Rational design of improved dienophiles for in vivo tetrazine-trans-cyclooctene ligation

The inverse electron-demand Diels-Alder reaction of trans-cyclooctene and sym-tetrazine is a bioorthogonal reaction which has found widespread applications during the last decade, e.g. for fluorescent labeling of living cells. However, the use of this reaction is still limited due to the rapid isome...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: Neudecker, Tim (VerfasserIn) , Scholtes, Jan Felix (VerfasserIn) , Dreuw, Andreas (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 16 June 2016
In: Chemical physics letters
Year: 2016, Jahrgang: 654, Pages: 6-8
DOI:10.1016/j.cplett.2016.04.044
Online-Zugang:Verlag, Volltext: http://dx.doi.org/10.1016/j.cplett.2016.04.044
Verlag, Volltext: http://www.sciencedirect.com/science/article/pii/S0009261416302305
Volltext
Verfasserangaben:Tim Stauch, Jan Felix Scholtes, Andreas Dreuw
Beschreibung
Zusammenfassung:The inverse electron-demand Diels-Alder reaction of trans-cyclooctene and sym-tetrazine is a bioorthogonal reaction which has found widespread applications during the last decade, e.g. for fluorescent labeling of living cells. However, the use of this reaction is still limited due to the rapid isomerization of trans-cyclooctene to its unreactive cis-conformer. Using computational methods, we have derived two optimized derivatives of trans-cyclooctene, which pave the road to more efficient in vivo labeling of arbitrary proteins.
Beschreibung:Gesehen am 05.12.2017
Beschreibung:Online Resource
DOI:10.1016/j.cplett.2016.04.044