Frontiers in Plant Science
·
2022
·
IF 6.627
Qiao Chong,Chen Fei,Liu Zhan,Huang Tianfang,Li Wei,Zhang Guolin,Luo Yinggang
Tryptophan decarboxylases (TDCs) are a group of pyridoxal 5′-phosphate-dependent enzymes involved in the enzymatic conversion of tryptophan into tryptamine, a critical biogenic amine. We herein mined and cloned a TDC-encoding gene, CaTDC3, from camptothecin-producing plant Camptotheca acuminata. The intact CaTDC3 was heterologously overexpressed in Escherichia coli and the recombinant CaTDC3 was purified to homogeneity. High-performance liquid chromatography (HPLC)-diode array detector (DAD) and high resolution mass spectrometry (HRMS) data analyses of the CaTDC3-catalyzed reaction mixture confirmed the catalytically decarboxylative activity of CaTDC3. CaTDC3 shows strict stereoselectivity for L-tryptophan. Homology modeling and molecular docking implied CaTDC3’s recognition of L-tryptophan derivatives and analogs. Substrate scope investigations revealed that the appropriate substituent groups on the indole ring, i.e., hydroxylated and halogenated L-tryptophans, could be recognized by CaTDC3 and the decarboxylation reactions generated the corresponding tryptamines. The Cβ -methyl-L-tryptophans were decarboxylated by CaTDC3 efficiently. 1-Thio-L-tryptophan, the NH group of the indole ring replaced by an S atom, could be decarboxylated by CaTDC3. CaTDC3 catalyzed the decarboxylation of 7-aza-L-tryptophan, an N displacement of the C on the aromatic ring, to afford 7-aza-tryptamine. L-Kynurenine, an L-tryptophan degradation product, could be decarboxylated by CaTDC3. The present works uncover a catalytically promiscuous TDC and the TDC is a versatile decarboxylase in synthetic biology for specialized pharmaceutically important substances.
研究领域:
生物化学
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酶学
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药理学
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合成生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY
·
2024
·
IF 3.2
Qian Tan,Linbo Gou,Tai-Ping Fan,Yujie Cai
Clostridium aceticum DSM1496 is an acid-resistant strain in which ornithine decarboxylase (ODC) plays a crucial role in acid resistance. In this study, we expressed ODC derived from C. aceticum DSM1496 in Escherichia coli BL21 (DE3) and thoroughly examined its enzymatic properties. The enzyme has a molecular weight of 55.27 kDa and uses pyridoxal-5′-phosphate (PLP) as a coenzyme with a K m = 0.31 mM. ODC exhibits optimal activity at pH 7.5, and it maintains high stability even at pH 4.5. The peak reaction temperature for ODC is 30°C. Besides, it can be influenced by certain metal ions such as Mn 2+ . Although l -ornithine serves as the preferred substrate for ODC, the enzyme also decarboxylates l -arginine and l -lysine simultaneously. The results indicate that ODC derived from C. aceticum DSM1496 exhibits the ability to produce putrescine, cadaverine, and agmatine through decarboxylation. These polyamines have the potential to neutralize acid in an acidic environment, facilitating the growth of microorganisms. These significant findings provide a strong basis for further investigation into the acid-resistant mechanisms contributed by ODC.
研究领域:
微生物学
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生物化学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
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2022
·
IF 4.198
Ge Liu,Yuzhen Gao,Weiping Su
An efficient protocol was proposed for the preparation of secondary alcohols in good to excellent yields via photoredox-catalyzed decarboxylative couplings between readily available arylacetic acids and a variety of less reactive (hetero)aromatic aldehydes. The formation of carbanion is the key intermediate in this reaction. Various substituted arylacetic acids and aldehydes were all compatible with this transformation under mild reaction conditions. Furthermore, the current protocol was successfully applied to the direct alcoholization of several drug acids.
