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Bisazide cyanine dyes as fuorogenic probes for bis-cyclooctynylated peptide tags and as fluorogenic cross-linkers of cyclooctynylated proteins

Herein we present the synthesis and fluorogenic characterization of a series of double-quenched bisazide cyanine probes with emission maxima between 565 and 580 nm that can participate in covalent, two-point binding bioorthogonal tagging schemes in combination with bis-cyclooctynylated peptides. Com...

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Bibliographic Details
Main Authors: Demeter, Orsolya (Author) , Köhler, Christine (Author) , Lemke, Edward A. (Author)
Format: Article (Journal)
Language:English
Published: April 25, 2017
In: Bioconjugate chemistry
Year: 2017, Volume: 28, Issue: 5, Pages: 1552-1559
ISSN:1520-4812
DOI:10.1021/acs.bioconjchem.7b00178
Online Access:Verlag, Volltext: http://dx.doi.org/10.1021/acs.bioconjchem.7b00178
Verlag, Volltext: https://doi.org/10.1021/acs.bioconjchem.7b00178
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Author Notes:Orsolya Demeter, Attila Kormos, Christine Koehler, Gábor Mező, Krisztina Németh, Eszter Kozma, Levente B. Takács, Edward A. Lemke, and Péter Kele
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Summary:Herein we present the synthesis and fluorogenic characterization of a series of double-quenched bisazide cyanine probes with emission maxima between 565 and 580 nm that can participate in covalent, two-point binding bioorthogonal tagging schemes in combination with bis-cyclooctynylated peptides. Compared to other fluorogenic cyanines, these double-quenched systems showed remarkable fluorescence intensity increase upon formation of cyclic dye-peptide conjugates. Furthermore, we also demonstrated that these bisazides are useful fluorogenic cross-linking platforms that are able to form a covalent linkage between monocyclooctynylated proteins.
Item Description:Gesehen am 24.09.2018
Physical Description:Online Resource
ISSN:1520-4812
DOI:10.1021/acs.bioconjchem.7b00178

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