Frontiers in Bioengineering and Biotechnology
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2022
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IF 6.064
Wang Jing,Chen Qiaoyu,Wang Xin,Chen Kequan,Ouyang Pingkai
D-1,2,4-Butanetriol (BT) has attracted much attention for its various applications in energetic materials and the pharmaceutical industry. Here, a synthetic pathway for the biosynthesis of BT from d-arabinose was constructed and optimized in Escherichia coli. First, E. coli Trans1-T1 was selected for the synthesis of BT. Considering the different performance of the enzymes from different organisms when expressed in E. coli, the synthetic pathway was optimized. After screening two d-arabinose dehydrogenases (ARAs), two d-arabinonate dehydratases (ADs), four 2-keto acid decarboxylases (ADXs), and three aldehyde reductases (ALRs), ADG from Burkholderia sp., AraD from Sulfolobus solfataricus, KivD from Lactococcus lactis IFPL730, and AdhP from E. coli were selected for the bio-production of BT. After 48 h of catalysis, 0.88 g/L BT was produced by the recombinant strain BT5. Once the enzymes were selected for the pathway, metabolic engineering strategy was conducted for further improvement. The final strain BT5ΔyiaEΔycdWΔyagE produced 1.13 g/L BT after catalyzing for 48 h. Finally, the fermentation conditions and characteristics of BT5ΔyiaEΔycdWΔyagE were also evaluated, and then 2.24 g/L BT was obtained after 48 h of catalysis under the optimized conditions. Our work was the first report on the biosynthesis of BT from d-arabinose which provided a potential for the large-scale production of d-glucose-based BT.
研究领域:
生物化学
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微生物学
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合成生物学
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DOI
PubMed
高影响因子
CATALYSIS LETTERS
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2022
·Vol. 152
·期 10
·3046-3057
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IF 2.936
Yu Pei,Jiang Junxiang,Chen Can,Wang Zhong,Wang Da,Li Guangci,Li Xuebing
Catalytic selective hydrogenation of esterified malic acid to produce 1,2,4-butanetriol (1,2,4-BT) using H 2 as the reducing reagent suffers from the low 1,2,4-BT selectivity. Here, Ru/SiO 2 catalyst was employed for selective hydrogenation of dimethyl malate (DM) to produce 1,2,4-BT, which gave abnormal high DM conversion (100%) and 1,2,4-BT selectivity (92.4%) in aqueous solvent at 363 K, especially, the 1,2,4-BT yield even is higher than the optimal catalyst reported (Ru-Re, 79.8%). The reaction pathways for the DM hydrogenation on Ru/SiO 2 were also proposed, suggesting that extremely high 1,2,4-BT selectivity require for the much high hydrogenation rates at low temperatures, where side-reaction transesterification rates are relatively low. The extremely high hydrogenation activity and 1,2,4-BT selectivity on Ru/SiO 2 in aqueous solvent at low temperatures arise from that H 2 O may coordinate to Ru 2+ and prevent the reduction of Ru 2+ to Ru under high H 2 pressure. Ru/SiO 2 surface presents abundant Ru 2+ in aqueous solvent, can activate H 2 through heterolytic cleavage mode to form hydride, which can significantly increase hydrogenation rates of C = O groups at low temperatures. In addition, the activity and 1,2,4-BT selectivity on Ru/SiO 2 catalyst only reduced by 2.3% and 2.6%, respectively over a period of 550 h. Graphical Abstract
研究领域:
催化
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化学工程
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有机化学
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DOI
高影响因子
SEPARATION AND PURIFICATION TECHNOLOGY
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2023
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IF 8.6
Qiyu Meng,Meng Rong,Huifang Xing,Jiemiao Yu,Yupei Wang,Xuetuan Wei,Ru-An Chi,Congmei Chen,Huizhou Liu,Liangrong Yang
The efficient separation of high-value chemicals 1,2,4-butanetriol (BT) with low concentration and high boiling point from fermentation broth has been gaining intensive investigation in recent years. In this work, inspired by the high affinity of the boronic acid group to the cis-dihydroxy containing molecule, a series of novel boronic acid-functionalized hypercrosslinked polymers (HCPs) were synthesized through a one-step Friedel-Crafts alkylation reaction for specific adsorption and separation of BT in the model fermentation broth. It was found that the boronic acid group significantly boosts the binding capacity of BT through boronate affinity. Results show that HCP-MB4 demonstrates the highest saturated adsorption capacity of 148.2 mg/g. In addition, HCP-MB4 exhibited fast adsorption kinetics (reaching the adsorption equilibrium in 10 min) and excellent recycle performance (the adsorption capacity retains higher than 90% after 5 successive adsorption-desorption cycles), indicating prospective industrial application potentials for BT separation in the actual fermentation broth.
