Facile syntheses of BODIPY derivatives for fluorescent labeling of the 3′ and 5′ ends of RNAs

Yoshiya Ikawa, Shoji Moriyama, Hiroyuki Furuta

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)166-170
Number of pages5
JournalAnalytical Biochemistry
Volume378
Issue number2
DOIs
Publication statusPublished - Jul 15 2008

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Labeling
ethylenediamine
RNA
Derivatives
Tetrahymena
Catalytic RNA
Boron
Fluorophores
Catalyst activity
Molecules
4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
4,4-difluoro-5,7-dimethyl-4-bora-3a,4a-diaza-s-indacene-3-propionyl ethylene diamine
dipyrromethene
In Vitro Techniques
4,4-difluoro-5,7-dimethyl-4-bora-3a,4a-diaza-3-indacene

All Science Journal Classification (ASJC) codes

  • Biophysics
  • Biochemistry
  • Molecular Biology
  • Cell Biology

Cite this

Facile syntheses of BODIPY derivatives for fluorescent labeling of the 3′ and 5′ ends of RNAs. / Ikawa, Yoshiya; Moriyama, Shoji; Furuta, Hiroyuki.

In: Analytical Biochemistry, Vol. 378, No. 2, 15.07.2008, p. 166-170.

Research output: Contribution to journalArticle

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