PLoS One
·
2015
·Vol. 10
·期 9
·e0137066
·
IF 3.234
Yan Zhang,Junling Shi,Laping Liu,Zhenhong Gao,Jinxin Che,Dongyan Shao,Yanlin Liu
Pinoresinol diglucoside (PDG) and pinoresinol (Pin) are normally produced by plant cells via the phenylpropanoid pathway. This study reveals the existence of a related pathway in Phomopsis sp. XP-8, a PDG-producing fungal strain isolated from the bark of the Tu-chung tree ( Eucommiaulmoides Oliv.). After addition of 0.15 g/L glucose to Phomopsis sp. XP-8, PDG and Pin formed when phenylalanine, tyrosine, leucine, cinnamic acid, and p -coumaric acid were used as the substrates respectively. No PDG formed in the absence of glucose, but Pin was detected after addition of all these substrates except leucine. In all systems in the presence of glucose, production of PDG and/or Pin and the accumulation of phenylalanine, cinnamic acid, or p -coumaric acid correlated directly with added substrate in a time- and substrate concentration- dependent manner. After analysis of products produced after addition of each substrate, the mass flow sequence for PDG and Pin biosynthesis was defined as: glucose to phenylalanine, phenylalanine to cinnamic acid, then to p -coumaric acid, and finally to Pin or PDG. During the bioconversion, the activities of four key enzymes in the phenylpropanoid pathway were also determined and correlated with accumulation of their corresponding products. PDG production by Phomopsis sp. exhibits greater efficiency and cost effectiveness than the currently-used plant-based system and will pave the way for large scale production of PDG and/or Pin for medical applications.
研究领域:
微生物学
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生物化学
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药理学
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产品关联
DOI
PubMed
高影响因子
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY
·
2015
·Vol. 99
·期 11
·4629-4643
·
IF 3.337
Zhang Yan,Shi Junling,Gao Zhenhong,Yangwu Ruiming,Jiang Huanshi,Che Jinxin,Liu Yanlin
Phomopsis sp. XP-8 is an endophytic fungus that has the ability to produce pinoresinol diglucoside (PDG) in vitro and thus has potential application for the biosynthesis of PDG independent of plants. When cultivated in mung bean medium, PDG production was significantly improved and pinoresinol monoglucoside (PMG) and pinoresinol (Pin) were also found in the culture medium. In this experiment, starch, protein, and polysaccharides were isolated from mung beans and separately used as the sole substrate in order to explore the mechanism of fermentation and identify the major substrates that attributed to the biotransformation of PDG, PMG, and Pin. The production of PDG, PMG, and Pin was monitored using high-performance liquid chromatography (HPLC) and confirmed using HPLC-MS. Activities of related enzymes, including phenylalanine ammonia-lyase (PAL), trans-cinnamate 4-hydroxylase (C4H), and 4-coumarate-CoA ligase (4CL) were analyzed and tracked during the cultivation. The reaction system contained the compounds isolated from mung bean in the designed amount. Accumulation of phenylalanine, cinnamic acid, p-coumaric acid, PDG, PMG, and Pin and the activities of PAL, C4H, and 4CL were measured during the bioconversion. PMG was found only when mung bean polysaccharide was analyzed, while production of PDG and Pin were found when both polysaccharide and starch were analyzed. After examining the monosaccharide composition of the mung bean polysaccharide and the effect of the different monosaccharides had on the production of PMG, PDG, and Pin, galactose in mung bean polysaccharide proved to be the major factor that stimulates the production of PMG.
