Biotransformation of eugenol to vanillin by a novel strain <i>Bacillus safensis</i> SMS1003

Singh, Archana; Mukhopadhyay, Kunal; Sachan, Shashwati Ghosh

doi:10.1080/10242422.2018.1544245

Cited by 32 publications

(20 citation statements)

References 28 publications

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“…More recently, EugO was shown to have a broad substrate range as it can also convert the aromatic compounds zingerone, raspberry ketone and 5-indanol (Nguyen et al, 2016). The conversion of eugenol to vanillin through the intermediates coniferyl alcohol, coniferyl aldehyde and ferulic acid was also observed in Bacillus safensis (Singh et al, 2018). In addition, Bacillus cereus PN42 has been shown to convert eugenol to p-vinyl guaiacol in multiple steps without the intermediate ferulic acid (Kadakol and Kamanavalli, 2010), but the enzymes involved in this conversion have not yet been identified.…”

Section: Coniferyl Alcohol and Eugenol Metabolic Pathwaysmentioning

confidence: 97%

A comparison between the homocyclic aromatic metabolic pathways from plant-derived compounds by bacteria and fungi

Lubbers

Dilokpimol

Visser

et al. 2019

Biotechnology Advances

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Aromatic compounds derived from lignin are of great interest for renewable biotechnical applications. They can serve in many industries e.g. as biochemical building blocks for bioplastics or biofuels, or as antioxidants, flavor agents or food preservatives. In nature, lignin is degraded by microorganisms, which results in the release of homocyclic aromatic compounds. Homocyclic aromatic compounds can also be linked to polysaccharides, tannins and even found freely in plant biomass. As these compounds are often toxic to microbes already at low concentrations, they need to be degraded or converted to less toxic forms. Prior to ring cleavage, the plant-and lignin-derived aromatic compounds are converted to seven central ring-fission intermediates, i.e. catechol, protocatechuic acid, hydroxyquinol, hydroquinone, gentisic acid, gallic acid and pyrogallol through complex aromatic metabolic pathways and used as energy source in the tricarboxylic acid cycle. Over the decades, bacterial aromatic metabolism has been described in great detail. However, the studies on fungal aromatic pathways are scattered over different pathways and species, complicating a comprehensive view of fungal aromatic metabolism. In this review, we depicted the similarities and differences of the reported aromatic metabolic pathways in fungi and bacteria. Although both microorganisms share the main conversion routes, many alternative pathways are observed in fungi. Understanding the microbial aromatic metabolic pathways could lead to metabolic engineering for strain improvement and promote valorization of lignin and related aromatic compounds.

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Section: Coniferyl Alcohol and Eugenol Metabolic Pathwaysmentioning

confidence: 97%

A comparison between the homocyclic aromatic metabolic pathways from plant-derived compounds by bacteria and fungi

Lubbers

Dilokpimol

Visser

et al. 2019

Biotechnology Advances

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“…The gradient method developed using the UHPLC‐TUV detector in the present study is the first report on the simultaneous detection of the eugenol and its five catabolic intermediates with symmetrical peak shapes and better resolution compared to earlier published methods. As compared to other reported methods, the proposed method offers improvement in terms of speed and sensitivity as mentioned in Table . Further, among the published works cited in Table , only one report was validated for the accurate quantification of the compounds of interest which has been performed in the present study.…”

Section: Resultsmentioning

confidence: 88%

“…The optimized method was found suitable for the quantification of intermediate(s) obtained during the microbial transformation of above mentioned isolates (Supporting Information Table S2). Amongst the isolates, SMS1003 was then selected for further studies since a significant amount of vanillin and coniferyl aldehyde production was observed ( Figure 3) and characterized as Bacillus safensis SMS1003 in our previous publication [12]. The culture has been deposited in the National Collection of Industrial Microorganisms (NCIM 5707).…”

Section: Optimization Of the Chromatographic Methodsmentioning

confidence: 99%

“…HCl. Acidified supernatant was then extracted using ethyl acetate by mixing it in the ratio of 1:1 followed by the organic phase collection and drying at 30°C in a Rotary Vacuum Evaporator (Superfit, India) . Dried samples were then dissolved in 1 mL of 50% methanol (aq.)…”

