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Synthetic and Systems Biotechnology · 2023 · IF 4.8

Microbial production of cis,cis-muconic acid from aromatic compounds in engineered Pseudomonas

Siyang He,Weiwei Wang,Weidong Wang,Haiyang Hu,Ping Xu,Hongzhi Tang

Industrial expansion has led to environmental pollution by xenobiotic compounds like polycyclic aromatic hydrocarbons and monoaromatic hydrocarbons. Pseudomonas spp. have broad metabolic potential for degrading aromatic compounds. The objective of this study was to develop a “biological funneling” strategy based on genetic modification to convert complex aromatic compounds into cis,cis -muconate (ccMA) using Pseudomonas putida B6-2 and P. brassicacearum MPDS as biocatalysts. The engineered strains B6-2 (B6-2ΔcatBΔsalC) and MPDS (MPDSΔsalC(pUCP18k-catA)) thrived with biphenyl or naphthalene as the sole carbon source and produced ccMA, attaining molar conversions of 95.3% (ccMA/biphenyl) and 100% (ccMA/naphthalene). Under mixed substrates, B6-2ΔcatBΔsalC grew on biphenyl as a carbon source and transformed ccMA from non-growth substrates benzoate or salicylate to obtain higher product concentration. Inserting exogenous clusters like bedDC 1 C 2 AB and xylCMAB allowed B6-2 recombinant strains to convert benzene and toluene to ccMA. In mixed substrates, constructed consortia of engineered strains B6-2 and MPDS specialized in catabolism of biphenyl and naphthalene; the highest molar conversion rate of ccMA from mixed substrates was 85.2% when B6-2ΔcatBΔsalC was added after 24 h of MPDSΔsalC(pUCP18k-catA) incubation with biphenyl and naphthalene. This study provides worthwhile insights into efficient production of ccMA from aromatic hydrocarbons by reusing complex pollutants.

CAS / MDL: 71-43-2
研究领域: 环境微生物学 · 代谢工程 · 工业生物技术
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Arthropod-Plant Interactions · 2020 ·Vol. 14 ·期 2 ·169-179 · IF 1.466

The cotton bollworm endoparasitoid Campoletis chlorideae is attracted by cis-jasmone or cis-3-hexenyl acetate but not by their mixtures

Sun Ya-Lan,Dong Jun-Feng,Huang Ling-Qiao,Wang Chen-Zhu

Campoletis chlorideae Uchida (Hymenoptera: Ichneumonidae) is an important larval endoparasitoid of the cotton bollworm Helicoverpa armigera (Hübner). A better understanding of herbivore-induced plant volatiles (HIPVs) employed by C. chlorideae to locate hosts will contribute towards the biological control of this notorious crop pest. In this study, we first investigated the electrophysiological and behavioral responses of C. chlorideae to 19 volatile compounds emitted by herbivore-infested plants. Eleven odorants induced EAG responses of C. chlorideae , while only two compounds, cis -jasmone and cis -3-hexenyl acetate, were attractive to the parasitoid in Y-tube olfactometer assays. Next, we used two- and four-choice tests in cage settings to investigate the parasitism rate of H. armigera larvae by C. chlorideae on tobacco plants treated with different doses of cis -jasmone, cis -3-hexenyl acetate, and their mixtures. Results showed that the parasitism rate of H. armigera was significantly higher on the plants treated with cis -jasmone or cis -3-hexenyl acetate, and their optimal dose for both compounds was 1 mg. However, the mixtures of cis -jasmone and cis -3-hexenyl acetate did not increase H. armigera parasitism rate by C. chlorideae when compared with control groups. Our results indicate that the single compounds cis -jasmone and cis -3-hexenyl acetate, at certain doses, enhance parasitic efficiency of C. chlorideae , but their mixtures negate this effect. These results will help us in the exploitation of C. chlorideae as biological control agent to reduce the populations of H. armigera .

研究领域: 昆虫学 · 生态学 · 植物保护
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Journal of Materials Chemistry A · 2018 ·Vol. 6 ·期 42 ·21193-21206 · IF 9.931

Synthesis of glycopolymer nanosponges with enhanced adsorption performances for boron removal and water treatment

Xueping Liao,Bingyu Wang,Qiang Zhang

The high-affinity interactions between cis-diols and boric/boronic acid have been widely employed as a tool for carbohydrate analysis, protein separation and boron removal. Herein we report the design and synthesis of cyclodextrin-scaffolded glycopolymers as bifunctional nanosponges for boron removal and water treatment for the first time. Different glycopolymer nanosponges (GNs) have been successfully synthesized from monosaccharides and β-cyclodextrin via a combination of a cross-linking reaction, Fischer glycosylation and a click reaction. Such functional GNs are mesoporous polymer frameworks with cis-diol-containing saccharides immobilized on the surface, which have exhibited selective adsorption behaviour towards boric acid depending on the structure of the GNs and the loaded saccharides. The GNs have also shown remarkable adsorption rates and capacities for an organic dye as a model pollutant in this work. Secondary bonding, such as hydrogen bonding and van der Waals forces between the immobilized saccharides and the adsorbates is believed to be responsible for the significantly enhanced adsorption rates and capacities. Such bifunctional materials may exhibit potential applications in seawater desalination and water treatment.

