Sulfinic Acids

亚硫酸
  • 文章类型: Journal Article
    大蒜是一种具有多种健康特性的蔬菜,表现出高抗氧化能力,和各种恶性细胞的细胞毒性。大蒜对细胞增殖的抑制作用主要归因于有机硫化合物(OSC),但大蒜中的哪些成分确实参与了大蒜提取物的抗氧化和细胞毒性作用,目前尚不清楚。本研究旨在通过检查大蒜中存在的6种OSC和5种酚类物质的抗氧化活性和细胞毒性来深入了解这个问题。采用了三种常见的抗氧化活性测定法(ABTS●脱色,DPPH●脱色,和FRAP)。两类化合物对PEO1和SKOV-3卵巢癌细胞的细胞毒性,与MRC-5成纤维细胞进行比较。所研究的OSC的抗氧化活性可忽略不计(蒜氨酸,大蒜素,S-烯丙基-D-半胱氨酸,烯丙基硫醚,二烯丙基二硫化物,和二烯丙基三硫)被观察到,排除了这些化合物对常用还原性测定法估计的大蒜提取物总抗氧化能力(TAC)的任何重大贡献的可能性。OSC和酚类物质的可比细胞毒性活性(咖啡因,p-coumaric,ferulic,没食子酸,和槲皮素)表明这两种化合物都可能对大蒜的细胞毒性作用有所贡献。
    Garlic is a vegetable with numerous pro-health properties, showing high antioxidant capacity, and cytotoxicity for various malignant cells. The inhibition of cell proliferation by garlic is mainly attributed to the organosulfur compounds (OSCs), but it is far from obvious which constituents of garlic indeed participate in the antioxidant and cytotoxic action of garlic extracts. This study aimed to obtain insight into this question by examining the antioxidant activity and cytotoxicity of six OSCs and five phenolics present in garlic. Three common assays of antioxidant activity were employed (ABTS● decolorization, DPPH● decolorization, and FRAP). Cytotoxicity of both classes of compounds to PEO1 and SKOV-3 ovarian cancer cells, and MRC-5 fibroblasts was compared. Negligible antioxidant activities of the studied OSCs (alliin, allicin, S-allyl-D-cysteine, allyl sulfide, diallyl disulfide, and diallyl trisulfide) were observed, excluding the possibility of any significant contribution of these compounds to the total antioxidant capacity (TAC) of garlic extracts estimated by the commonly used reductive assays. Comparable cytotoxic activities of OSCs and phenolics (caffeic, p-coumaric, ferulic, gallic acids, and quercetin) indicate that both classes of compounds may contribute to the cytotoxic action of garlic.
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  • 文章类型: Journal Article
    根据世界卫生组织,癌症是全球死亡的首要原因。已经广泛研究了来自天然来源的各种植物化学物质的抗癌特性。大蒜素,一种来自大蒜的强大的有机硫化合物,展示抗癌,抗氧化剂,抗炎,抗真菌药,和抗菌性能。这篇综述旨在更新和评估化学,composition,行动机制,和药代动力学大蒜素。大蒜素因其在调节Fas-FasL中的潜在作用而受到关注,Bcl2-Bax,PI3K-Akt-mTOR,自噬,和miRNA途径。在分子水平上,大蒜素诱导线粒体释放细胞色素c并增强caspases-3、-8和-9的激活。这伴随着肿瘤细胞中Bax和Fas表达的同时上调。大蒜素可通过激活PI3K/Akt/mTOR和MAPK/ERK/mTOR信号通路抑制过度自噬。负载大蒜素的纳米制剂有效地诱导癌细胞凋亡,同时最小化对正常细胞的毒性。安全和临床方面都经过仔细审查,提供与大蒜素给药相关的耐受性和不良反应的见解,以及评估其治疗潜力的当前临床试验的概述。总之,这篇综述强调了大蒜素作为一种膳食来源的药物用于癌症治疗的前景。强调需要进一步研究阐明其确切的作用机制,优化交付策略,并验证其在临床环境中的疗效。
    According to the World Health Organization, cancer is the foremost cause of mortality globally. Various phytochemicals from natural sources have been extensively studied for their anticancer properties. Allicin, a powerful organosulfur compound derived from garlic, exhibits anticancer, antioxidant, anti-inflammatory, antifungal, and antibacterial properties. This review aims to update and evaluate the chemistry, composition, mechanisms of action, and pharmacokinetics Allicin. Allicin has garnered significant attention for its potential role in modulating Fas-FasL, Bcl2-Bax, PI3K-Akt-mTOR, autophagy, and miRNA pathways. At the molecular level, allicin induces the release of cytochrome c from the mitochondria and enhances the activation of caspases-3, -8, and -9. This is accompanied by the simultaneous upregulation of Bax and Fas expression in tumor cells. Allicin can inhibit excessive autophagy by activating the PI3K/Akt/mTOR and MAPK/ERK/mTOR signaling pathways. Allicin-loaded nano-formulations efficiently induce apoptosis in cancer cells while minimizing toxicity to normal cells. Safety and clinical aspects are meticulously scrutinized, providing insights into the tolerability and adverse effects associated with allicin administration, along with an overview of current clinical trials evaluating its therapeutic potential. In conclusion, this review underscores the promising prospects of allicin as a dietary-derived medicinal compound for cancer therapy. It emphasizes the need for further research to elucidate its precise mechanisms of action, optimize delivery strategies, and validate its efficacy in clinical settings.
