Cellular Analysis and Comparative Transcriptomics Reveal the Tolerance Mechanisms of Candida tropicalis Toward Phenol

Wang, Hanyu; Li, Qian; Peng, Yuanyuan; Zhang, Zhengyue; Kuang, Xiaolin; Hu, Xiangdong; Ayepa, Ellen; Han, Xuebing; Abrha, Getachew Tafere; Xiang, Quanju; Yu, Xiumei; Zhao, Ke; Zou, Likou; Gu, Yunfu; Li, Xi; Li, Xiaoying; Chen, Qiang; Zhu, Xiaoping; Liu, Beidong; Ma, Menggen

doi:10.3389/fmicb.2020.00544

Cited by 16 publications

(16 citation statements)

References 65 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Regioselective hydroxylation of aromatic compounds such as phenols − could produce versatile intermediates for synthesizing many valuable fine chemicals, bioactive compounds, pharmaceuticals, and polymers, − but often lack efficient catalysts. For instance, hydroxylation of m -alkylphenols was reported by using rhodium metal catalysts, but they result in a mixture of o - and p -hydroxylated products with poor regioselectivity. , Hydroxylation of m -alkylphenols with enzymes, which are considered as greener catalysts, , suffers also from either low regioselectivity or low activity. For example, tyrosinase is the only known enzyme catalyzing the hydroxylation of m -methylphenol with high regioselectivity to produce o -hydroxylation product, but its activity is low .…”

Section: Introductionmentioning

confidence: 99%

Engineering P450 Monooxygenases for Highly Regioselective and Active p-Hydroxylation of m-Alkylphenols

Tian

et al. 2022

ACS Catal.

View full text Add to dashboard Cite

Regioselective hydroxylations of aromatic compounds are useful reactions but often lack appropriate catalysts. Here a group of P450BM3 mutants (R47I/A82F/A328F, R47L/Y51F/F87V/L188P/I401P, R47I/Y51F/F87V, R47L/Y51F/F87V/L181Q/L188P/I401P, and R47I/F87V/L188P) were developed as unique catalysts for the p-hydroxylation of m-alkylphenols 1a–e with high regioselectivity (91–99%) and conversion (95–99%) to produce the corresponding useful and valuable m-alkylbenzene-1,4-diols 2a–e, respectively. The mutated hydroxylases were developed by protein engineering of P450BM3 monooxygenase via site-directed mutagenesis based on designed mutations to reshape the substrate binding pocket and access channel. Several engineered P450BM3 mutants showed good catalytic efficiency (k cat/K M of 234–381 mM–1 min–1) for the p-hydroxylations of m-alkylphenols 1a–e, respectively. Molecular docking and simulation gave some insights into the structure-based understanding of the enhanced regioselectivity and activity for the developed P450BM3 mutants, including the shorter distance between heme-oxygen atom and C4-carbon (p-position) of substrates than the wild-type enzyme in the catalytic pockets. Preparative biohydroxylations of m-alkylphenols 1a–e were demonstrated by using E. coli cells coexpressing individual P450BM3 mutants and glucose dehydrogenase GDH, giving high-yielding synthesis of useful and valuable m-alkylbenzene-1,4-diols 2a–e.

show abstract

Section: Introductionmentioning

confidence: 99%

Engineering P450 Monooxygenases for Highly Regioselective and Active p-Hydroxylation of m-Alkylphenols

Tian

et al. 2022

ACS Catal.

