Biotransformation of lauric acid into 1,12-dodecanedioic acid using CYP52A17 expressed in Saccharomyces cerevisiae and its application in refining coconut factory wastewater

Buathong, Phawadee; Boonvitthya, Nassapat; Truan, Gilles; Chulalaksananukul, Warawut

doi:10.1016/j.ibiod.2019.03.002

Cited by 9 publications

(12 citation statements)

References 36 publications

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“…To our knowledge, CYPs belong to a superfamily of hemecontaining proteins which play a central role in oxidation of xenobiotics and endogenous compounds (Buathong et al, 2019). CYPs catalyze the insertion of one atom of molecular oxygen into substrates while the other atom is reduced to water.…”

Section: Identification Of Candidate Cyps Involved In Limonene Biotramentioning

confidence: 99%

Genomic and Transcriptomic Study for Screening Genes Involved in the Limonene Biotransformation of Penicillium digitatum DSM 62840

et al. 2020

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α-Terpineol has been widely used in daily chemical, pharmaceutical, food, and flavor industries due to its pleasant odor with high economic value and pharmacological action. Our previous study showed that Penicillium digitatum DSM 62840 was an efficient biocatalyst for the transformation of limonene to α-terpineol. Thus, it was meaningful to explore the genome features and the gene expression differences of strain DSM 62840 during limonene biotransformation, and the detailed bioconversion pathways. In this study, the functional genes related to limonene bioconversion were investigated using genome and transcriptome sequences analysis. The results showed that the P. digitatum DSM 62840 genome was estimated to be 29.09 Mb and it encoded 9,086 protein-encoding genes. The most annotated genes were associated to some protein metabolism and energy metabolism functions. When the threshold for differentially expressed genes (DEGs) was set at twofold ratio, a total of 4,128, and 4,148 DEGs were identified in P_L_12h (limonene-treated condition) compared with P_0h (blank) and P_12h (limonene-untreated blank), respectively. Among them, the expression levels of genes involved in the biosynthesis of secondary metabolites, energy metabolism and ATP-binding cassette (ABC) transporters were significantly altered during the biotransformation. And the reliability of these results was further confirmed by quantitative real-time polymerase chain reaction (RT-qPCR). Moreover, we found that the enzyme participated in limonene biotransformation was inducible. This enzyme was located in the microsome, and it was inhibited by cytochrome P450 inhibitors. This indicated that the cytochrome P450 may be responsible for the limonene bioconversion. Several differentially expressed cytochrome P450 genes were further identified, such as PDIDSM_85260 and PDIDSM_67430, which were significantly upregulated with limonene treatment. These genes may be responsible for converting limonene to α-terpineol. Totally, the genomic and transcriptomic data could provide valuable information in the discovery of related-genes which was involved in limonene biotransformation, pathogenicity of fungi, and investigation of metabolites and biological pathways of strain DSM 62840.

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Section: Identification Of Candidate Cyps Involved In Limonene Biotramentioning

confidence: 99%

Genomic and Transcriptomic Study for Screening Genes Involved in the Limonene Biotransformation of Penicillium digitatum DSM 62840

et al. 2020

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“…The CCW is comprised of variable but high levels of biological oxygen demand (BOD), chemical oxygen demand (COD), total suspended solids (TSS), total solids (TS), and fat, oil, and grease (FOG) (Table 1) [7,8], making it unsuitable for environmental discharge. For example, the FOG content of the CCW of the sample used in this study was almost 400-fold over the coconut wastewater industrial effluent standards for industrial plants and industrial estates in Thailand.…”

Section: Introductionmentioning

confidence: 99%

“…Initial characteristics of the CCW used in this study. Data from [7]. Medium chain α,ω-dicarboxylic acids (α,ω-DCAs) are versatile chemical intermediates of different chain length, usually presented as HOOC-(R)n-COOH and a product of economic interest, because they are widely used as feedstocks for chemical products and intermediates, such as polyamides, nylons, lubricants, and perfumes.…”

Section: Introductionmentioning

confidence: 99%

“…Furthermore, decanedioic acid and DDA were produced by S. cerevisiae expressing CYP94C1 and cytochrome reductase ATR1 using renewable sugars and fatty acids as substrates [14]. Subsequently, S. cerevisiae (BCM), which has an extra copy of the BY4741 genetic background harboring the NADPH cytochrome P450 reductase (CPR) gene under its own promotor [23] and the CYP52A17 SS gene under galactose induction, was shown to effectively convert lauric acid into 1,12-DDA [7]. Notably, whole-cell biocatalysts have advantages over isolated enzymes, such as the absence of the high cost and energy for enzyme purification.…”

Section: Introductionmentioning

confidence: 99%

“…In the study presented here, recombinant S. cerevisiae BCM were used as the whole cell in the biotransformation, as previously reported [7]. An efficient biotransformation would be established to produce 1,12-DDA via CCW, or CCW supplemented with 10 g/L yeast extract and 20 g/L peptone (YPCCW) as a medium by the recombinant BCM.…”

Section: Introductionmentioning

confidence: 99%

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Whole-Cell Biotransformation of 1,12-Dodecanedioic Acid from Coconut Milk Factory Wastewater by Recombinant CYP52A17SS Expressing Saccharomyces cerevisiae

et al. 2020

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Biotransformation of fatty acids from renewable wastewater as feedstock to value-added chemicals is a fascinating commercial opportunity. α,ω-dicarboxylic acids (DCAs) are building blocks in many industries, such as polymers, cosmetic intermediates, and pharmaceuticals, and can be obtained by chemical synthesis under extreme conditions. However, biological synthesis can replace the traditional chemical synthesis using cytochrome P450 enzymes to oxidize fatty acids to DCAs. Saccharomyces cerevisiae BY(2R)/pYeDP60-CYP52A17SS (BCM), a transgenic strain expressing the galactose-inducible CYP52A17SS cytochrome P450 enzyme, was able to grow in a coconut milk factory wastewater (CCW) medium and produced 12-hydroxydodecanoic acid (HDDA) and 1,12-dodecanedioic acid (DDA). The supplementation of CCW with 10 g/L yeast extract and 20 g/L peptone (YPCCW) markedly increased the yeast growth rate and the yields of 12-HDDA and 1,12-DDA, with the highest levels of approximately 60 and 38 µg/L, respectively, obtained at 30 °C and pH 5. The incubation temperature and medium pH strongly influenced the yeast growth and 1,12-DDA yield, with the highest 1,12-DDA formation at 30 °C and pH 5–5.5. Hence, the S. cerevisiae BCM strain can potentially be used for producing value-added products from CCW.

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Diacids from Oil Producing Plant

Fatimah¹,

Fadillah²,

Muraza³

et al. 2022

Biorefinery of Oil Producing Plants for Value‐Added Products

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Biotransformation of lauric acid into 1,12-dodecanedioic acid using CYP52A17 expressed in Saccharomyces cerevisiae and its application in refining coconut factory wastewater

Cited by 9 publications

References 36 publications

Genomic and Transcriptomic Study for Screening Genes Involved in the Limonene Biotransformation of Penicillium digitatum DSM 62840

Genomic and Transcriptomic Study for Screening Genes Involved in the Limonene Biotransformation of Penicillium digitatum DSM 62840

Whole-Cell Biotransformation of 1,12-Dodecanedioic Acid from Coconut Milk Factory Wastewater by Recombinant CYP52A17SS Expressing Saccharomyces cerevisiae

Diacids from Oil Producing Plant

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