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  • 文章类型: Journal Article
    大蒜素,一种来源于大蒜的生物活性化合物,对包括最常见的脑膜炎病原体在内的广谱细菌具有抗菌活性。为了倡导大蒜素作为细菌性脑膜炎的潜在治疗候选药物,本研究旨在使用体外模型评估大蒜素穿过血脑屏障(BBB)的能力.
    在3和24小时使用MTT测定法研究了与各种浓度的大蒜素一起孵育后人脑内皮细胞系hCMEC/D3的细胞活力。在3小时检查大蒜素处理的hCMEC/D3细胞的活性氧(ROS)产生。如MTT测定法所确定,并且没有显着增加ROS的产生,然后用于研究大蒜素穿越体外BBB模型3小时的能力。高效液相色谱(HPLC)分析用于检查能够通过体外BBB模型的大蒜素浓度。随后进行细胞摄取实验以观察大蒜素对hCMEC/D3细胞的摄取。pkCSM在线工具用于预测吸收,分布,新陈代谢,排泄,大蒜素和S-烯丙基巯基谷胱甘肽(GSSA)的药代动力学特性。
    MTT测定结果表明,大蒜素对hCMEC/D3细胞的最高无毒性浓度为3h时5µg/ml,24h时2µg/ml。大蒜素在3h时10µg/ml显着增强hCMEC/D3细胞的ROS产生。在存在hCMEC/D3细胞的情况下,在顶端和基底外侧腔室中均未检测到大蒜素。相反,在没有细胞的情况下,在两个腔室中都检测到了大蒜素。3小时的细胞摄取实验结果表明,1×104个细胞的hCMEC/D3细胞可以摄取浓度为0.5、1和2µg/ml的大蒜素。此外,hCMEC/D3细胞的大蒜素摄取与细胞数成正比,5×104的细胞可以在0.5小时内以5µg/ml的浓度完全摄取大蒜素。大蒜素的拓扑极性表面积(TPSA)预测为62.082µ2,表明其潜在的穿越BBB的能力。此外,计算的logBB值超过0.3表明该化合物可能表现出易于渗透通过BBB。
    目前的结果表明,在体外BBB模型中,大蒜素被hCMEC/D3细胞迅速吸收。大蒜素分布模式的预测结果表明,该化合物具有进入大脑的能力。
    UNASSIGNED: Allicin, a bioactive compound derived from garlic (Allium sativum), demonstrates antibacterial activity against a broad spectrum of bacteria including the most common meningitis pathogens. In order to advocate for allicin as a potential therapeutic candidate for bacterial meningitis, the present study aimed to assess the ability of allicin to cross the blood-brain barrier (BBB) using an in vitro model.
    UNASSIGNED: The cell viability of the human brain endothelial cell line hCMEC/D3 after incubation with various concentrations of allicin was investigated using an MTT assay at 3 and 24 h. Additionally, reactive oxygen species (ROS) production of allicin-treated hCMEC/D3 cells was examined at 3 h. The concentrations of allicin that were not toxic to the cells, as determined by the MTT assay, and did not significantly increase ROS generation, were then used to investigate allicin\'s ability to traverse the in vitro BBB model for 3 h. High-performance liquid chromatography (HPLC) analysis was utilized to examine the allicin concentration capable of passing the in vitro BBB model. The cellular uptake experiments were subsequently performed to observe the uptake of allicin into hCMEC/D3 cells. The pkCSM online tool was used to predict the absorption, distribution, metabolism, excretion, and pharmacokinetic properties of allicin and S-allylmercaptoglutathione (GSSA).
