Beyond the Bioorthogonal Inverse-Electron-Demand Diels–Alder Reactions of Tetrazines: 2-Pyrone-Functionalized Fluorogenic Probes

Cserép, Gergely B.; Szatmári, Ágnes; Horváth, Flóra; Imre, Tı́mea; Németh, Krisztina; Kele, Péter

doi:10.1055/a-1761-4672

Cited by 1 publication

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“…There are several bioorthogonal functions that can render probes fluorogenic. These examples include tetrazoles [ 51 , 52 ], cyclooctynes [ 53 , 54 ], linear alkynes [ 55 ], sydnones [ 56 ], pyrones [ 57 ], and most notably, azides [ 10 , 58 ] and tetrazines [ 59 , 60 ]. Recent examples, however, suggest that the tetrazine motif is the most widely applied in the design of bioorthogonally applicable, fluorogenic probes owing to its fast reaction kinetics and good quenching potential.…”

Section: Fluorogenic Probes: General Considerationsmentioning

confidence: 99%

Bioorthogonal Reactions in Bioimaging

Kozma,

Kele

2024

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Visualization of biomolecules in their native environment or imaging-aided understanding of more complex biomolecular processes are one of the focus areas of chemical biology research, which requires selective, often site-specific labeling of targets. This challenging task is effectively addressed by bioorthogonal chemistry tools in combination with advanced synthetic biology methods. Today, the smart combination of the elements of the bioorthogonal toolbox allows selective installation of multiple markers to selected targets, enabling multicolor or multimodal imaging of biomolecules. Furthermore, recent developments in bioorthogonally applicable probe design that meet the growing demands of superresolution microscopy enable more complex questions to be addressed. These novel, advanced probes enable highly sensitive, low-background, single- or multiphoton imaging of biological species and events in live organisms at resolutions comparable to the size of the biomolecule of interest. Herein, the latest developments in bioorthogonal fluorescent probe design and labeling schemes will be discussed in the context of in cellulo/in vivo (multicolor and/or superresolved) imaging schemes. The second part focuses on the importance of genetically engineered minimal bioorthogonal tags, with a particular interest in site-specific protein tagging applications to answer biological questions.

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