Spectra, stability and labeling of 1‐(5‐carboxypentyl)‐4‐(2‐(N‐ethyl‐carbazole‐3‐yl) vinyl) pyridinium bromide with a large Stokes shift

Abstract

Carbazole and its derivatives have been widely utilized as a functional building block in the fabrication of the organic medicine, pesticides, materials, etc., because of their excellent solubility, stability and biological activity. In this paper, 1-(5-carboxypentyl)-4-(2-(N-ethyl-carbazole-3-yl) vinyl) pyridinium bromide with a large Stokes shift was synthesized and characterized by (1)H NMR and MS. The UV/vis absorption and fluorescence spectra in different solvents and at different pH values were investigated preliminarily. The photostability and thermostability were also studied and the results showed that the compound was stable. The compound was also used to label bovine serum albumin (BSA) and calf thymus (ct)DNA. The results showed that the fluorescence intensity is enhanced when labeling with BSA and the binding ability is stronger than ctDNA, making it may be used as a biological probe.

A novel fluorescent long-chain fatty acid-substituted dye: labeling and biodegrading ofMicrothrix parvicella

“…In this paper, the photooxidation rate constant of FP1 is 7.062 × 10 −5 mol min −1 , which is the same order of magnitude with some other carbazole dyes 26 and much smaller than some cyanines reported. 19,28,29 The lower photoreduction rate constant might be attributed to a stable trans structure. 30 …”

“…Two other probes FP2 ( ref. 13 ) and FP3 ( ref. 19 ) were also used to study the impact of side-chain length on the labeling efficiency, identification, and metabolism of M. parvicella ( Fig.…”

Design Mechanism and Property of the Novel Fluorescent Probes for the Identification of Microthrix Parvicella In Situ

“…Many fluorescent molecule dyes were developed, especially the cyanine dyes, which has been widely applied in environmental microbiology studies [ 21 , 22 ]. Carbazole cyanine dyes and the derivatives with the nitrogen heterocyclic structure possess the advantages of large rigid plane conjugate system, large stokes shift, high fluorescence intensity and considerable stability [ 22 , 23 , 24 ].…”

Carbazole–azine based fluorescence ‘off–on’ sensor for selective detection of Cu2+ and its live cell imaging

“…Carbazole and its derivatives possess highly conjugated systems, engage in active ICT and are used as electron‐donating chromophores . Carbazole compounds are promising candidates for electroluminescent and photorefractive devices because of their electron‐donating and hole‐transporting properties, and their remarkable application as fluorescent sensors .…”