    UNASSIGNED: The results from MTT assay indicated that the highest non-toxicity concentration of allicin on hCMEC/D3 cells was 5 µg/ml at 3 h and 2 µg/ml at 24 h. Allicin significantly enhanced ROS production of hCMEC/D3 cells at 10 µg/ml at 3 h. After applying the non-toxicity concentrations of allicin (0.5-5 µg/ml) to the in vitro BBB model for 3 h, allicin was not detectable in both apical and basolateral chambers in the presence of hCMEC/D3 cells. On the contrary, allicin was detected in both chambers in the absence of the cells. The results from cellular uptake experiments at 3 h revealed that hCMEC/D3 cells at 1 × 104 cells could uptake allicin at concentrations of 0.5, 1, and 2 µg/ml. Moreover, allicin uptake of hCMEC/D3 cells was proportional to the cell number, and the cells at 5 × 104 could completely uptake allicin at a concentration of 5 µg/ml within 0.5 h. The topological polar surface area (TPSA) predicting for allicin was determined to be 62.082 Å2, indicating its potential ability to cross the BBB. Additionally, the calculated logBB value surpassing 0.3 suggests that the compound may exhibit ease of penetration through the BBB.
    UNASSIGNED: The present results suggested that allicin was rapidly taken up by hCMEC/D3 cells in vitro BBB model. The prediction results of allicin\'s distribution patterns suggested that the compound possesses the capability to enter the brain.
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  • 文章类型: Journal Article
    仔猪低出生体重是影响养猪企业的重要因素。胎盘,作为母亲和胎儿之间物质交换的关键器官,直接影响胎儿的生长发育。大蒜素表现出各种生物活性,包括抗炎和抗氧化特性。它还可能在增强母猪繁殖性能和胎盘血管生成中起关键作用。在这项研究中,我们使用了70头泌乳长白猪×约克郡二元杂合母猪,以探讨大蒜素对母猪繁殖性能和胎盘发育的影响。母猪被随机分配到大蒜素组(大蒜素),用含有0.25%大蒜素的饮食喂养,阴性对照组,用基础饲料喂养。从交配之日到分娩结束,实验期为114d。结果表明,在妊娠日粮中添加大蒜素增加了出生仔猪的总数,活着出生的小猪,和高出生体重的仔猪,减少围产期氧化应激,减轻母猪糖脂代谢失调,并增加胎盘中抗氧化标记物的水平。通过非靶向代谢组学对母体血浆和胎盘样品中代谢物的差异分析显示大蒜素改善了胆固醇代谢,类固醇生物合成,母猪血浆孕酮水平升高。大蒜素促进硫代谢,胎盘样品中的半胱氨酸和蛋氨酸代谢,并增加胎盘中的硫化氢(H2S)含量。此外,实时定量PCR,Westernblot和免疫荧光结果显示大蒜素上调血管生成相关基因的表达,VEGF-A,FLK1和Ang1,在胎盘中,暗示它促进胎盘血管生成。这些结果表明,在妊娠母猪的饮食中补充大蒜素可以减少氧化应激,缓解围产期糖脂代谢失调,并通过增加血浆孕酮水平和胎盘H2S含量来促进胎盘血管生成和胎儿发育。
    The low-birth-weight of piglets is an important factor affecting pig enterprises. The placenta, as a key organ for material exchange between mother and foetus, directly influences the growth and development of the foetus. Allicin exhibits various biological activities, including anti-inflammatory and antioxidant properties. It may also play a crucial role in enhancing sow reproductive performance and placental angiogenesis. In this study, we used 70 lactating Landrace × Yorkshire binary heterozygous sows to explore the effect of allicin on the reproductive performance of sows and placental development. The sows were randomly assigned into the Allicin group (Allicin), which was fed with a diet containing 0.25% allicin, and the negative control group, which was fed with basal feed. The experimental period lasted for 114 d from the date of mating to the end of farrowing. The results showed that the addition of allicin to the gestation diets increased the number of total born piglets, born alive piglets, and high-birth-weight piglets, reduced peripartum oxidative stress, alleviated dysregulation of glucose-lipid metabolism in sows, and increased the levels of antioxidant markers in the placenta. Differential analysis of metabolites in maternal plasma and placenta samples by non-targeted metabolomics revealed that allicin improved cholesterol metabolism, steroid biosynthesis, and increased plasma progesterone levels in sows. Allicin promoted sulphur metabolism, cysteine and methionine metabolism in placental samples and increased the hydrogen sulphide (H2S) content in the placenta. In addition, Quantitative Real-time PCR, Western blot and immunofluorescence results showed that allicin upregulated the expression of angiogenesis-related genes, VEGF-A, FLK 1 and Ang 1, in the placenta, implying that it promoted placental angiogenesis. These results indicate that supplementing the diet of pregnant sows with allicin reduces oxidative stress, alleviates dysregulation of glucose-lipid metabolism during the periparturient period, and promotes placental angiogenesis and foetal development by increasing plasma progesterone level and placental H2S content.