研究领域:
有机化学
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合成化学
✓ 已验证
DOI
PubMed
高影响因子
BIOTECHNOLOGY AND BIOPROCESS ENGINEERING
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2015
·Vol. 19
·期 6
·965-972
·
IF 1.113
Li Naiqiang,Chou Howard,Yu Lijun,Xu Yan
Cadaverine, as a biogenic amine, is an important platform chemical for the production of industrial polymers, such as polyamides, polyurethanes, and nylon. Previous efforts focused on the bio-based production of cadaverine using two lysine decarboxylases of Escherichia coli CadA and LdcC. In this study, we report the biotransformation of cadaverine using a lysine decarboxylase from Klebsiella oxytoca . Codon optimization of the gene encoding this enzyme was carried on for the heterologous expression in E. coli , which led to a system that converted more than 24% lysine-HCl to cadaverine compared to the same system expressing CadA. The system was further optimized by using three different inducible promoters to control the expression of lysine decarboxylase gene of K. oxytoca in E. coli . The final optimized system converted lysine-HCl to cadaverine at a conversion rate of 0.133%/min/g. When the optimized system described above is coupled to an industrial process, the combined process has the potential to produce cadaverine with high conversion efficiency (46%) from sugar.
研究领域:
生物化学
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合成生物学
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工业微生物学
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DOI
高影响因子
JOURNAL OF POROUS MATERIALS
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2024
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IF 2.5
Shi Xiang,Wang Ke,Wang Minxin,Yuan Hong
UiO-66 specimens having different acetic acid/ZrCl 4 molar ratios were prepared and pyrolyzed to ZrO 2 as supports for Pt and Ni, intended to catalyze the decarboxylation of oleic acid. Brunauer-Emmett-Teller surface area analyses, NH 3 temperature-programmed desorption and pyridine adsorption infrared spectroscopy showed that the material made using an acetic acid/ZrCl 4 molar ratio of 100 (ZrO 2 -100) had the largest specific surface area, acid amount and acid strength values. The yield of C 8 -C 17 alkanes obtained from Ni/ZrO 2 -100 exceeded that provided by Pt/ZrO 2 -100 because the latter possessed more acidic sites than the former, which excessively cracked long-chain hydrocarbons. The 1 wt% Ni/ZrO 2 -100 catalyst showed the best catalytic performance, with 96.4% conversion of oleic acid and an 80.6% yield of C 8 -C 17 alkanes after 4 h at 340 °C under a CO 2 atmosphere at a pressure of 18 bar. The conversion of oleic acid remained almost unchanged after 4 reuses of this catalyst whereas the yield of C 8 -C 17 alkanes decreased to 66.7%. This result is attributed to a loss of acidic sites and an increase in carbon build-up.
研究领域:
化学工程
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催化科学
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产品关联
DOI
高影响因子
ENERGY CONVERSION AND MANAGEMENT
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2024
·
IF 9.9
Xiaobo Guo,Ao Xia,Feng Li,Yun Huang,Xianqing Zhu,Wuyuan Zhang,Xun Zhu,Qiang Liao
The integration of photoenzymatic decarboxylation and anaerobic digestion (AD) to convert food waste into hydrocarbon was conducted for the first time. The performance of fatty acid photodecarboxylase from Chlorella variabilis NC64A ( Cv FAP) was optimized in a biphasic system with petroleum ether as the oil phase; conversion of palmitic acid reached 42.2 % in 1 h, which was 26.4 times that in the single-phase catalysis. This biphasic system was further employed to convert the lipase hydrolysate of waste oil from food waste into hydrocarbon, where the production rate of C17 hydrocarbon was 1.7 mM/h. Meanwhile, the non-oil components from food waste were used in AD to generate C1 hydrocarbon methane. Adding magnetite increased the specific methane yield up to 154.0 % compared to the control group on day 22. The average hydrocarbon generation rate and energy production rate in photoenzymatic decarboxylation were 24.3 and 269 times those in AD, respectively.