View full text Add to dashboard Cite

show abstract

“…(Hasan and Jabeen, 2015). This decline in specific growth rate may occur due to cell damage, protein denaturation, and disruption of membrane integrity at higher phenol concentrations and may result in reactive oxygen species (ROS) accumulation, damaging the mitochondrial and the endoplasmic reticulum (Wang et al, 2020). However, bacterial survival at higher phenol concentrations as the only energy source represents a synthesis of phenol degrading enzymes (Chakraborty et al, 2015).…”

Section: Resultsmentioning

confidence: 99%

Screening and evaluation of phenol utilization and growth in Acinetobacter baumannii W29 of wastewater

Mishra¹,

Gupta

Verma

et al. 2023

JANS

View full text Add to dashboard Cite

Phenols are ubiquitous pollutants, mainly from industrial effluent, causing pollution of natural water resources. The research focused on screening efficient phenol-degrading bacteria and kinetic modelling of phenol biodegradation and growth. Membrane filtration was used for the isolation of bacteria from the wastewater sample. The screening of phenol-degrading bacteria was based on the efficiency of phenol utilization. The strain with efficient phenol degradation capacity was characterized by 16S rDNA sequencing and designated Acinetobacter baumannii W29. Biomass growth and phenol utilization rate of the strain were evaluated at different initial phenol concentrations (100-800 mgL-1). Specific growth rate data were fitted to five models, i.e. Monod, Haldane, Aiba, Teisser, and Webb model. The yield coefficient at different initial phenol concentrations was calculated from the slope of the specific growth rate (μ) versus the specific phenol utilization rate (q). The strain showed complete phenol degradation potential up to 1000 mgL-1. The maximal growth rate was achieved at 400 mgL-1 , which coincided with the maximum substrate utilization rate at the same concentration. The specific growth rate showed the best fit with the Haldane model. The strain had a yield coefficient of 0.70 (mg cell mg-1 phenol). The value of µ and Ks revealed the affinity of the strain for high-concentration phenol and the its ability to withstand high phenol concentrations. The kinetic growth behaviour of the strain fitted well with the Haldane model. The findings of the study could be applied to wastewater treatment with a high phenol load.

show abstract

“…Wang et al studied the tolerance and in situ detoxi cation mechanism of C. tropicalis to furan inhibitors in a hydrolysate (Wang et al,2016). The cellular damage and transcriptional effects of phenol on C. tropicalis have also been reported (Wang et al,2020). However, no characterization of the cell response mechanism of tropical Candida yeast in a lignocellulosic hydrolysate has been performed.…”

Section: Introductionmentioning

confidence: 99%

Response mechanisms of Candida tropicalis incubated with a dilute acid hydrolysate from corn stover

Zhang,

Wu,

et al. 2023

Preprint

Self Cite

View full text Add to dashboard Cite

Understanding the cellular response mechanisms of Candida tropicalis is crucial to biofuel production from corn stover, and targeted genetic modification of a C. tropicalis fermentation strain can improve the biofuel yield. In this report, metabolomic analysis of a hydrolysate obtained from dilute acid hydrolysis of corn stover identified 1,469 substances, including sugars, aldehydes, acids and phenols. In the presence of the corn stover hydrolysate, cell growth was inhibited. Moreover, subcellular observations revealed that C. tropicalis SHC-03 accumulated reactive oxygen species and maintained endoplasmic reticulum homeostasis when incubated with this hydrolysate. For detoxification of byproducts in the hydrolysate that inhibit cell growth and survival, genes associated with reduced glutathione, ergosterol, and ubiquinone-n biosynthesis and misfolded protein and fatty acid degradation were upregulated upon incubation with the hydrolysate. These results will help guide genetic modifications that increase the intracellular synthesis of NADH/NADPH and acetyl-CoA for ergosterol and fatty acid accumulation to improve tolerance to hydrolytically toxic byproducts and accelerate industrial production of bioethanol and other bioproducts.

show abstract

Cellular Analysis and Comparative Transcriptomics Reveal the Tolerance Mechanisms of Candida tropicalis Toward Phenol

Cited by 16 publications

References 65 publications

Engineering P450 Monooxygenases for Highly Regioselective and Active p-Hydroxylation of m-Alkylphenols

Engineering P450 Monooxygenases for Highly Regioselective and Active p-Hydroxylation of m-Alkylphenols

Screening and evaluation of phenol utilization and growth in Acinetobacter baumannii W29 of wastewater

Response mechanisms of Candida tropicalis incubated with a dilute acid hydrolysate from corn stover

Contact Info

Product

Resources

About