title: 3,6-Substituted-1,2,4,5-tetrazines: tuning reaction rates for staged labeling applications.
abstract: Cycloaddition reactions involving tetrazines have proven to be powerful bioorthogonal tools for various applications. Conceivably, sequential and selective labeling using tetrazine-based reactions can be achieved by tuning the reaction rate. By varying the substituents on tetrazines, cycloaddition rate variations of over 200 fold have been achieved with the same dienophile. Upon coupling with different dienophiles, such as norbornene, the reaction rate difference can be over 14,000 fold. These substituted tetrazines can be very useful for selective labeling under different conditions.
authors.affiliation: Department of Chemistry, Center for Diagnostics and Therapeutics, and Center for Biotechnology and Drug Design, Georgia State University, Atlanta, GA 30303, USA. wang@gsu.edu.
authors.forename: Danzhu
authors.initials: D
authors.lastname: Wang
authors.forename: Weixuan
authors.initials: W
authors.lastname: Chen
authors.forename: Yueqin
authors.initials: Y
authors.lastname: Zheng
authors.forename: Chaofeng
authors.initials: C
authors.lastname: Dai
authors.forename: Ke
authors.initials: K
authors.lastname: Wang
authors.forename: Bowen
authors.initials: B
authors.lastname: Ke
authors.forename: Binghe
authors.initials: B
authors.lastname: Wang
mesh_terms: D004583:Electrons; D007700:Kinetics; D009636:Norbornanes / Q000737:chemistry; D012997:Solvents; D013194:Staining and Labeling; D013696:Temperature; D013777:Tetrazoles / Q000138:chemical synthesis / Q000737:chemistry*; D013997:Time Factors
chemical_list: D009636:Norbornanes; D012997:Solvents; D013777:Tetrazoles