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  • 文章类型: Journal Article
    大蒜素是大蒜衍生的有机硫化物之一,具有多种药理作用。有研究报道AL对肝癌有显著的抑制作用,胃癌,乳腺癌,和其他癌症。然而,关于其在人鼻咽癌中的作用尚无相关报道。铁凋亡是非凋亡调节的细胞死亡的铁依赖性形式。越来越多的证据表明,铁凋亡的诱导可以抑制增殖,迁移,入侵,和各种癌细胞的存活,在癌症中充当肿瘤抑制因子。在这项研究中,我们证实AL可以抑制细胞增殖,迁移,入侵,和人鼻咽癌细胞的存活。我们的发现表明,AL可以通过降低GSH和GPX4的水平并促进毒性LPO和ROS的诱导来诱导铁凋亡轴。人鼻咽癌细胞中AL介导的细胞毒性依赖于铁凋亡。因此,AL具有良好的抗癌特性,有望成为治疗鼻咽癌的潜在药物。
    Allicin (AL) is one of garlic-derived organosulfides and has a variety of pharmacological effects. Studies have reported that AL has notable inhibitory effects on liver cancer, gastric cancer, breast cancer, and other cancers. However, there are no relevant reports about its role in human nasopharyngeal carcinoma. Ferroptosis is an iron-dependent form of non-apoptotic regulated cell death. Increasing evidence indicates that induction of ferroptosis can inhibit the proliferation, migration, invasion, and survival of various cancer cells, which act as a tumor suppressor in cancer. In this study, we confirmed that AL can inhibit cell proliferation, migration, invasion, and survival in human nasopharyngeal carcinoma cells. Our finding shows that AL can induce the ferroptosis axis by decreasing the level of GSH and GPX4 and promoting the induction of toxic LPO and ROS. AL-mediated cytotoxicity in human nasopharyngeal carcinoma cells is dependent on ferroptosis. Therefore, AL has good anti-cancer properties and is expected to be a potential drug for the treatment of nasopharyngeal carcinoma.
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  • 文章类型: Journal Article
    收获后的熏蒸剂,磺酰氟(SO2F2),是比二氧化碳和甲烷强1000倍以上的温室气体。中试研究表明,从熏蒸室排出的SO2F2烟雾可以被氢氧化物(OH-)和过氧化氢(H2O2)在pH~12的洗涤器中捕获和水解,生产SO42-和F-作为废盐。为了降低与现场购买和混合这些试剂相关的成本和挑战,这项研究评估了用过的洗涤液中OH-和H2O2的电化学产生,利用废SO42-和F-作为电解质的自由来源。该研究使用由涂覆有炭黑的碳纸构成的气体扩散电极作为选择性将O2还原为H2O2的催化剂。在恒电流条件下,这项研究评估了电化学条件的影响,包括施加的阴极电流密度和电解质强度。在含有200mMSO42-和400mMF-的电解质中,与SO2F2洗涤事件产生的废盐相当,该系统在4小时内在pH12.6下产生250mMH2O2,将O2还原为H2O2的法拉第效率为98.8%。在实验室规模熏蒸的洗涤水样品中,该系统在pH13.5下在4小时内产生~200mMH2O2,法拉第效率为75.6%。购买NaOH和H2O2的成本与电化学处理的电力成本的比较表明,电化学方法可以降低38-71%,取决于当地的电力成本。
    The post-harvest fumigant, sulfuryl fluoride (SO2F2), is a >1000-fold more potent greenhouse gas than carbon dioxide and methane. Pilot studies have shown that SO2F2 fumes vented from fumigation chambers can be captured and hydrolyzed by hydroxide (OH-) and hydrogen peroxide (H2O2) at pH ∼ 12 in a scrubber, producing SO42- and F- as waste salts. To reduce the costs and challenges associated with purchasing and mixing these reagents onsite, this study evaluates the electrochemical generation of OH- and H2O2 within spent scrubbing solution, taking advantage of the waste SO42- and F- as free sources of electrolyte. The study used a gas diffusion electrode constructed from carbon paper coated with carbon black as a catalyst selective for the reduction of O2 to H2O2. Under galvanostatic conditions, the study evaluated the effect of electrochemical conditions, including applied cathodic current density and electrolyte strength. Within an electrolyte containing 200 mM SO42- and 400 mM F-, comparable to the waste salts generated by a SO2F2 scrubbing event, the system produced 250 mM H2O2 at pH 12.6 within 4 h with a Faradaic efficiency of 98.8% for O2 reduction to H2O2. In a scrubbing-water sample from lab-scale fumigation, the system generated ∼200 mM H2O2 at pH 13.5 within 4 h with a Faradaic efficiency of 75.6%. A comparison of the costs to purchase NaOH and H2O2 against the electricity costs for electrochemical treatment indicated that the electrochemical approach could be 38-71% lower, depending on the local cost of electricity.
