background ratios. The detailed understanding of the interactions provided herein provides valuable guidelines for the future design of similar probes.zeige mehrzeige weniger

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  • offen_Sloniec_Mysck_JPC B 2016_Chiral J-Aggregate-Forming Dyes for Alternative Signal Modulation Mechanisms in Self-Immolative Enzyme-Activatable Optical Probes.pdf
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Metadaten
Autor*innen:Ute Resch-GengerORCiD, Jagoda Sloniec-Myszk
Persönliche Herausgeber*innen:Andreas Hennig
Dokumenttyp:Zeitschriftenartikel
Veröffentlichungsform:Verlagsliteratur
Sprache:Englisch
Titel des übergeordneten Werkes (Englisch):The Journal of Physical Chemistry / B
Jahr der Erstveröffentlichung:2016
Verlag:ACS Publications
Jahrgang/Band:120
Ausgabe/Heft:5
Erste Seite:877
Letzte Seite:885
DDC-Klassifikation:Naturwissenschaften und Mathematik / Chemie / Analytische Chemie
Technik, Medizin, angewandte Wissenschaften / Ingenieurwissenschaften / Ingenieurwissenschaften und zugeordnete Tätigkeiten
Freie Schlagwörter:Activatable probe; Aggregation; Assay; Characterization; Chiral; Cyanine; Dye; Fluorescence; Optical spectroscopy; Quantum yield; Signal amplification
DOI:10.1021/acs.jpcb.5b10526
ISSN:1520-5207
ISSN:1520-6106
Verfügbarkeit des Dokuments:Datei im Netzwerk der BAM verfügbar ("Closed Access")
Datum der Freischaltung:10.05.2016
Referierte Publikation:Ja
Datum der Eintragung als referierte Publikation:11.05.2016
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