Intramolecular fluorescence resonance energy transfer system with coumarin donor included in beta-cyclodextrin.
In aqueous solutions, the fluorescence of the intramolecular fluorescence resonance energy-transfer (FRET) system 1 was strongly quenched, because of close contact between the donor and acceptor moieties. FRET occurred, and the acceptor fluorescence was increased, by adding beta-cyclodextrin (beta-CD) to aqueous solutions of 1. Spectral analysis supported the idea that the FRET enhancement was due to the formation of an inclusion complex of the coumarin moiety in beta-CD, resulting in separation of the fluorophores. On the basis of this result, we propose that covalent binding of coumarin to beta-CD will provide a FRET cassette molecule. So, compound 2 bearing beta-CD covalently was designed and synthesized. Fluorescence intensity of 2 was enhanced markedly compared to the intensity of 3. Applying this FRET system, various FRET probes that will be useful for ratio imaging and also the high-throughput screening will be provided.
Takakusa
H
H
Graduate School of Pharmaceutical Sciences, The University of Tokyo, Japan.
Kikuchi
K
K
Urano
Y
Y
Higuchi
T
T
Nagano
T
T
D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002942:Circular Dichroism; D003374:Coumarins / Q000737:chemistry*; D003505:Cyclodextrins / Q000737:chemistry*; D005456:Fluorescent Dyes; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D047392:beta-Cyclodextrins
D003374:Coumarins; D003505:Cyclodextrins; D005456:Fluorescent Dyes; D047392:beta-Cyclodextrins; C030123:coumarin; C031215:betadex