title: Alcohol uncaging with fluorescence reporting: evaluation of o-acetoxyphenyl methyloxazolone precursors.
abstract: This paper evaluates a series of photolabile protecting groups with built-in fluorescence reporting. They rely on readily available o-acetoxyphenyl methyloxazolones as activated precursors. Alcohol substrates are easily caged. The resulting photoactivable esters exhibit large one- and two-photon uncaging cross sections. The alcohol substrates are quantitatively released in a 1:1 molar ratio with a strongly fluorescent coumarin coproduct that serves as a reporter to quantify substrate delivery.
authors.affiliation: Département de Chimie and Laboratoire de Physique Statistique, Ecole Normale Supérieure, Paris Cedex 05, France.
authors.forename: Nathalie
authors.initials: N
authors.lastname: Gagey
authors.forename: Matthieu
authors.initials: M
authors.lastname: Emond
authors.forename: Pierre
authors.initials: P
authors.lastname: Neveu
authors.forename: Chouaha
authors.initials: C
authors.lastname: Benbrahim
authors.forename: Bernard
authors.initials: B
authors.lastname: Goetz
authors.forename: Isabelle
authors.initials: I
authors.lastname: Aujard
authors.forename: Jean-Bernard
authors.initials: JB
authors.lastname: Baudin
authors.forename: Ludovic
authors.initials: L
authors.lastname: Jullien
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D002384:Catalysis; D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry; D005453:Fluorescence; D008958:Models, Molecular; D015394:Molecular Structure; D010081:Oxazolone / Q000031:analogs & derivatives* / Q000737:chemistry*; D010777:Photochemistry; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D003374:Coumarins; D010081:Oxazolone