研究领域:
微生物学
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生物化学
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天然产物化学
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DOI
PubMed
高影响因子
INTERNATIONAL JOURNAL OF ENVIRONMENTAL ANALYTICAL CHEMISTRY
·
2020
·
IF 1.431
Yiran Liang,Wenxia Wu,Xiaojun Cheng,Jiye Hu
The aim of this study was to investigate the fate, terminal residues and risk assessment of spirotetramat and its four metabolites in pineapple and pineapple pulp samples. To achieve this goal, a simple, efficient and sensitive method based on QuEChERS technique was developed using LC-MS/MS. The limit of quantification was 0.01 mg/kg for all the target analytes with the average recoveries ranging from 77% to 109%. The validated method was successfully applied to investigate the fate and terminal residue of spirotetramat and its four metabolites in pineapple and pineapple pulp samples in China. The dissipation dynamics of spirotetramat in pineapple were investigated according to first-order kinetics and the calculated half-lives were 4.6 and 2.3 days in the two sampling locations. After two or three applications at the doses of 80 to120 mg a.i./kg, the highest spirotetramat residue (sum of spirotetramat and its four metabolites) that detected in pineapple and pineapple pulp samples were 0.203 and 0.064 mg/kg. The dietary risk assessment of spirotetramat in pineapple was assessed by risk quotients and the calculated risk quotient value was found to be far below 100%, indicating a low health risk to the consumers. As there was no recommended MRL value in pineapple in China, these results should be useful for safe and reasonable usage of spirotetramat in pineapple in China.
研究领域:
食品科学
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环境科学
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毒理学
✓ 已验证
产品关联
DOI
高影响因子
INDUSTRIAL CROPS AND PRODUCTS
·
2024
·
IF 5.6
Ni Wei,Xin Xu,Jiushun Qin,Wei Lai,Ruoyan Li,Chenhuan Lai,Qiang Yong
Development of green pretreatment strategies with excellent lignin removal ability is particularly important for masson pine biorefinery. γ-Valerolactone (GVL), as a green and recyclable solvent, has unique solvent characteristics to extract lignin. In this study, three acid catalysts, including sulfuric acid (H 2 SO 4 ), hydrochloric acid (HCl) and p -toluenesulfonic acid (TsOH), were used to catalyze γ-valerolactone (GVL) pretreatment of masson pine. Among them, the TsOH-catalyzed GVL pretreatment achieved the highest lignin removal ratio and the best cellulose enzymatic hydrolysis yield. Under the optimized pretreatment conditions (150 ℃, 150 mM TsOH, GVL/H 2 O (4:1, w/w), 1 h), the lignin removal ratio reached 89.0 %, achieving a 72 h glucose yield of 87.1 % from the pretreated residues. The solvent lignins from pretreatment liquid was separated and characterized by NMR analysis. Meanwhile, the hexoses in pretreatment liquid were further converted into levulinic acid (LA) using the TsOH-catalyzed bi-phase reaction systems. This study gives insights into developing a biorefining process for the effective utilization of masson pine.
研究领域:
生物化学
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生物质能工程
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产品关联
DOI
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2017
·
IF 3.154
Qinglin He,Hua Yin,Jingjie Jiang,Yanfen Bai,Ning Chen,Shaowei Liu,Yibin Zhuang,Tao Liu
Three rosmarinic acid analogs produced by recombinant Escherichia coli, two xanthones from fungi and honokiol from plants, were explored as the substrates of E. coli harboring a glucosyltransferase mutant UGT73B6FS to generate phenolic glucosides. Six new and two known compounds were isolated from the fermentation broth of the recombinant strain of the feeding experiments, and the compounds were identified by spectroscopy. The biotransformation of rosmarinic acid analogs and xanthones into corresponding glucosides was presented for the first time. This study not only demonstrated the substrate flexibility of the glucosyltransferase mutant UGT73B6FS toward aromatic alcohols but also provided an effective and economical method to produce phenolic glucosides by fermentation circumventing the use of expensive precursor UDP-glucose.
