Effects of aroma quality on the biotransformation of natural 2-phenylethanol produced using ascorbic acid

Tian, Xun; Ye, Rui; Wang, Jingwen; Chen, Yifei; Cai, Baoguo; Guan, Shiyou; Rong, Shaofeng; Li, Qianqian

doi:10.1016/j.ejbt.2015.05.003

Cited by 11 publications

(14 citation statements)

References 13 publications

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“…In our previous study, the medium condition suitable for our other engineering strains for 2-PE synthesis was established [ 10 , 18 ]. In preliminary experiments of this study, the affection of NaCl on 2-PE synthesis was tested, differently, our results showed that NaCl suppressed 2-PE synthesis in our module strain, not necessary as for strain reported by Tian et al [ 48 ], which might be owing to strains’ differences. The results of affection of inorganic salts on 2-PE synthesis in our study showed that the engineering strain YS58(G1-A8-A10-A2)-GDH produced higher 2-PE when 5 g L −1 MgSO 4 ·7H 2 O and 5 g L −1 KH 2 PO 4 were contained in the medium (Fig.…”

Section: Resultsmentioning

confidence: 43%

Reconstruction of metabolic module with improved promoter strength increases the productivity of 2-phenylethanol in Saccharomyces cerevisiae

et al. 2018

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Background2-phenylethanol (2-PE) is an important aromatic compound with a lovely rose-like scent. Saccharomyces cerevisiae is a desirable microbe for 2-PE production but its natural yield is not high, and one or two crucial genes’ over-expression in S. cerevisiae did not improve 2-PE greatly.ResultsA new metabolic module was established here, in which, permease Gap1p for l-phenylalanine transportation, catalytic enzymes Aro8p, Aro10p and Adh2p in Ehrlich pathway respectively responsible for transamination, decarboxylation and reduction were assembled, besides, glutamate dehydrogenase Gdh2p was harbored for re-supplying another substrate 2-oxoglutarate, relieving product glutamate repression and regenerating cofactor NADH. Due to different promoter strengths, GAP1, ARO8, ARO9, ARO10, ADH2 and GDH2 in the new modularized YS58(G1-A8-A10-A2)-GDH strain enhanced 11.6-, 15.4-, 3.6-, 17.7-, 12.4- and 7.5-folds respectively, and crucial enzyme activities of aromatic aminotransferases and phenylpyruvate decarboxylase were 4.8- and 7-folds respectively higher than that of the control.ConclusionsUnder the optimum medium and cell density, YS58(G1-A8-A10-A2)-GDH presented efficient 2-PE synthesis ability with ~ 6.3 g L−1 of 2-PE titer in 5-L fermenter reaching 95% of conversation ratio. Under fed-batch fermentation, 2-PE productivity at 24 h increased 29% than that of single-batch fermentation. Metabolic modularization with promoter strategy provides a new prospective for efficient 2-PE production.

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Section: Resultsmentioning

confidence: 43%

Reconstruction of metabolic module with improved promoter strength increases the productivity of 2-phenylethanol in Saccharomyces cerevisiae

et al. 2018

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“…For instance, 2‐phenylethanol (2‐PE) is an aroma compound with a rose‐like odors, which is widely used in perfume, cosmetics, and food industries . Its market size is expected to reach $700 million by 2019 with its annual global demand of >10,000 tons . Friedel‐craft reaction and catalytic reduction of styrene oxide are the two chemical methods used for industrial production of this chemical.…”

Section: Introductionmentioning

confidence: 99%

“…With the supply of L‐ Phe, maximum 2‐PE concentration of ∼3.8 g/L was achieved, together with other byproducts. The generation of a mixture affects the yield and aroma quality of 2‐PE and makes the downstream process costly and difficult . Moreover, the biotransformation with yeast growing cells gave low production rate and suffered from product inhibition .…”

Section: Introductionmentioning

confidence: 99%

“…[3] Its market size is expected to reach $700 million by 2019 [4] with its annual global demand of > 10,000 tons. [5] Friedel-craft reaction and catalytic reduction of styrene oxide are the two chemical methods used for industrial production of this chemical. However, these methods require high temperature requirement (> 300°C), involve the use of toxic chemicals, such as benzene and styrene oxide, [6] and generate byproducts which makes product purification difficult.…”

Section: Introductionmentioning

confidence: 99%

“…The generation of a mixture affects the yield and aroma quality of 2-PE and makes the downstream process costly and difficult. [5] Moreover, the biotransformation with yeast growing cells gave low production rate and suffered from product inhibition. [12] The third strategy is to use resting cells of recombinant E. coli strain expressing the Ehrlich or phenylacetaldehyde synthase (PAAS) pathway for biotransformation of L-Phe to 2-PE, [13] but affording low product concentration (3.95-4.70 g/L) and product yield (35-38.5 %).…”

Section: Introductionmentioning

confidence: 99%

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One‐Pot Production of Natural 2‐Phenylethanol from L‐Phenylalanine via Cascade Biotransformations

Lukito

Saw

et al. 2019

ChemCatChem

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2‐Phenylethanol (2‐PE) is an aroma compound with a rose‐like odors widely used as food ingredient, and natural 2‐PE is much preferred for the application with high selling price but limited availability. Bioproduction of 2‐PE from bioresources could provide a green, sustainable, and economic process to manufacture natural 2‐PE. Here we report a novel artificial cascade biotransformation to convert bioderived L‐phenylalanine (L‐Phe) to natural 2‐PE via deamination, decarboxylation, epoxidation, isomerization, and reduction in one pot. Recombinant E. coli strains co‐expressing the 5 necessary enzymes were engineered by using double plasmids, modular approach, and random combination as highly active, easily available, and recyclable biocatalysts. Two‐phase biotransformation with E. coli (RE) cells using biodiesel, a green and easily available solvent for in situ product extraction to minimize the inhibition, significantly improved product concentration and yield, converting 80 mM of L‐Phe to 71 mM (8.8 g/L, 89 % yield) of 2‐PE. The inhibition of 2‐PE was also reduced through in‐situ product adsorption using XAD4 resins. Using XAD4‐biodiesel‐aqueous buffer 3‐phase system could further enhance the concentration of 2‐PE to 85 mM (10.4 g/L, 85 % yield). The developed artificial cascade biotransformation of L‐Phe to 2‐PE is much better than other reported bioproductions of 2‐PE and provides high‐yielding, sustainable, and potentially practical synthesis of high‐value natural 2‐PE.

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Bioprocesses for 2-phenylethanol and 2-phenylethyl acetate production: current state and perspectives

Martínez-Avila

Sánchez

Font

et al. 2018

Appl Microbiol Biotechnol

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Effects of aroma quality on the biotransformation of natural 2-phenylethanol produced using ascorbic acid

Cited by 11 publications

References 13 publications

Reconstruction of metabolic module with improved promoter strength increases the productivity of 2-phenylethanol in Saccharomyces cerevisiae

Reconstruction of metabolic module with improved promoter strength increases the productivity of 2-phenylethanol in Saccharomyces cerevisiae

One‐Pot Production of Natural 2‐Phenylethanol from L‐Phenylalanine via Cascade Biotransformations

Bioprocesses for 2-phenylethanol and 2-phenylethyl acetate production: current state and perspectives

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