Facile syntheses of BODIPY derivatives for fluorescent labeling of the 3' and 5' ends of RNAs.
As inexpensive and readily available fluorophores for 3' and 5' end labeling of RNA molecules, symmetrical BODIPY (boron dipyrromethene: 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene) derivatives having a primary amino group were designed, and their facile synthetic route was established. Novel BODIPY derivatives exhibited photophysical properties comparable to commercially available BODIPY FL EDA (4,4-difluoro-5,7-dimethyl-4-bora-3a,4a-diaza-s-indacene-3-propionyl ethylenediamine). To confirm utility of new derivatives, specific labeling of the 3' and 5' ends of in vitro transcribed RNAs was carried out. Furthermore, the 3' end of the 5' fragment of the bimolecular Tetrahymena ribozyme was labeled, and its catalytic activity was investigated.
Ikawa
Yoshiya
Y
Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, Nishi-ku, Fukuoka 819-0395, Japan.
Moriyama
Shoji
S
Furuta
Hiroyuki
H
D000818:Animals; D001681:Biological Assay; D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D005029:Ethylenediamines / Q000138:chemical synthesis* / Q000737:chemistry; D005456:Fluorescent Dyes / Q000378:metabolism*; D008027:Light; D022821:RNA Splice Sites; D016337:RNA, Catalytic / Q000378:metabolism*; D016053:RNA, Protozoan / Q000378:metabolism*; D013057:Spectrum Analysis; D013768:Tetrahymena / Q000235:genetics*
C503730:4,4-difluoro-5,7-dimethyl-4-bora-3a,4a-diaza-s-indacene-3-propionyl ethylene diamine; D001896:Boron Compounds; D005029:Ethylenediamines; D005456:Fluorescent Dyes; D022821:RNA Splice Sites; D016337:RNA, Catalytic; D016053:RNA, Protozoan