Fluorescent Brightening Agents

Gold, Heinrich

doi:10.1016/b978-0-12-717005-3.50015-2

Cited by 35 publications

(4 citation statements)

References 86 publications

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“…65 Coumarin-based fluorophores are among the smallest organic chromophores displaying emission in the visible range with high quantum yields (φ f > 0.5) 66,67. Specifically, 7-diethylaminocoumarin lacks any significant molar absorptivity at 320 nm, which facilitates selective excitation of donor 1 .…”

Section: Discussionmentioning

confidence: 99%

“…The emission profile of the fluorescent nucleobase 1 complements the absorbance of 7-diethylaminocoumarin (Figure ), a commonly used fluorophore that can be conjugated to aminoglycosides at positions that do not significantly impact their binding to the A-site (Figure ) . Coumarin-based fluorophores are among the smallest organic chromophores displaying emission in the visible range with high quantum yields (Φ f > 0.5). , Specifically, 7-diethylaminocoumarin lacks any significant molar absorptivity at 320 nm, which facilitates selective excitation of donor 1 . It is worth noting that placing the electron-donating methoxy group on the quinazoline-2,4-(1 H ,3 H )-dione skeleton is essential for maximizing the spectral overlap between the donor and acceptor.…”

Section: Discussionmentioning

confidence: 99%

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FRET Enabled Real Time Detection of RNA-Small Molecule Binding

2009

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A robust analysis and discovery platform for antibiotics targeting the bacterial rRNA A-site has been developed by incorporating a new emissive U surrogate into the RNA and labeling the aminoglycosides with an appropriate fluorescence acceptor. Specifically, a 5-methoxyquinazoline-2,4(1H,3H)-dione-based emissive uracil analogue was identified to be an ideal donor for 7-diethylaminocoumarin-3-carboxylic acid. This donor/acceptor pair displays a critical Förster radius (R0) of 27 Å, a value suitable for an A-site-aminoglycoside assembly. Titrating the coumarin labeled aminoglycosides into the emissive A-site construct, labeled at position U1406, shows a decrease in donor emission (at 395 nm) and concurrent increase of the acceptor emission (at 473 nm). Titration curves, obtained by fitting the donor’s emission quenching or the augmentation of the acceptor’s sensitized emission, faithfully generate EC50 values. Titration of unlabeled ligands into the preformed FRET complex showed a continuous increase of the donor emission, with a concurrent decrease of the acceptor emission, yielding valuable data regarding competitive displacement of aminoglycosides by A-site binders. Detection of antibiotic binding is therefore not dependent on changes in the environment of a single fluorophore, but rather on the responsive interaction between two chromophores acting as a FRET pair, facilitating the determination of direct binding and competitive displacement events with FRET accuracy.

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

FRET Enabled Real Time Detection of RNA-Small Molecule Binding

2009

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“…Pyrazolo [1,5-c]quinazoline derivatives are very important heterocyclic compounds and have been widely used as antiviral agents (Radl and Zikan, 1987), antimicrobial agents (Vartale et al, 2006), optical brighteners (Gold, 1971), dyestuffs (Rangnekar and Puro, 1990;Tsai and Wang, 2005) and colorants (Gondek et al, 2007b) and in photoluminescence (Całus et al, 2007) and electroluminescence (Gondek et al, 2007a) studies.…”

Section: Introductionmentioning

confidence: 99%

Microwave assisted one-pot synthesis of pyrazoloquinazolinone derivatives and their application on printing of synthetic fabrics

Elgemeie

Ahmed²,

Ahmed

et al. 2015

Pigment &Amp; Resin Technology

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Purpose -The purpose of this paper is to synthesize some novel 2-amino-6,6-dimethyl-9-phenyl-3-(phenyldiazenyl)-6,7-dihydropyrazolo-[5,1-b]quinazolin-8(5H)-one derivatives by multi-component one-pot reaction using a microwave as a new tool for green chemistry. Design/methodology/approach -An equimolor from arylazopyrazole, 5,5-dimethyl-1,3-cyclohexanedione (dimedone) and benzaldehyde derivatives was dissolved in Dimethylformamide (DMF) to be irradiated in a microwave for 15 minutes; after completion of the reaction, as indicated by Thin layer chromatograph (TLC), the reaction mixture was poured into ice water, filtered and then crystallized with an appropriate solvent. Findings -The structure of the synthesized dyes was established and confirmed for the reaction products on the basis of their elemental analysis and spectral data (MS, IR and 1H-NMR). These prepared dyes were used to print polyester and polyamide fabrics using synthetic thickener in the printing paste for the silk screen technique. The synthesized dyes are superior in terms of yield, purity, color strength and fastness properties and will lead to valuable achievements for commercial production. Originality/value -An efficient method for synthesis of pyrazoloquinazolinone dyes was designed. The novel procedure features short reaction time, moderate yields and simple workup. The authors studied its application in printing polyester and polyamide fabrics.

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“…Organic fluorescent heterocyclic chromophores have a wide range of applications in molecular probes [ 1 ], fluorescent markers [ 2 ], organic light-emitting diodes (OLED)[ 3 ], photovoltaic cells [ 4 ] and in traditional textile and polymer fields [ 5 ]. Electron donors like triphenylamine [ 6 ], diphenylamine [ 7 ] 1,3,5-triazines [ 8 ] and carbazoles [ 9 ] with high electron mobility, thermal and photochemical stability are commonly used as hole-transporting materials or light-emitting materials for balanced charge injection for above mentioned application.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and photo-physical properties of fluorescent 1,3,5-triazine styryl derivatives

Padalkar

Patil

Sekar

2011

Chemistry Central Journal

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BackgroundOrganic fluorophore contains well-defined D-π-A (Donor-π system-Acceptor) push-pull system have wide application in the field of NLO, OLED and high tech application. Electron donor diphenyl, triphenyl and carbazole conjugated with electron acceptor terminal through π-system were reported recently for high-tech applications. N,N-Dialkyl substituted 1,3,5-triazine also acts as donor keeping this idea in mind we developed D-π-A styryl dyes.ResultsNovel "Y"-shaped acceptor-π-donor-π-acceptor type of compounds were synthesized from 4,4'-((6-(4-(diethylamino)phenyl)-1,3,5-triazine-2,4diyl)bis(oxy)) dibenzaldehyde (DIPOD) as electron donors and different active methylene compounds as electron acceptors by conventional Knoevenagel condensation reaction. Their photophysical and thermal properties were investigated.ConclusionIt was found that the strong electron acceptor-donor chromophoric system of these compounds showed high Stoke's shift and excellent thermal stability. Compounds showed positive solvatofluorism behavior from nonpolar to polar solvent. All compounds have good thermal stability.

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Fluorescent Brightening Agents

Cited by 35 publications

References 86 publications

FRET Enabled Real Time Detection of RNA-Small Molecule Binding

FRET Enabled Real Time Detection of RNA-Small Molecule Binding

Microwave assisted one-pot synthesis of pyrazoloquinazolinone derivatives and their application on printing of synthetic fabrics

Synthesis and photo-physical properties of fluorescent 1,3,5-triazine styryl derivatives

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