研究领域:
生物化学
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合成生物学
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产品关联
DOI
PubMed
高影响因子
Scientific Reports
·
2019
·Vol. 9
·期 1
·1-14
·
IF 4.011
Zhang Yan,Shi Junling,Ni Yongqing,Liu Yanlin,Zhao Zhixia,Zhao Xixi,Gao Zhenhong
Phomopsis sp. XP-8, an endophytic fungus from the bark of Tu-Chung ( Eucommia ulmoides Oliv) showed capability to biosynthesize pinoresinol (Pin) and pinoresinol diglucoside (PDG) from glucose (glu) and phenylalanine (Phe). To verify the mass flow in the biosynthesis pathway, [ 13 C 6 ]-labeled glu and [ 13 C 6 ]-labeled Phe were separately fed to the strain as sole substrates and [ 13 C 6 ]-labeled products were detected by ultra-high-performance liquid chromatography-quadrupole time of flight mass spectrometry. As results, [ 13 C 6 ]-labeled Phe was incorporated into [ 13 C 6 ]-cinnamylic acid (Ca) and p -coumaric acid ( p -Co), and [ 13 C 12 ]-labeled Pin, which revealed that the Pin benzene ring came from Phe via the phenylpropane pathway. [ 13 C 6 ]-Labeled Ca and p -Co, [ 13 C 12 ]-labeled Pin, [ 13 C 18 ]-labeled pinoresinol monoglucoside (PMG), and [ 13 C 18 ]-labeled PDG products were found when [ 13 C 6 ]-labeled glu was used, demonstrating that the benzene ring and glucoside of PDG originated from glu. It was also determined that PMG was not the direct precursor of PDG in the biosynthetic pathway. The study identified the occurrence of phenylalanine- lignan biosynthesis pathway in fungi at the level of mass flow.
研究领域:
生物化学
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代谢组学
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植物次生代谢
✓ 已验证
DOI
高影响因子
Biotechnology Journal
·
2024
·Vol. 19
·期 3
·2300615
·
IF 3.2
Yifei Zhang,Wei Zhang,Guangzheng Ma,Binbin Nian,Yi Hu
Phytosterols usually have to be esterified to various phytosterol esters to avoid their disadvantages of unsatisfactory solubility and low bioavailability. The enzymatic synthesis of phytosterol esters in a solvent-free system has advantages in terms of environmental friendliness, sustainability, and selectivity. However, the limitation of the low stability and recyclability of the lipase in the solvent-free system, which often requires a relatively high temperature to induce the viscosity, also increased the industrial production cost. In this context, a low-cost material, namely diatomite, was employed as the support in the immobilization of Candida rugosa lipase (CRL) due to its multiple modification sites. The Fe 3 O 4 was also then introduced to this system for quick and simple separation via the magnetic field. Moreover, to further enhance the immobilization efficiency of diatomite, a modification strategy which involved the octadecyl and sulfonyl group for regulating the hydrophobicity and interaction between the support and lipase was successfully developed. The optimization of the ratio of the modifiers suggested that the -SO 3 H/C 18 (1:1.5) performed best with an enzyme loading and enzyme activity of 84.8 mg·g −1 and 54 U·g −1 , respectively. Compared with free CRL, the thermal and storage stability of CRL@OSMD was significantly improved, which lays the foundation for the catalytic synthesis of phytosterol esters in solvent-free systems. Fortunately, a yield of 95.0% was achieved after optimizing the reaction conditions, and a yield of 70.0% can still be maintained after six cycles.
