Polydiacetylenes carrying amino groups for colorimetric detection and identification of anionic surfactants

Thongmalai, Wanwisa; Eaidkong, Thichamporn; Ampornpun, Sasikarn; Mungkarndee, Radeemada; Tumcharern, Gamolwan; Sukwattanasinitt, Mongkol; Wacharasindhu, Sumrit

doi:10.1039/c1jm12795k

Cited by 27 publications

(12 citation statements)

References 41 publications

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“…Recently, PDA has attracted more attentions, because it can be prepared in many forms, such as thin films in solid [18] or vesicles in water [19] . So far, PDAs with different modifications are widely used to detect cationic surfactants [20] , [21] and ionic surfactants [22] . The detection signal of PDA sensors is usually the colorimetric response (CR%) that shows the relative change ratio of the blue form PDA and red form PDA.…”

Section: Introductionmentioning

confidence: 99%

Polydiacetylene-Based High-Throughput Screen for Surfactin Producing Strains of Bacillus subtilis

Zhu

Jiang

et al. 2014

PLoS ONE

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Although traditional mutation is still an attractive approach for strain improvement, it is tedious, time-consuming, and inefficient to screen for surfactin producing strains. To overcome this, we developed a high-throughput screening method for surfactin producing mutants by applying polydiacetylene (PDA) vesicles as sensors with visible chromatic change from blue to red, detected as colorimetric response (CR%) signal, which can even semi-quantify the yields of surfactin. Bacillus subtilis 723 was used as parent strain and multiply mutated with atmospheric and room temperature plasma (ARTP). Mutants were cultured in MicroFlask by Duetz (24 square deepwell plates, Applikon Biotechnology) and surfactin titers were tested in 96-well plates with PDA vesicles. Mutants with surfactin titers above150 mg/L (CR% value above 26%) were selected as high-yield strains and further quantified by HPLC. By integrating MicroFlask cultivation and the PDA vesicles detection, we screened 27,000 mutants and found 37 high-yield strains. From these, one mutant produced 473.6 mg/L surfactin (including 353.1 mg/L C15 surfactin), which was 5.4-fold than that of the parent strain. This method is efficient, cost-effective and provides wider application in screening for various surfactants.

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Section: Introductionmentioning

confidence: 99%

Polydiacetylene-Based High-Throughput Screen for Surfactin Producing Strains of Bacillus subtilis

Zhu

Jiang

et al. 2014

PLoS ONE

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“…14 Paper-based solid state sensors are very economical, environmentally friendly and convenient to use. [49][50][51][52][53] It is important to emphasize here that, compared with our previous uo-rophore F1, F4 not only possesses a 5 times higher quantum yield but also has a K sv value 3 times higher. 34 This new uo-rophore is thus tested for feasibility as a Cu 2+ sensor detectable by the naked eye.…”

Section: Resultsmentioning

confidence: 94%

Highly sensitive salicylic fluorophore for visual detection of picomole amounts of Cu2+

et al. 2013

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Four new fluorophores containing multiple fluorogenic branches of phenylene-ethynylene and salicylic acid Cu 2+ binding sites are synthesized and evaluated as Cu 2+ sensors in aqueous media. The fluorophore, F4, having a triphenylamine core and three fluorogenic branches, possesses superior sensitivity, selectivity and emission properties for fluorescence quenching detection of Cu 2+ . This fluorophore exhibits the highest Cu 2+ quenching sensitivity in aqueous solution; K sv ¼ 5.79 Â 10 6 M À1 .The relatively high fluorescence emission of this fluorophore provides excellent visual contrast in a solid state paper-based sensor that enables naked eye detection of Cu 2+ at the picomole level.

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“…NHS‐PCDA (380 mg, 0.8 mmoL) was dissolved in 4 mL of dichloromethane. 1 mL of ethylenediamine was added to the organic solvent . The mixture solution was stirred at room temperature for 6 h. After extraction with water and dichloromethane, the organic layer was dried with magnesium sulfate and filtered and the solvent was removed in vacuo.…”

Section: Methodsmentioning

confidence: 99%

Succinoglycan Octasaccharide Conjugated Polydiacetylene‐Doped Alginate Beads for Barium (II) Detection

Yun

Cho

Dindulkar

et al. 2016

Macro Materials & Eng

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chain, the external stimuli (temperature, pH, solvent, and ligand receptor interactions) causes the accumulation of structural disorder in the conjugated ene-yne array. [1] By the conformational changes, PDA undergoes blue to red color transition and the red phase PDA also emits red fluorescence. [2,3] Consequently, various PDA vesicles have been developed as attractive sensor matrices for the detection of influenza virus, [4] cholera toxin, [5] and receptor proteins. [6] However, the vesicle sensor system has a few limitations such as dilution problems when target compounds with low solubility are applied to the solution system, long term storage stability, and sensitivity problems due to vesicular aggregation. [7] Therefore, the immobilization of PDA-based sensor systems using microfibers, [8] microbeads, [9,10] and film [11] has been studied. In particular, alginate beads can be prepared in mild gelation conditions forming egg box junction with calcium ion based on the alginate structure, and have been widely used as a nontoxic and biocompatible matrix platform. [12] We then Detection methods for heavy metals are important and highly required due to their toxicity to the health of humans and the environment. Hence, using a polydiacetylene (PDA)-based sensoring bead, the presence of barium ions is exclusively detected for the first time. The sensoring platform has been designed as a PDA vesicle functionalized with a succinoglycan octasaccharide subunit serving as a metal coordination ligand. First, the succinoglycan octasaccahride subunit is isolated from Sinorhizobium meliloti, successfully conjugated to pentacosa-10,12-diynoic acid via reductive amination, and the functionalized vesicle system is investigated for color and fluorescence changes targeting nine different metal ions. To further improve the long-term storage stability and convenient handling of the vesicle detection system, the sensory vesicle is immobilized on millimeter-sized alginate beads through the ionotropic gelation method. This study provides an opportunity to design and develop various carbohydrate-based sensor materials.

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Polydiacetylenes carrying amino groups for colorimetric detection and identification of anionic surfactants

Cited by 27 publications

References 41 publications

Polydiacetylene-Based High-Throughput Screen for Surfactin Producing Strains of Bacillus subtilis

Polydiacetylene-Based High-Throughput Screen for Surfactin Producing Strains of Bacillus subtilis

Highly sensitive salicylic fluorophore for visual detection of picomole amounts of Cu2+

Succinoglycan Octasaccharide Conjugated Polydiacetylene‐Doped Alginate Beads for Barium (II) Detection

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