Search

The selective monitoring of G‐quadruplex (G4) structures in living cells is important to elucidate their functions and reveal their value as diagnostic or therapeutic targets. Here we report a fluorogenic probe (CV2) able to selectively light‐up parallel G4 DNA over antiparallel topologies. CV2 was constructed by conjugating the excimer‐forming CV dye with a peptide sequence (l‐Arg‐l‐Gly‐glutaric acid) that specifically recognizes G4s. CV2 forms self‐assembled, red excimer‐emitting nanoaggregates in aqueous media, but specific binding to G4s triggers its disassembly into rigidified monomeric dyes, leading to a dramatic fluorescence enhancement. Moreover, selective permeation of CV2 stains G4s in mitochondria over the nucleus. CV2 was employed for tracking the folding and unfolding of G4s in living cells, and for monitoring mitochondrial DNA (mtDNA) damage. These properties make CV2 appealing to investigate the possible roles of mtDNA G4s in diseases that involve mitochondrial dysfunction. [ABSTRACT FROM AUTHOR]

Inside Back Cover: Self-Assembled Peptidyl Aggregates for the Fluorogenic Recognition of Mitochondrial DNA G-Quadruplexes (Angew. Cyanovinylene, Excimer, Fluorescent Probes, G-Quadruplex, Self-Assembly Keywords: Cyanovinylene; Excimer; Fluorescent Probes; G-Quadruplex; Self-Assembly EN Cyanovinylene Excimer Fluorescent Probes G-Quadruplex Self-Assembly 1 1 1 01/11/23 20230116 NES 230116 B A self-assembled peptidyl b fluorogenic probe ( B CV2 b ) able to selectively light up parallel G4 DNA over antiparallel topologies is presented by Jeehyeon Bae, Youngmi Kim, and co-workers in their Research Article (e202215049). [Extracted from the article]

Cyanovinylene, Excimer, Fluorescent Probes, G-Quadruplex, Self-Assembly Keywords: Cyanovinylene; Excimer; Fluorescent Probes; G-Quadruplex; Self-Assembly EN Cyanovinylene Excimer Fluorescent Probes G-Quadruplex Self-Assembly 1 1 1 01/11/23 20230116 NES 230116 B A self-assembled peptidyl b fluorogenic probe ( B CV2 b ) able to selectively light up parallel G4 DNA over antiparallel topologies is presented by Jeehyeon Bae, Youngmi Kim, and co-workers in their Research Article (e202215049). B CV2 b allows for the selective staining of G4s in mitochondria over the nucleus in living cells and is further employed for tracking the folding and unfolding of G4s in living cells, and for monitoring mitochondrial DNA damage. [Extracted from the article]

meso-Carboxyl-BODIPY responds to small electronic changes resulting from acyl substitution reactions with a marked change in fluorescence. Herein, the minute changes that accompany the thioester to amide conversion encountered in native chemical ligation (NCL) are exploited in the construction of fluorescent "turn-on" probes. Two fluorogenic probes, 1 a and 4, derived from a meso-thioester-BODIPY scaffold, were designed for the selective detection of cysteine (1 a) and aminopeptidase N (4), respectively. The aromatic (1 a) and aliphatic (4) thioesters of meso-carboxyl-BODIPY are nonfluorescent. However, specific analyte-induced conversion to the meso-amide derivative caused significant spectral changes and a dramatic fluorescence enhancement. Probe 1 a exhibited a large fluorescence "turn-on" response with high selectivity toward cysteine via a tandem NCL reaction. Probe 4 was successfully applied to the monitoring and imaging of endogenous aminopeptidase N in live cancer cells., (© 2021 Wiley-VCH GmbH.)