研究领域:
生物化学
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食品科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
TOXICOLOGY AND APPLIED PHARMACOLOGY
·
2024
·
IF 3.3
Yuhua Zuo,Chao Chen,Fasheng Liu,Hongmei Hu,Si Dong,Qinyuan Shen,Junquan Zeng,Ling Huang,Xinjun Liao,Zigang Cao,Zilin Zhong,Huiqiang Lu,Jianjun Chen
Background The global increase in the aging population has led to a higher incidence of osteoporosis among the elderly. Objective This study aimed to evaluate the protective properties of pinoresinol diglucoside (PDG), an active constituent of Eucommia ulmoides , against dexamethasone-induced osteoporosis and chondrodysplasia. Methods A zebrafish model of osteoporosis was established by exposing larval zebrafish to dexamethasone. The impact of PDG on bone mineralization was assessed through alizarin red and calcein staining. Alkaline phosphatase activity was quantified to evaluate osteoblast function. The influence of PDG on chondrogenesis was estimated using alcian blue staining. Fluorescence imaging and motor behavior analysis were employed to assess the protective effect of PDG on the structure and function of dexamethasone-induced skeletal teratogenesis. qPCR determined the expression of osteogenesis and Wnt signaling-related genes. Molecular docking was used to assess the potential interactions between PDG and Wnt receptors. Results PDG significantly increased bone mineralization and corrected spinal curvature and cartilage malformations in the zebrafish model. Furthermore, PDG enhanced swimming abilities compared to the model group. PDG mitigated dexamethasone-induced skeletal abnormalities in zebrafish by upregulating Wnt signaling, showing potential interaction with Wnt receptors FZD2 and FZD5. Conclusion PDG mitigates dexamethasone-induced osteoporosis and chondrodysplasia by promoting bone formation and activating Wnt signaling.
研究领域:
药理学
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生物学
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医学
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动物学
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分子生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
INDUSTRIAL CROPS AND PRODUCTS
·
2024
·
IF 5.6
Xin Li,Guangyan Yao,Xiaopeng Chen,Jie Huang,Jiezhen Liang,Xiaojie Wei,Biao Huang,Linlin Wang
Quality deterioration due to undesirable discolorations in crude pine oleoresin during storage is a major problem limiting its subsequent processing applications. To reveal the essence of color changes, the browning phenomenon and comprehensive mechanism of crude pine oleoresin during storage were investigated in depth using an approach based on high-resolution mass spectrometry metabolomics . Crude pine oleoresin was stored with sterile, deionized, tap, and pond water for 30, 60, 90, 120, 150, and 180 days, respectively. The changes in browning substrate were detected by tracking analysis protein, reducing sugar, ascorbic acid , and total phenol content, browning was evaluated through colorimeter measurement. The metabolism of crude pine oleoresin in different storage times was uncovered that total color difference (Δ E ) increased with storage time, and the browning of crude pine oleoresin soaked in tap water was greatest while soaked in deionized water exhibited the mildest. The content of reducing sugars, proteins, and total phenols increased with storage time, whereas the ascorbic acid content tended to increase and then decrease. Furthermore, the metabolomics analyses showed that 1,194 and 979 differentially metabolized compounds were found between days 120 and days 150, and days 120 and days 180. The metabolite profiles in the water samples changed as crude pine oleoresin storage time increased. Most carbohydrate content decreased, and the phenols and organic acids content increased. Metabolic network mapping linking differentially metabolized compounds by mapping different biosynthetic pathways proved that caffeoylquinic acid and catechin play a key role in the browning of crude pine oleoresin during storage: caffeoylquinic acid forms black iron complexes with iron, and catechin is oxidized to catechol quinone, which eventually produces a yellow dimer. This study will provide a scientific basis for developing or choosing more effective methods for controlling the discoloration of crude pine oleoresin and other similar products during storage.
