title: 2-Aminotryptanthrin derivative with pyrene as a FRET-based fluorescent chemosensor for Al3+.
abstract: 1-(2-Tryptanthrinylaminoacetoxy)-14-(1-pyrenecarboxy)-3,6,9,12-tetraoxatetradecane (T2NH-P5P) was synthesized as a fluorescent chemosensor for Al3+. Excited at 325 nm, corresponding to absorption of the pyrene unit of T2NH-P5P, emission at 600 nm from the 2-aminotryptanthrin unit has been observed, indicating that intramolecular fluorescence resonance energy transfer (FRET) occurs in T2NH-P5P. However, when Al3+ is added to a solution of T2NH-P5P, the fluorescence of 2-aminotryptanthrin is quenched (FRET-off), whereas that of the pyrene group is revived. Such a FRET "on-off" behavior of T2NH-P5P is not observed for other metal cations (Ca2+, Ba2+, and Zn2+).
authors.affiliation: Graduate School of Science and Technology, Hirosaki University, 3 Bunkyo-cho, Hirosaki, Aomori 036-8561, Japan. jun@cc.hirosaki-u.ac.jp
authors.forename: Jun
authors.initials: J
authors.lastname: Kawakami
authors.forename: Kenta
authors.initials: K
authors.lastname: Kikuchi
authors.forename: Kazunori
authors.initials: K
authors.lastname: Chiba
authors.forename: Noriyuki
authors.initials: N
authors.lastname: Matsushima
authors.forename: Asako
authors.initials: A
authors.lastname: Yamaya
authors.forename: Shunji
authors.initials: S
authors.lastname: Ito
authors.forename: Masahiko
authors.initials: M
authors.lastname: Nagaki
authors.forename: Haruo
authors.initials: H
authors.lastname: Kitahara
mesh_terms: D000535:Aluminum / Q000032:analysis* / Q000737:chemistry; D002623:Chemistry Techniques, Analytical / Q000295:instrumentation*; D031541:Fluorescence Resonance Energy Transfer / Q000379:methods*; D011092:Polyethylene Glycols / Q000737:chemistry*; D011721:Pyrenes / Q000737:chemistry*; D011799:Quinazolines / Q000737:chemistry*
chemical_list: C547577:1-(2-tryptanthrinylaminoacetoxy)-14-(1-pyrenecarboxy)-3,6,9,12-tetraoxatetradecane; D011721:Pyrenes; D011799:Quinazolines; C046243:tryptanthrine; D011092:Polyethylene Glycols; C030984:pyrene; D000535:Aluminum