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. Author manuscript; available in PMC: 2015 Jun 2.
Published in final edited form as: Angew Chem Int Ed Engl. 2014 Apr 24;53(23):5805–5809. doi: 10.1002/anie.201400135

Scheme 1.

Scheme 1

a) Fluorogenic reaction of 2v with cyclopropene 4 and TCO along with observed optical properties in phosphate-buffered saline (PBS) at pH 7.4 (2μM). Fluorescein (in 0.1M NaOH) was used as the standard for quantum yield measurement. b) Fluorogenic reaction of 2w with cyclopropene 4 and TCO along with observed optical properties in EtOH (2μM). Rhodamine 6G (in EtOH) was used as the standard for quantum yield measurement c) Fluorogenic reaction of 2x with cyclopropene 4 and TCO along with observed optical properties in EtOH (2μM). Fluorescein (in 0.1M NaOH) was used as the standard for quantum yield measurement. Note that the reaction product of tetrazine with TCO can readily aromatize with oxidation.