研究领域:
化学工程
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材料科学
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分离技术
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DOI
高影响因子
SEPARATION AND PURIFICATION TECHNOLOGY
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2020
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IF 5.774
Qiyu Meng,Jiemiao Yu,Liangrong Yang,Yanqing Li,Mo Xian,Huizhou Liu
Effective isolation of 1,2,4-butanetriol (BT) from the fermentation broth with low BT concentration was achieved based on anionic reactive extraction with a combined extractant consisted of boronic acid carrier and trioctylmetylammonium Aliquat® 336 (A336) dissolved in the organic phase. The influence of various diluents, pH values, the ratio of phenylboronic acid derivatives (PBAD) to BT (α PBAD/BT ), and A336 to BT (β A336/BT ) on extraction property was investigated in detail. For model BT solutions, satisfactory extraction efficiency of 92% was obtained under the conditions of α PBAD/BT = 1.5, β A336/BT = 2, with dichloromethane as a diluent. Aqueous hydrochloric acid solutions were employed to strip BT from the organic phase. For actual fermentation broth, the extraction and stripping efficiency under the optimum conditions were 74% and 69%, respectively. Besides, compared with the original fermentation broth, 1,2,4-butanetriol has been concentrated by 4.6 times with the reactive extraction coupled hydrolysis.
研究领域:
化学工程
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生物技术
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有机化学
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DOI
高影响因子
Chem Catalysis
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2022
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IF 0
Yu Li,Peiyuan Yao,Shiqing Zhang,Jinhui Feng,Hao Su,Xiangtao Liu,Xiang Sheng,Qiaqing Wu,Dunming Zhu,Yanhe Ma
Summary While formaldehyde is an emerging C1 resource for the synthesis of high value-added chemicals due to its high and versatile reactivity, selective activation and controllable transformation of formaldehyde still remains a great challenge. In particular, coupling of formaldehyde with small aldehydes such as 3-hydroxypropanal offers excellent opportunity for constructing valuable molecules but has not been realized. A benzaldehyde lyase from Herbiconiux sp. SALV-R1 was engineered through directed evolution to achieve the coupling of 3-hydroxypropanal and formaldehyde. A carbonyl reductase and a transaminase were identified to catalyze reduction or transamination of 1,4-dihydroxybutan-2-one, a highly functionalized small ketone. The newly attained enzymatic hydroxymethylation and asymmetric reduction or transamination were then combined with the chemocatalytic hydration of acrolein in a one-pot process to synthesize optically pure 1,2,4-butanetriol and 2-aminobutane-1,4-diol from acrolein and formaldehyde. These results exemplify a new way for sustainable synthesis of high value-added chemicals from C1 molecules and simple starting materials.
研究领域:
化学工程
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生物化学
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生物技术
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有机化学
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DOI
SEPARATION AND PURIFICATION TECHNOLOGY
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2024
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IF 8.1
Qiyu Meng,Yupei Wang,Meng Rong,Huifang Xing,Liangrong Yang,Huizhou Liu,Ru-An Chi,Congmei Chen
The separation of 1,2,4-butanetriol (BT) through phenylboronate anion reactive extraction in fermentation broth has been proposed based on the process where the boronic acid groups specifically recognize the cis -dihydroxyl groups. To fully elucidate the affinity process of boronic acid group and polyols, here we have investigated the binding constant ( K a ) and thermodynamic data of four phenylboronic acid derivates (PBADs) and four structurally similar linear polyols (BT, 1,2-butanediol (1,2-BD), 1,3-butanediol (1,3-BD), and 1,4-butanediol (1,4-BD)) through fluorescence spectroscopy, isothermal titration calorimetry (ITC), and computational chemistry. It can be concluded that the substituent group of boronic acid, the numbers and relative positions of the hydroxyl group in polyols affected the affinity of the boronic acid group to it. The ionized boronic acid group preferentially reacts with the 1,2-dihydroxy group to form a pentacyclic phenylboronate. Compared with other three butanediols, phenylboronic acid (PBA) has a larger binding constant and shows a smaller Gibbs free energy change with BT.
研究领域:
化学
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材料科学
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分析化学
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物理化学
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DOI
高影响因子
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