研究领域:
环境生物学
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生物化学
✓ 已验证
DOI
高影响因子
CHEMICAL ENGINEERING JOURNAL
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2023
·
IF 15.1
Qiang Chen,Yujun Wang,Guangsheng Luo
Photocatalytic direct decarboxylative carbonylation of ubiquitous carboxylic acids is a promising strategy to obtain highly versatile ketone building blocks, but metal-free and efficient conversions are still lacking. Here, density functional theory calculations are used to guide the experimental screening of catalysts, highlighting the potential influence of frontier molecular orbital energy levels on the catalytic process and revealing an acridine photocatalyst capable of realizing value-added conversion of carboxylic acid at room temperature under visible light with excellent performance. The possible mechanism for this conversion was elucidated in depth by combining study of the excited state behavior of the photosensitizer and the results of detection experiments for radicals. Theoretical calculations and mechanistic studies further disclose the kinetically rate-limiting role of oxygen, including its participation in the formation of superoxide radicals for carbonylation and as an electron trapping agent for catalyst cycling. Based on these findings, a flow microreactor platform was ingeniously built to achieve previously inaccessible photocatalytic decarboxylative carbonylation promoted by acridine in concert with oxygen. Interestingly, the gas–liquid segmented microflow is found to enable a significant acceleration (from 14 to 2 h) and higher yield compared to the batch counterpart, resulting in a high space–time yield of 137.4 g/L d -1 for this transformation, which far exceeds the reported values. This study underscores the feasibility of broadening the competence of acridine photocatalysis through the involvement of kinetically adapted oxygen, thus enabling substitution of metal-dependent photocatalysis and even more efficient and high-yield decarboxylative carbonylation of carboxylic acids.
研究领域:
有机化学
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催化化学
✓ 已验证
DOI
高影响因子
WORLD JOURNAL OF MICROBIOLOGY & BIOTECHNOLOGY
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2022
·Vol. 38
·期 5
·1-8
·
IF 4.253
Li Yudi,Chen Guiying,Ge Fanglan,Dang Ting,Ren Yao,Zeng Bei,Li Wei
γ-aminobutyric acid (GABA) has various physiological functions and is widely used in medicine, food, and other fields. Glutamate decarboxylase (GAD) is a key enzyme that catalyzes the decarboxylation of L-glutamate to synthesize GABA. However, the industrial application of microorganism-derived GAD is limited by its rapid loss of enzymatic activity with pH approaching neutrality. In this study, a novel glutamate decarboxylase, GAD MSM, from Mycobacterium smegmatis was overexpressed and purified. On the basis of homologous modeling and substrate molecular docking, several GAD MSM mutants were constructed, and their enzymatic properties were analyzed. The results showed that the optimal pH of wild-type GAD MSM is 5.4; at pH 6.2, 22.8% enzymatic activity was retained. The T211I replacement in GAD and C-terminal deletion mutant GAD MSMΔC showed relatively high catalytic activity in a pH range of 5.0–7.0. The V max and K m values of GAD MSMΔC were 14.69 and 5.70, respectively, at pH 5.5, and 9.87 and 6.17, respectively, at pH 7.0. Compared with the wild-type GAD, GAD MSMΔC maintained higher affinity and enzymatic activity of the substrate, maintaining 78.5% of the highest enzymatic activity even at pH 7.0, which is the highest reported activity retention for GAD under neutral pH condition. Therefore, GAD MSMΔC can be used for the transformation of high-yielding strains and industrial production of GABA.
研究领域:
微生物学
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酶工程
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生物化学
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产品关联
DOI
PubMed
高影响因子
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
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2020
·
IF 3.573
Jun Jiang,Teng Li,Kexin Huang,Guangyu Sun,Jing Zheng,Jinlong Chen,Weiran Yang
As a bio-based platform chemical, it is desirable to convert levulinic acid (LA) to varieties of value-added biochemicals. n-Butane, mainly from nonrenewable fossil resources, is a basic chemical to produce some important chemicals, such as butadiene and ethylene. In this paper, 95.5% yield of n-butane was obtained from LA in one-step over base-treated Pt/C at around 300 °C in 4 h. The reaction pathway was confirmed to be the hydrodeoxygenation of LA to valeric acid (VA) and then the VA decarboxylation to n-butane by kinetic studies. Base-treated Pt/C had better reactivity due to its improved decarboxylation activity. Detailed characterization of the catalyst revealed that the Pt particle size is the key reason for the activity improvement, and further studies showed that Pt nanoparticles with a size of 2–4 nm showed the highest decarboxylation activity. This is the first report on the direct conversion of LA to n-butane.