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  • 文章类型: Journal Article
    该报告描述了Pd催化的吡啶酰胺定向位点选择性C(sp2)-H磺酰化的氨基酸和肽与亚硫酸钠的产率中等至良好。首次研究了左旋多巴和多巴胺药物分子的磺酰化以及晚期定向肽的磺酰化。具有各种功能的宽衬底范围,晚期药物修饰,和各种合成后的公用事业,如硫属元素化,溴化,烯化,和芳基化是潜在的优势。
    This report describes a Pd-catalyzed picolinamide-directed site-selective C(sp2)-H sulfonylation of amino acids and peptides with sodium sulfinates in moderate to good yields. Sulfonylation of levodopa and dopamine drug molecules and late-stage directed peptide sulfonylation are studied for the first time. Broad substrate scope having various functionalities, late-stage drug modifications, and various post synthetic utilities such as chalcogenation, bromination, olefination, and arylation are potential advantages.
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  • 文章类型: Journal Article
    大蒜(AlliumsativumL.)是一种广泛丰富的香料,以其香气和辛辣的味道而闻名。它含有几种生物活性化合物,为人类提供广泛的健康益处,包括那些与营养有关的,生理学,和医学。因此,大蒜被认为是最有效的疾病预防饮食之一。许多体外和体内研究报道了含硫化合物,大蒜素和ajoene,因为它们有效的抗癌,抗糖尿病,抗炎,抗氧化剂,抗菌,免疫增强,和心脏保护特性。作为生物活性化合物的丰富天然来源,包括多糖,皂苷,单宁,芳樟醇,香叶醇,phellandrene,β-phellandrene,ajoene,Alliin,S-烯丙基-巯基半胱氨酸,和β-phellandrene,大蒜具有许多治疗性应用,可能在针对各种人类疾病的药物开发中发挥作用。在当前的审查中,讨论了大蒜及其主要生物活性成分及其生物学功能和作用机制,以及它们在疾病预防和治疗中的作用。
    Garlic (Allium sativum L.) is a widely abundant spice, known for its aroma and pungent flavor. It contains several bioactive compounds and offers a wide range of health benefits to humans, including those pertaining to nutrition, physiology, and medicine. Therefore, garlic is considered as one of the most effective disease-preventive diets. Many in vitro and in vivo studies have reported the sulfur-containing compounds, allicin and ajoene, for their effective anticancer, anti-diabetic, anti-inflammatory, antioxidant, antimicrobial, immune-boosting, and cardioprotective properties. As a rich natural source of bioactive compounds, including polysaccharides, saponins, tannins, linalool, geraniol, phellandrene, β-phellandrene, ajoene, alliin, S-allyl-mercapto cysteine, and β-phellandrene, garlic has many therapeutic applications and may play a role in drug development against various human diseases. In the current review, garlic and its major bioactive components along with their biological function and mechanisms of action for their role in disease prevention and therapy are discussed.
