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  Targetable conformationally restricted cyanines enable photon-count-limited applications

Eiring, P., McLaughlin, R., Matikonda, S. S., Han, Z., Grabenhorst, L., Helmerich, D. A., et al. (2021). Targetable conformationally restricted cyanines enable photon-count-limited applications. Angewandte Chemie International Edition, 60(51), 26685-26693. doi:10.1002/anie.202109749.

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Item Permalink: https://hdl.handle.net/21.11116/0000-000F-F672-B Version Permalink: https://hdl.handle.net/21.11116/0000-000F-F673-A
Genre: Journal Article

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 Creators:
Eiring, Patrick, Author
McLaughlin, Ryan, Author
Matikonda, Siddharth S., Author
Han, Zhongying, Author
Grabenhorst, Lennart, Author
Helmerich, Dominic A., Author
Meub, Mara, Author
Beliu, Gerti, Author
Luciano, Michael, Author
Bandi, Venu, Author
Zijlstra, Niels, Author
Shi, Zhen-Dan, Author
Tarasov, Sergey G., Author
Swenson, Rolf, Author
Tinnefeld, Philip, Author
Glembockyte, Viktorija1, Author           
Cordes, Thorben, Author
Sauer, Markus, Author
Schnermann, Martin J., Author
Affiliations:
1Chemical Biology, Max Planck Institute for Medical Research, Max Planck Society, ou_2364732              

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Free keywords: DNA nanotechnology; conformational restriction; cyanine dyes; fluorescent dyes; single-molecule fluorescence spectroscopy; super-resolution microscopy
 Abstract: 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.

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Language(s): eng - English
 Dates: 2021-09-182021-07-212021-10-042021-11-172021-12-13
 Publication Status: Issued
 Pages: 9
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: URI: https://pubmed.ncbi.nlm.nih.gov/34606673/
DOI: 10.1002/anie.202109749
 Degree: -

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Title: Angewandte Chemie International Edition
  Abbreviation : Angew. Chem., Int. Ed.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 60 (51) Sequence Number: - Start / End Page: 26685 - 26693 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851