Acridone-tagged DNA as a new probe for DNA detection by fluorescence resonance energy transfer and for mismatch DNA recognition

Nucleotides and Nucleic Acids; Oligo- and Polynucleotides

“…Pyrene and perylene coupled to the 2 0 -amino group of 2 0 -amino-LNA have been used to detect hybridisation, 141 whilst dabcyl and acridine have been used in mismatch discrimination. 562 Fluorescentlylabelled dUTP analogues have been used in conjunction with coumarin dyes as an assay-based method to detect reverse-transcriptase activity. 563 Phosphoramidite building blocks have been synthesised in which a quinolin-2(1H)-one chromophore has been attached to C8 of dA for use as a FRET donor dye.…”

Solvatochromic properties of 3,6-di-tert-butyl-8H-indolo[3,2,1-de]acridin-8-one

“…30 Table 1 Spectroscopic and photophysical properties of 3,6-di-tert-butyl-8H-indolo[3,2,1-de]acridin-8-one in solvents used According to Englman and Jortner 34 the weak coupling limit (the relative horizontal displacement of the two potential energy surfaces is small) reveals an exponential dependence of the transition probability on the energy gap DE. The dependence of non-radiative rate constant on the energy gap between two electronic states can be roughly estimated from equation: 35 log(k IC ) z 12 À 2n max fluo (5) where: k IC is the rate constant of internal conversion expressed in s À1 and n max uo expressed in mm À1 . As can be seen from the formula (5) the bathochromic shi of uorescence spectrum causes the increase of the non-radiative rate constant.…”

“…For this reason, are used, among others, as sensors for uorescence detection of DNA. [5][6][7][8] Studied compound 3,6-di-tert-butyl-8H-indolo[3,2,1-de]acridin-8-one belongs to the acridone group comprising many potential drugs or uorescent probes. To determine whether it is suitable as a uorescent sensor the factors inuencing photophysical properties should be determined.…”

Construction of Pyrimidine Bases Bearing Carboxylic Acid Equivalents at the C5 Position by Postsynthetic Modification of Oligonucleotides

“…The C5 position of pyrimidine bases is often utilized as a modification site of oligonucleotides (ONs) because a substituent at the C5 position does not interfere with Watson‐Crick base pairing. Therefore, ONs containing C5‐modified pyrimidine bases are used with various nucleic‐acid‐based technologies employing biomolecules such as antisense DNAs (Moriguchi, Sasaki, Suzuki, & Shinozuka, ; Wagner et al., ), enzymes (Åström, Williams, & Strömberg, ; Hollenstein, Hipolito, Lam, & Perrin, ), and DNA probes (Hagiwara et al., ; Obayashi et al., ). Among the methods used to introduce substituents into the C5 position of pyrimidine bases, postsynthetic modification is one of the most efficient.…”