Phototriggering of caged fluorescent oligodeoxynucleotides.
[Structure: see text] We describe a synthetic route for incorporating a photocleavable (PC) DABSYL moiety and fluorescein at adjacent cytidines in the middle of a 25-mer oligodeoxynucleotide. In hybridization studies, both fluorescein and the photocleavable DABSYL reduced the Tm about 6 degrees C separately. UV irradiation (355 nm, 2 min) removed the PC-DABSYL moiety, which increased the fluorescence intensity 51-fold and restored the melting temperature. Caged fluorescent oligodeoxynucleotides (CFOs) will allow many DNA processes to be controlled with light.
Tang
XinJing
X
Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, USA.
Dmochowski
Ivan J
IJ
D001483:Base Sequence; D002851:Chromatography, High Pressure Liquid; D003562:Cytidine / Q000737:chemistry; D019793:Fluorescein / Q000737:chemistry; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry* / Q000528:radiation effects; D010713:Phosphatidylcholines / Q000737:chemistry*; D010777:Photochemistry; D014466:Ultraviolet Rays
D009838:Oligodeoxyribonucleotides; D010713:Phosphatidylcholines; C069348:1-O-(N-dabsyl-11-amino-1-undecyl)-2-O-decanoylphosphatidylcholine; D003562:Cytidine; D019793:Fluorescein