A simple TLC-densitometric method for the quantification of acrylic acid in aqueous solutions

Sano, Mei; Chin, Taejun; Ohara, Hirotaka; Aso, Yoichi

doi:10.1556/jpc.28.2015.1.2

Cited by 11 publications

(6 citation statements)

References 13 publications

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“…The condition of labeling reaction was optimized according to the method reported by Sano et al. [17]. For the labeling reaction, 1–10 mM IA in water (10 μL), 180 mM IB in DMSO (10 μL), 375 mM K 2 CO 3 in water (4 μL), and 4.5 mM Pd(OAc) 2 in DMSO (2 μL), were added to a 96-well PCR plate (volume 0.1 ml) and heated at 80 °C for 1 h. Concentrated HCl (1.75 μL) was added to the mixture to adjust the pH of the mixture to 1.…”

Section: Methodsmentioning

confidence: 99%

“…The Mizoroki–Heck coupling reaction is a specific coupling reaction of terminal C–C double bonds with aryl halide [15, 16]. We previously quantified acrylic acid in aqueous solutions containing contaminants, by labeling with iodobenzene (IB) using the coupling reaction [17]. These results suggested that IA in microbial cultures containing contaminants could be labeled in the same way.…”

Section: Introductionmentioning

confidence: 99%

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A high-throughput screening method based on the Mizoroki-Heck reaction for isolating itaconic acid-producing fungi from soils

Sano

Kuroda

Ohara

et al. 2019

Heliyon

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In this study, we report a novel method based on the Mizoroki-Heck reaction followed by an iodine test for the screening of itaconic acid-producing fungi from soils. This method is simple, rapid, and requires 10 μL of culture; results are obtained within 1.5 h. The detection limit of itaconic acid in the cultures was 0.13 mM. This is the first report on the direct screening of itaconic acid-producing fungi using a coupling reaction.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

A high-throughput screening method based on the Mizoroki-Heck reaction for isolating itaconic acid-producing fungi from soils

Sano

Kuroda

Ohara

et al. 2019

Heliyon

Self Cite

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show abstract

“…Recently, we have developed a new screening method for microbes from soil to produce IA [24][25][26]. In our screening study, we have also isolated a fungus Aspergillus niger S17-5 producing two IA derivatives from glucose, 9-hydroxyhexylitaconic acid (9-HHIA) and 10-hydroxyhexylitaconic acid (10-HHIA) [27].…”

Section: Introductionmentioning

confidence: 99%

Biobased Poly(itaconic Acid-co-10-Hydroxyhexylitaconic Acid)s: Synthesis and Thermal Characterization

et al. 2020

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Renewable vinyl compounds itaconic acid (IA) and its derivative 10-hydroxyhexylitaconic acid (10-HHIA) are naturally produced by fungi from biomass. This provides the opportunity to develop new biobased polyvinyls from IA and 10-HHIA monomers. In this study, we copolymerized these monomers at different ratios through free radical aqueous polymerization with potassium peroxodisulfate as an initiator, resulting in poly(IA-co-10-HHIA)s with different monomer compositions. We characterized the thermal properties of the polymers by thermogravimetric analysis (TGA) and Fourier-transform infrared spectroscopy (FT-IR). The nuclear magnetic resonance analysis and the gel permeation chromatography showed that the polymerization conversion, yield, and the molecular weights (weight-averaged Mw and number-averaged Mn) of the synthesized poly(IA-co-10-HHIA)s decreased with increasing 10-HHIA content. It is suggested that the hydroxyhexyl group of 10-HHIA inhibited the polymerization. The TGA results indicated that the poly(IA-co-10-HHIA)s continuously decomposed as temperature increased. The FT-IR analysis suggested that the formation of the hydrogen bonds between the carboxyl groups of IA and 10-HHIA in the polymer chains was promoted by heating and consequently the polymer dehydration occurred. To the best of our knowledge, this is the first time that biobased polyvinyls were synthesized using naturally occurring IA derivatives.

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“…Recently, we developed a unique microbial screening method based on the Mizoroki-Heck reaction for the isolation of fungi producing IA and its derivatives from soils (Sano et al 2015;Aso et al 2019;Sano et al 2019). As a result, we obtained a new fungus Aspergillus niger S17-5 (Sano et al 2020).…”

Section: Introductionmentioning

confidence: 99%

Caprylic acid enhances hydroxyhexylitaconic acid production in Aspergillus niger S17‐5

et al. 2020

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Aim Aspergillus niger S17‐5 produces two alkylitaconic acids, 9‐hydroxyhexylitaconic acid (9‐HHIA) and 10‐hydroxyhexylitaconic acid (10‐HHIA), which have cytotoxic and polymer building block properties. In this study, we characterized the production of 9‐HHIA and 10‐HHIA by addition of their expected precursor, caprylic acid, to a culture of A. niger S17‐5, and demonstrated batch fermentation of 9‐HHIA and 10‐HHIA in a jar fermenter with DO‐stat. Methods and Results Production titres of 9‐HHIA and 10‐HHIA from 3% glucose in a flask after 25 days cultivation were 0·35 and 1·01 g l−1 respectively. Addition of 0·22 g l−1 of caprylic acid to a suspension of resting cells of A. niger S17‐5 led to 32% enhancement of total 9‐HHIA and 10‐HHIA production compared to no addition. No enhancement of the production of 9‐HHIA or 10‐HHIA by the addition of oxaloacetic acid was observed. Addition of caprylic acid to the culture at mid‐growth phase was more suitable for 9‐HHIA and 10‐HHIA production due to less cell growth inhibition by caprylic acid. DO‐stat batch fermentation with 3% glucose and 14·4 g l−1 of caprylic acid in a 1·5 l jar fermenter resulted in the production titres of 9‐HHIA and 10‐HHIA being 0·48 and 1·54 g l−1 respectively after 10 days of cultivation. Conclusions Addition of caprylic acid to the culture of A. niger S17‐5 enhances 9‐HHIA and 10‐HHIA production. Significance and Impact of the Study These results suggest that 9‐HHIA and 10‐HHIA are synthesized with octanoyl‐CoA derived from caprylic acid, and that the supply of octanoyl‐CoA is a rate‐limiting step in 9‐HHIA and 10‐HHIA production. To the best of our knowledge, this is the first report regarding the fermentation of naturally occurring itaconic acid derivatives in a jar fermenter.

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A simple TLC-densitometric method for the quantification of acrylic acid in aqueous solutions

Cited by 11 publications

References 13 publications

A high-throughput screening method based on the Mizoroki-Heck reaction for isolating itaconic acid-producing fungi from soils

A high-throughput screening method based on the Mizoroki-Heck reaction for isolating itaconic acid-producing fungi from soils

Biobased Poly(itaconic Acid-co-10-Hydroxyhexylitaconic Acid)s: Synthesis and Thermal Characterization

Caprylic acid enhances hydroxyhexylitaconic acid production in Aspergillus niger S17‐5

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