Details

Autor(en) / Beteiligte

• Eiring, Patrick
• McLaughlin, Ryan
• Matikonda, Siddharth S.
• Han, Zhongying
• Grabenhorst, Lennart
• Helmerich, Dominic A.
• Meub, Mara
• Beliu, Gerti
• Luciano, Michael
• Bandi, Venu
• Zijlstra, Niels
• Shi, Zhen‐Dan
• Tarasov, Sergey G.
• Swenson, Rolf
• Tinnefeld, Philip
• Glembockyte, Viktorija
• Cordes, Thorben
• Sauer, Markus
• Schnermann, Martin J.

Titel

Targetable Conformationally Restricted Cyanines Enable Photon‐Count‐Limited Applications

Ist Teil von

• Angewandte Chemie International Edition, 2021-12, Vol.60 (51), p.26685-26693

Auflage

International ed. in English

Ort / Verlag

Germany: Wiley Subscription Services, Inc

Erscheinungsjahr

2021

Quelle

MEDLINE

Beschreibungen/Notizen

• Cyanine dyes are exceptionally useful probes for a range of fluorescence‐based applications, but their photon output can be limited by trans‐to‐cis photoisomerization. We recently demonstrated that appending a ring system to the pentamethine cyanine ring system improves the quantum yield and extends the fluorescence lifetime. Here, we report an optimized synthesis of persulfonated variants that enable efficient labeling of nucleic acids and proteins. We demonstrate that a bifunctional sulfonated tertiary amide significantly improves the optical properties of the resulting bioconjugates. These new conformationally restricted cyanines are compared to the parent cyanine derivatives in a range of contexts. These include their use in the plasmonic hotspot of a DNA‐nanoantenna, in single‐molecule Förster‐resonance energy transfer (FRET) applications, far‐red fluorescence‐lifetime imaging microscopy (FLIM), and single‐molecule localization microscopy (SMLM). These efforts define contexts in which eliminating cyanine isomerization provides meaningful benefits to imaging performance. Modern fluorescence‐based methods put intense demands on probe molecules. Here we report conformationally restrained cyanines suitable for biomolecule labeling. These efforts establish contexts in which reduced cyanine isomerization leads to a significant enhance in photon output.