Fluorescence decay and quantum yield characteristics of acridine orange and proflavine bound to DNA

Kubota, Yukio; Steiner, Robert F.

doi:10.1016/0301-4622(77)85009-6

Cited by 53 publications

(26 citation statements)

References 55 publications

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“…The classic fluorophore Acridine Orange ( 17 ) gave Φ = 0.21 when measured in aqueous solution, consistent with published data. 34 The azetidine analog 18 was 2.5-fold brighter with Φ = 0.52. Other spectral properties of the two acridines were similar.…”

Section: Resultsmentioning

confidence: 99%

A general method to improve fluorophores for live-cell and single-molecule microscopy

et al. 2015

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Specific labeling of biomolecules with bright fluorophores is the keystone of fluorescence microscopy. Genetically encoded self-labeling tag proteins can be coupled to synthetic dyes inside living cells, resulting in brighter reporters than fluorescent proteins. Intracellular labeling using these techniques requires cell-permeable fluorescent ligands, however, limiting utility to a small number of classic fluorophores. Here, we describe a simple structural modification that improves the brightness and photostability of dyes while preserving spectral properties and cell permeability. Inspired by molecular modeling, we replaced the N,N-dimethylamino substituents in tetramethylrhodamine with four-membered azetidine rings. This addition of two carbon atoms doubles the quantum efficiency and improves the photon yield of the dye in applications ranging from in vitro single-molecule measurements to super-resolution imaging. The novel substitution is generalizable, yielding a palette of chemical dyes with improved quantum efficiencies that spans the UV and visible range.

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Section: Resultsmentioning

confidence: 99%

A general method to improve fluorophores for live-cell and single-molecule microscopy

et al. 2015

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“…F Dye F Dye + CB [7] F Dye + CB [8] PF 0.34 [33] 0.79 AE 0.03 0.20 AE 0.01 AO 0.20 [34] 0.56 AE 0.02 0.040 AE 0.002 PY 1.00…”

Section: Dyementioning

confidence: 99%

Complexation and Fluorescence of Tricyclic Basic Dyes Encapsulated in Cucurbiturils

2008

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Tricyclic basic dyes (proflavine, acridine orange, pyronine, pyronine Y, oxonine, thionine and methylene blue) often form one-to-one or two-to-one complexes with CB[7] and CB[8], respectively. In the case of pyronine Y, the complexes with CB[7] and CB[8] have a one-to-one and three-to-one stoichiometry, respectively. The binding constants for CB[7] complexes range from 3.07x10(6) to 1.70x10(7) m(-1). In the case of CB[8], the association constant varies between 3.24x10(13) and 2.50x10(16) m(-2). Overall, these binding constants are four orders of magnitude higher than those reported for the same dyes in beta and gamma-cyclodextrins. Formation of the host-guest complexes leads to an increase in the fluorescence quantum yields in the case of CB[7], while the dimeric or trimeric dye encapsulated in CB[8] are remarkably less fluorescent than the same dye in diluted solutions.

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“…However, it is difficult to quantify biomolecules using AO because the molar extinction coefficient and quantum yield of AO strongly depend on its binding state. 15,22,23 In this study, we investigated the electrochemical activity of AO and the differences between the electrochemical response in the buffer solution and the bacterial cell. For bacterial quantification using AO as an electrochemical label, we quantitated the electrochemical response of AO in a single bacterial cell.…”

Section: Introductionmentioning

confidence: 99%

Electrochemical Response of Acridine Orange in Bacterial Cell

et al. 2016

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Fluorescent dye is a useful tool in qualitative analysis. Acridine orange (AO) is one such dye, which fluoresces when bound to biomolecules. In this study, we investigated whether the electrochemical activity of AO can be used for bacterial quantification. We observed that the oxidation peak current of AO depended on the amount of AO-labeled bacteria present on the electrode. The electrochemical response was estimated as 8.4 × 10 −15 A for a single cell. In addition, it was found that the response obtained in a dead bacterium was 3 times larger than that obtained in a living cell. We concluded that the difference in the electrochemical response is dependent on the biological functions such as metabolism, respiration, and viability of bacteria.

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Fluorescence decay and quantum yield characteristics of acridine orange and proflavine bound to DNA

Cited by 53 publications

References 55 publications

A general method to improve fluorophores for live-cell and single-molecule microscopy

A general method to improve fluorophores for live-cell and single-molecule microscopy

Complexation and Fluorescence of Tricyclic Basic Dyes Encapsulated in Cucurbiturils

Electrochemical Response of Acridine Orange in Bacterial Cell

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