Section: Methodsmentioning

confidence: 99%

“…However, in the above mentioned reports only a few derivatives were detected using methanol as an organic component of mobile phase and were also not validated for the accurate quantification of the product(s) of interest. In our previously published work, an RP-HPLC method was reported for the separation of intermediates involved in eugenol catabolic pathway followed by the separation of eugenol and its derived metabolites formed after eugenol biotransformation using B. safensis SMS1003 [12]. However, this reported method of RP-HPLC separation of six metabolites was reported in a gradient run of 40 min keeping injection volume 20 µL and flow rate of 1 mL/min using Waters LC system equipped with Kinetex C 18 reverse phase HPLC columns.…”

Section: Lcmentioning

confidence: 99%

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A rapid and simple ultra high performance liquid chromatography method for the simultaneous determination of methoxyphenol derivatives involved in the eugenol catabolic pathway

Singh

Sachan

Mukhopadhyay

et al. 2020

J of Separation Science

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An efficient ultra high performance liquid chromatography method of separation was developed for the analysis of six important methoxyphenol derivatives involved in the eugenol catabolic pathway. In the present study, an Acquity UPLC BEH C18 column was used for the chromatographic separation of the industrially important phenolic compounds such as vanillin, vanillic acid, ferulic acid, coniferyl alcohol, and coniferyl aldehyde obtained during microbial transformation of eugenol. Eluted components were identified using the dual wavelength (254 and 310 nm) UV detector. A gradient method of elution using mobile phase of aqueous 1 mM trifluoroacetic acid (Solvent A) and methanol (Solvent B) at a flow rate of 0.3 mL/min separated all the five intermediate methoxyphenol derivatives along with their precursor eugenol within 15 min with stable baseline resolution. Method validation was performed for the accurate quantification of vanillin, coniferyl aldehyde, and eugenol using the parameters of linearity, specificity, precision, limit of detection, limit of quantification, and robustness. The developed method would be helpful for clear separation and identification of the five most important intermediate metabolites of the eugenol catabolism pathway.

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Biotransformation of maize bran‐derived ferulic acid to vanillin using an adapted strain of Amycolatopsis sp. ATCC 39116

Tupe,

Singh,

Odaneth

2024

Biotechnology Progress

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Maize bran, an agro‐processing waste residue, is a good source of ferulic acid that can be further valorized for vanillin production. However, extraction of ferulic acid from natural sources has been challenging due to low concentrations and intensive extraction procedures. In the present work, ferulic acid streams (purities ranging from 5% to 75%) extracted from maize bran using thermochemical methods were evaluated for biotransformation to vanillin, employing Amycolatopsis sp. as a whole‐cell biocatalyst. Initial adaptation studies were critical in improving ferulic acid assimilation and its conversion to vanillin by 65% and 56%, respectively by the fourth adaptation cycle. The effect of cell's physiological states and vanillic acid supplementation on vanillin production was studied using standard ferulic acid as a substrate in an effort to achieve further improvement in vanillin yield. In the presence of vanillic acid, 18 h cultured cells using 2 g/L of standard and isolated ferulic acid produced vanillin concentrations of up to 0.71 and 0.48 g/L, respectively. Furthermore, intermediates involved in the ferulic acid catabolic pathway and their interrelations were studied using GC–MS analysis. Results indicated that two different routes were involved in the catabolism of standard ferulic acid, and similar metabolic routes were observed for an isolated ferulic acid stream. These findings effectively evaluated isolated ferulic acid for sustainable vanillin production while reducing agro‐industrial waste pollution.

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Biotransformation of eugenol to vanillin by a novel strain Bacillus safensis SMS1003

Cited by 32 publications

References 28 publications

A comparison between the homocyclic aromatic metabolic pathways from plant-derived compounds by bacteria and fungi

A comparison between the homocyclic aromatic metabolic pathways from plant-derived compounds by bacteria and fungi

A rapid and simple ultra high performance liquid chromatography method for the simultaneous determination of methoxyphenol derivatives involved in the eugenol catabolic pathway

Biotransformation of maize bran‐derived ferulic acid to vanillin using an adapted strain of Amycolatopsis sp. ATCC 39116

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