title: 3-Trifluoromethyl-3-aryldiazirine photolabels with enhanced ambient light stability.
abstract: Ambient light stable 3-trifluoromethyl-3-aryldiazirine photolabels are developed via stabilization of the strained three membered diazirine ring by replacing the phenyl ring with electron withdrawing heterocyclic rings. Photolabeling studies reveal that these ambient light stable photolabels are equally efficient in photolabeling target proteins as the traditional 3-trifluoromethyl-3-phenyldiazirine and found to significantly increase the aqueous solubility of the photoaffinity labels.
authors.affiliation: Department of Chemistry, University of South Florida, Tampa, Florida 33620, USA. r.manetsch@neu.edu.
authors.forename: Arun Babu
authors.initials: AB
authors.lastname: Kumar
authors.affiliation: Proteomics and Mass Spectrometry Core Facility, University of South Florida, Tampa, Florida 33620, USA.
authors.forename: Jeremiah D
authors.initials: JD
authors.lastname: Tipton
authors.affiliation: Department of Chemistry, University of South Florida, Tampa, Florida 33620, USA. r.manetsch@neu.edu.
authors.forename: Roman
authors.initials: R
authors.lastname: Manetsch
mesh_terms: D001389:Azirines / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry; D008027:Light; D019920:Photoaffinity Labels; D012995:Solubility; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: C024282:3-trifluoromethyl-3-phenyldiazirine; D001389:Azirines; D006571:Heterocyclic Compounds; D019920:Photoaffinity Labels