Bisazide Cyanine Dyes as Fluorogenic Probes for Bis-cyclooctynylated Peptide Tags and as Fluorogenic Crosslinkers of Cyclooctynylated Proteins

Demeter, Orsolya and Kormos, Attila and Koehler, Christine and Mező, Gábor and Németh, Krisztina and Kele, Péter and Takács, Levente B. and Lemke, Edward A. (2017) Bisazide Cyanine Dyes as Fluorogenic Probes for Bis-cyclooctynylated Peptide Tags and as Fluorogenic Crosslinkers of Cyclooctynylated Proteins. BIOCONJUGATE CHEMISTRY, in pre. in press. ISSN 1043-1802

Text acs.bioconjchem.7b00178.pdf Restricted to Repository staff only Download (2MB) | Request a copy

Abstract

Herein we present the synthesis and fl uoro- genic 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 fl uorogenic cyanines, these double-quenched systems showed remarkable fl uorescence intensity increase upon formation of cyclic dye − peptide conjugates. Furthermore, we also demonstrated that these bisazides are useful fl uorogenic cross-linking platforms that are able to form a covalent linkage between mono- cyclooctynylated proteins.

Actions (login required)

Edit Item