Readily Accessible and Brightly Fluorogenic BODIPY/NBD–Tetrazines via SNAr Reactions

Autor: Is¸ik, Murat, Kisac¸am, Mehmet Ali
Zdroj: The Journal of Organic Chemistry; May 2024, Vol. 89 Issue: 9 p6513-6519, 7p
Abstrakt: We describe SNAr reactions of some commercial amino-tetrazines and halo-dyes, which give efficiently quenched BODIPY/NBD–tetrazines (FFl< 0.01) in high yields and, importantly, with high purities affordable via simple silica gel chromatography only. The dyes exhibit large Stokes shifts, moderate environmental sensitivity, and emission enhancements (up to 193-fold) upon Tz ligation with BCN-a strained dienophile. They successfully serve as labels for HSA protein premodified with BCN, resulting in bright blue–green emission upon ligation.
Databáze: Supplemental Index