Synthesis of pyrene labeled RNA for fluorescence measurements.
The fluorophores 1-ethynylpyrene and 1-(p-ethynyl-phenylethynyl)-pyrene were attached to RNA through a Sonogashira cross-coupling with 5-iodocytidine either in solution through phosphoamidite synthesis or via on-column conjugation during solid-phase oligonucleotide synthesis. Six probes with the sequence 5'-CUU UUC UUU CUU-3' were derivatized with both fluorophores, whereby the position of the modified cytidine was varied. Fluorescence measurements showed sensitivity of the pyrene group to its environment in the single strands and corresponding duplexes.
Kwon
Taewoo
T
Institut für Organische Chemie und Chemische Biologie (OCCB), Johann Wolfgang Goethe-Universität, Max-von-Laue Strasse 7, D-60438 Frankfurt am Main, Germany.
Piton
Nelly
N
Grünewald
Christian
C
Engels
Joachim W
JW
D005453:Fluorescence; D009841:Oligonucleotides / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry; D011721:Pyrenes / Q000737:chemistry*; D012313:RNA / Q000737:chemistry; D015347:RNA Probes / Q000737:chemistry*; D013050:Spectrometry, Fluorescence
C527050:1-(p-ethynyl-phenylethynyl)-pyrene; D009841:Oligonucleotides; D009943:Organophosphorus Compounds; D011721:Pyrenes; D015347:RNA Probes; C434331:phosphoramidite; C042881:1-ethynylpyrene; D012313:RNA