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

• Verfasst von: Demeter, Orsolya [VerfasserIn]
• Verfasst von: Köhler, Christine [VerfasserIn]
• Verfasst von: Lemke, Edward A. [VerfasserIn]
• Titel: Bisazide cyanine dyes as fuorogenic probes for bis-cyclooctynylated peptide tags and as fluorogenic cross-linkers of cyclooctynylated proteins
• Verf.angabe: Orsolya Demeter, Attila Kormos, Christine Koehler, Gábor Mező, Krisztina Németh, Eszter Kozma, Levente B. Takács, Edward A. Lemke, and Péter Kele
• E-Jahr: 2017
• Jahr: April 25, 2017
• Umfang: 8 S.
• Teil: volume:28
• Teil: year:2017
• Teil: number:5
• Teil: pages:1552-1559
• Teil: extent:8
• Fussnoten: Gesehen am 24.09.2018
• Titel Quelle: Enthalten in: Bioconjugate chemistry
• Ort Quelle: Columbus, Ohio : American Chemical Society, 1990
• Jahr Quelle: 2017
• Band/Heft Quelle: 28(2017), 5, Seite 1552-1559
• ISSN Quelle: 1520-4812
• DOI: doi:10.1021/acs.bioconjchem.7b00178
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1581248059

Abstract

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.