研究领域:
化学工程
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可再生资源
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催化科学
✓ 已验证
DOI
高影响因子
CHINESE JOURNAL OF CATALYSIS
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2022
·
IF 12.92
Yunjian Ma,Xuanru Zhong,Bin Wu,Dongming Lan,Hao Zhang,Frank Hollmann,Yonghua Wang
Hydrocarbons are essential base chemicals as energy carriers and starting materials for chemical manufacture. So-called fatty acid photodecarboxylases (FAPs) represent interesting catalysts for the conversion of natural fatty acids into hydrocarbons thereby giving access to alkanes from renewable feedstock. Today, however, only few FAPs are known. In the current study we report a new FAP from the marine organism Micractinium conductrix ( Mc FAP). In contrast to currently known FAPs Mc FAP exhibits high catalytic activity towards short and medium fatty acids. Recombinant expression and basic biochemical characterisation of this new member of the FAP family is reported.
研究领域:
生物化学
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酶学
·
可再生能源
✓ 已验证
DOI
高影响因子
Analytical Methods
·
2022
·Vol. 14
·期 23
·2266-2276
·
IF 3.532
Huan Zhang,Qi Guan,Pei Zeng,Guoqiang Wu,Yanping Hong,Wuying Yang,Chunrong Wang
In the present study, a novel simple and sensitive method was developed for the determination of pectin based on the decarboxylation derivatization reaction and surface-enhanced Raman scattering (SERS) without complicated separation steps. The derivatization reaction can be controlled by the experimental parameters such as reaction time, temperature and the amount of hydrochloric acid. Additionally, the method was used to accurately and reliably detect pectin added in honey or apple, which can be detected at levels as low as 0.5 or 0.01 ppm, respectively. Based on the conventional decarboxylation reaction, a simple and sensitive SERS method was proposed for the detection of pectin, which shows potential for practical application.
研究领域:
食品科学
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分析化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Bioresource Technology Reports
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2022
·
IF 0
Jiali Mi,Simin Liu,Yan Du,Haishan Qi,Lei Zhang
Cadaverine (1,5-diaminopentane) has widespread applications in industry, agriculture and medicine. Cadaverine can be biotransformed from l -lysine by lysine decarboxylasey which is a pyridoxal 5′-phosphate (PLP)-dependent enzyme. Herein, barium alginate microspheres were fabricated by electro-dripping and employed as immobilized metal ion affinity chromatography matrix to purify and immobilize engineered lysine decarboxylase CadA-EK. Besides, polyethyleneimine (PEI) was employed for co-immobilizing PLP and enzymes (cCadA-EK-PEI/PLP). The cCadA-EK-PEI/PLP can produced 184.53 g/L cadaverine with yield of 90.03% in 2 mol/L lysine solution. And the stability of co-immobilized CadA-EK was 1–4 times higher than that of iCadA-EK + PLP in environmental factors, and the catalytic efficiency k cat / K m was increased by 3.4-fold. Furthermore, a continuous flow microreactor with the co-immobilized enzymes and cofactors was developed to catalyze lysine, with 14.28 g/(L·h) productivity of cadaverine, which displayed great potential for cadaverine biosynthesis. This work provides alternative strategy for the one-step purification and co-immobilization of enzyme and cofactor.
研究领域:
生物催化
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酶工程
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生物合成
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材料科学
✓ 已验证
DOI
危险品化学品经营许可证（带存储）