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  • 文章类型: Journal Article
    已知黄曲霉毒素B1(AFB1)抑制生长,并通过干扰蛋白质合成造成肝损伤。大蒜素,已被认为是一种有效的抗氧化剂,能够保护肝脏免受氧化伤害。本研究旨在研究AFB1对牛肝细胞的损伤以及大蒜素对AFB1诱导的细胞毒性的保护作用。在这项研究中,在添加AFB1进行共培养之前,用大蒜素预处理细胞。我们的发现表明AFB1损害了细胞完整性,抑制核因子红系2相关因子2(Nrf2)的表达。此外,大蒜素通过促进Nrf2通路的表达和减少细胞凋亡来减轻AFB1对牛肝细胞的氧化损伤。总之,这项研究的结果将有助于推进临床研究和应用,为肝脏疾病的预防和治疗提供了新的选择和方向。
    Aflatoxin B1 (AFB1) is known to inhibit growth, and inflict hepatic damage by interfering with protein synthesis. Allicin, has been acknowledged as an efficacious antioxidant capable of shielding the liver from oxidative harm. This study aimed to examine the damage caused by AFB1 on bovine hepatic cells and the protective role of allicin against AFB1-induced cytotoxicity. In this study, cells were pretreated with allicin before the addition of AFB1 for co-cultivation. Our findings indicate that AFB1 compromises cellular integrity, suppresses the expression of nuclear factor erythroid 2-related factor 2 (Nrf2). In addition, allicin attenuates oxidative damage to bovine hepatic cells caused by AFB1 by promoting the expression of the Nrf2 pathway and reducing cell apoptosis. In conclusion, the results of this study will help advance clinical research and applications, providing new options and directions for the prevention and treatment of liver diseases.
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  • 文章类型: Journal Article
    有限的蒜氨酸酶资源导致硫代亚磺酸酯的生物合成困难(例如,大蒜素),限制了它们在农业和食品工业中的应用。为了有效地生物合成硫代亚磺酸酯,本研究旨在挖掘细菌蒜氨酸酶资源,阐明其催化特性。从大蒜根际分离株中鉴定出两种对L-(-)-alliin具有高alliinase活性(>60Umg-1)的细菌cystathionineβ-裂解酶(MetCs)。宏基因组学研究表明,蜡样芽孢杆菌(BcPatB)对L-(±)-蒜氨酸和L-()-蒜氨酸(208.6和225.1Umg-1)均具有较高的活性,分别。尽管这些酶都优选l-半胱氨酸S-缀合亚砜作为底物,BcPatB与Alliumalliinase具有更紧密的系统发育关系,并且与A.sativumalliinase具有相似的特征。有趣的是,Trp30Ile31Ala32Asp33Met34基序在BcPatB的尖点环中,尤其是主题顶部的31和32,被建模为位于L-()-alliin的亚砜附近,对于底物立体特异性很重要。此外,突变体I31V和A32G对L-()-alliin的立体选择性和活性高于突变体I31L/D33E对L-(-)-alliin的立体选择性和活性。使用细菌蒜氨酸酶和化学合成的底物,我们获得了具有高抗微生物和抗线虫活性的硫代亚磺酸盐,可以为作物和食物的保护提供见解。
    Limited alliinase resources cause difficulties in the biosynthesis of thiosulfinates (e.g., allicin), restricting their applications in the agricultural and food industries. To effectively biosynthesize thiosulfinates, this study aimed to excavate bacterial alliinase resources and elucidate their catalytic properties. Two bacterial cystathionine β-lyases (MetCs) possessing high alliinase activity (>60 U mg -1) toward L-(-)-alliin were identified from Allium sativum rhizosphere isolates. Metagenomic exploration revealed that cystathionine β-lyase from Bacillus cereus (BcPatB) possessed high activity toward both L-(±)-alliin and L-(+)-alliin (208.6 and 225.1 U mg -1), respectively. Although these enzymes all preferred l-cysteine S-conjugate sulfoxides as substrates, BcPatB had a closer phylogenetic relationship with Allium alliinases and shared several similar features with A. sativum alliinase. Interestingly, the Trp30Ile31Ala32Asp33 Met34 motif in a cuspate loop of BcPatB, especially sites 31 and 32 at the top of the motif, was modeled to locate near the sulfoxide of L-(+)-alliin and is important for substrate stereospecificity. Moreover, the stereoselectivity and activity of mutants I31V and A32G were higher toward L-(+)-alliin than those of mutant I31L/D33E toward L-(-)-alliin. Using bacterial alliinases and chemically synthesized substrates, we obtained thiosulfinates with high antimicrobial and antinematode activities that could provide insights into the protection of crops and food.
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