研究领域:
化学
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代谢组学
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食品科学
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植物科学
✓ 已验证
产品关联
DOI
高影响因子
INDUSTRIAL CROPS AND PRODUCTS
·
2022
·
IF 6.449
Shu Diao,Yini Zhang,Qifu Luan,Xianyin Ding,Jiaming Sun,Jingmin Jiang
Oleoresin terpenoids have been widely used in the food , pharmaceutical, and chemical industries. A thorough understanding of oleoresin terpenoid biosynthesis is important for the metabolic engineering of high-valued terpenoid products in plants and microbes and the improvement of oleoresin traits using molecular breeding strategies. TPS-d subfamily members, specific to conifers, determine the oleoresin terpenoid compound diversity. Here, we aimed to identify the TPS-d genes in slash pine ( Pinus elliottii ) and characterize their function and expression patterns in population. Our study reveals two main results: (1) A total of 52 terpene synthase (TPS) candidate genes were identified based on long-read transcripts of slash pine, 12 of which were successfully cloned from the secondary developing xylem RNA. Two levopimaradiene/abietadiene synthases (LAS), one monofunctional isopimaradiene synthase (mISO1)-like, and two α-pinene synthases were identified by comparing with previously known TPS. Next, the two α-pinene synthases and one β-pinene synthase producing multiple products were validated through heterologous expression and in vitro enzyme activity assays, which showed different product profiles from previously identified TPS. (2) The expression status of the cloned TPS genes in 240 slash pine individuals were analyzed. Four exhibited very low expression levels, including those identical to copalyl diphosphate synthases, hemiterpene synthases, diterpene synthases without activity, and one obtained without soluble protein in the heterologous expression. The expression levels of eight TPS genes participating in slash pine oleoresin biosynthesis varied in different individuals and were highly correlated with multiple transcriptional regulators, namely, MYB and MYC. The expression of two α-pinene synthase genes was significantly higher than that of the other TPS genes. Some TPS gene expression levels were positively correlated with the corresponding oleoresin component content. Our results provide an essential reference for exploring the mechanisms of terpene biosynthesis and regulation.
研究领域:
植物生物化学
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分子生物学
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遗传学
·
代谢工程
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF CHEMICAL AND ENGINEERING DATA
·
2022
·
IF 3.119
Shufen Wang,Xiaopeng Chen,Jiezhen Liang,Xiaojie Wei,Hairong Mo,Kaixi Deng,Linlin Wang
Investigating phase equilibrium on the terpenoid of the pine oleoresin system is of great importance for the usage relevant to the oleoresin. Herein, the binary and ternary isothermal vapor–liquid equilibrium (VLE) of α-pinene, longifolene, and abietic acid (three main components of oleoresin) at 313.15, 323.15, and 333.15 K were measured by headspace gas chromatography (HS-GC). There was no azeotropic behavior observed of α-pinene and longifolene. Abietic acid’s influence on separating α-pinene and longifolene was discussed. The relative volatilities of α-pinene and longifolene decrease in the presence of abietic acid, indicating a negative impact of abietic acid on their separation. The experimental data were correlated well with the nonrandom two-liquid, universal quasichemical, and Wilson models. The binary interaction parameters for each equation were also obtained, and the largest mean relative deviation of vapor-phase mole fraction and the largest absolute average deviation of pressure are 0.1975% and 0.0856 kPa, respectively.
研究领域:
化工工程
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分析化学
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物理化学
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS
·
2023
·
IF 3.4
Yifan Lin,Shaohua Li,Tao Chen,Yanxiang Lin,Zaixing Cheng,Lin Ni,Jin-jian Lu,Mingqing Huang
Ormosia hosiei Hemsl. et Wils. is an economical and medicinal plant , increasingly cultivated in China; however, its branches and leaves are often pruned as waste. This is the first study focused on the phytochemical profiles and antioxidant , anti- α -glucosidase, anti-tyrosinase, and anti-neuroinflammatory activities of the branches and leaves of O. hosiei . Herein, thirty-seven characteristic compounds were identified by UPLC-MS/MS and twelve were detected for the first time in O. hosiei . Twenty-seven phenolics were further quantified and significant differences in phenolic compositions between the branches and leaves of O. hosiei were observed. The ethanol extracts exhibited promising antioxidant, anti- α -glucosidase, anti-tyrosinase, and anti-neuroinflammatory effects, and the bioactivities significantly correlated with total phenolic content and twelve individual phenolics. Naringin , genistein , vitexin , vitexin-2- O -rhamnoside, syringaresinol and syringaresinol-4- O - β - D -glucopyranoside can be considered potential quality markers of O. hosiei . Our results provided solid evidence that the branches and leaves of O. hosiei deserve more attention and exploitation, considering the potential to be developed as functional foods or herbal medicines.
研究领域:
药理学
·
植物化学
·
药物化学
·
植物科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）