研究领域: 材料科学 · 环境科学 · 化学工程
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CHEMICAL ENGINEERING JOURNAL · 2025 · IF 13.2

Ambient-temperature α-pinene hydrogenation to cis-pinane over Ru/CeO2-H catalyst via the dimethyl-up configuration

Yu-Xuan Fu,Shu-Yi Huang,Ming-Shuai Sun,Yan Zhou,Dan-Dan Cai,Wen-Shuai Zhu,Wei Hui,Duan-Jian Tao

Current industrial catalysts for α-pinene hydrogenation suffer from harsh reaction conditions and poor selectivity to cis -pinane, primarily due to their inability to effectively adsorb α-pinene in a specific favorable configuration on the catalyst surface. In this study, a high-specific-surface-area, rod-shaped CeO 2 -supported ultra-fine Ru nanoparticle (average particle size of 4 nm) catalyst was synthesized via hydrothermal method for the highly stereoselective hydrogenation of α-pinene to cis -pinane. The resulting Ru/CeO 2 -H catalyst achieved an α-pinene conversion of 99.3 % and an impressive cis -pinane selectivity of up to 99.6 % under exceptionally low temperature (30°C), 0.6 MPa H 2 and 0.5 h with high TOF (1236 h −1 ). Density functional theory (DFT) calculations indicated that α-pinene preferentially adsorbs onto the Ru surface via the backside of its intramolecular dimethyl bridge. This particular adsorption mode lowers the energy barriers for further hydrogenation to generate cis -pinane. The oriented dimethyl-up configuration of α-pinene and ultra-low activation energy (12.04 kJ/mol obtained from kinetic tests) enable the highly selective production of cis -pinane at ambient temperature. Furthermore, the strong interaction between the CeO 2 -H support and highly dispersed Ru, combined with the ambient-temperature reaction conditions, effectively prevents metal nanoparticle agglomeration and coking, imparting the catalyst with exceptional stability. Notably, the catalyst was reused at least 15 times without observing any significant deactivation, demonstrating its significant potential for practical applications.

CAS / MDL: 7440-05-3 7440-06-4
研究领域: 催化化学 · 材料科学 · 理论化学
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INSECT MOLECULAR BIOLOGY · 2018 ·Vol. 28 ·期 1 ·23-34 · IF 2.492

An odorant receptor mediates the attractiveness of cis-jasmone to Campoletis chlorideae, the endoparasitoid of Helicoverpa armigera

Y.-L. Sun,J.-F. Dong,C. Ning,P.-P. Ding,L.-Q. Huang,J.-G. Sun,C.-Z. Wang

Parasitic wasps rely on olfaction to locate their hosts in complex chemical environments. Odorant receptors (ORs) function together with well-conserved odorant coreceptors (ORcos) to determine the sensitivity and specificity of olfactory reception. Campoletis chlorideae (Hymenoptera: Ichneunmonidae) is a solitary larval endoparasitoid of the cotton bollworm, Helicoverpa armigera , and some other noctuid species . To understand the molecular basis of C. chlorideae ’s olfactory reception, we sequenced the transcriptome of adult male and female heads (including antennae) and identified 211 OR transcripts, with 95 being putatively full length. The tissue expression profiles, as assessed by reverse-transcription PCR, showed that seven OR s were expressed only or more highly in female antennae. Their functions were analysed using the Xenopu slaevis oocyte expression system and two-electrode voltage-clamp recordings. CchlOR62 was tuned to cis -jasmone, which was attractive to female C. chlorideae adults and H. armigera larvae in the subsequent behavioural assays. Further bioassays using caged plants showed that the parasitism rate of H. armigera larvae by C. chlorideae on cis -jasmone-treated tobacco plants was higher than on the control plants. Thus, cis -jasmone appears to be an important infochemical involved in the interactions of plants, H. armigera and C. chlorideae , and CchlOR62 mediates the attractiveness of cis -jasmone to C. chlorideae .

CAS / MDL: 120-72-9
研究领域: 昆虫学 · 分子生物学 · 生态学
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Journal of Analytical Methods in Chemistry · 2019 · IF 1.589

A Simple, Rapid, Fluorometric Assay for Dopamine by In Situ Reaction of Boronic Acids and cis-Diol

Xiaoxia Liu,Miaomiao Tian,Wenmei Gao,Jinzhong Zhao

An efficient, sensitive, and low-cost method has been developed for turn-on fluorescence sensing of dopamine (DA). The method relies on the rapid reaction of DA and 3-Hydroxyphenylboronic acid (3-HPBA) via specific recognition between boronic acids and cis-diol of DA in alkaline solution. The reaction product shows an excitation wavelength of 417 nm and the maximum emission peak at 470 nm. The proposed method allows the determination of DA in the range of 50 nM–25 μM, and the whole detection can be completed within 5 minutes. Furthermore, the presented approach has good selectivity and has been successfully applied to DA sensing in human serum samples, showing great potential in clinical diagnosis.

研究领域: 分析化学 · 生物医学 · 临床诊断
✓ 已验证 产品关联 DOI PubMed 高影响因子
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2023 · IF 8.2

Identification and characterization of both cis- and trans-regulators mediating fenvalerate-induced expression of CYP6B7 in Helicoverpa armigera

Yun Huang,Li Xu,Junyue Zheng,Peizhuo Wu,Yu Zhang,Lihong Qiu

As we known, inducibility is an important feature of P450 genes. Previous studies indicated that CYP6B7 could be induced and involved in fenvalerate detoxification in Helicoverpa armigera . However, the regulatory mechanism of CYP6B7 induced by fenvalerate is still unclear. In this study, CYP6B7 promoter of H. armigera was cloned and the cis -acting element of fenvalerate was identified to be located between −84 and − 55 bp of CYP6B7 promoter. Subsequently, 33 candidate transcription factors ( CYP6B7 -fenvalerate association proteins, CAPs) that may bind to the cis -acting element were screened and verified by yeast one-hybrid. Among them, the expression levels of several CAPs were significantly induced by fenvalerate. Knockdown of juvenile hormone-binding protein-like (JHBP), RNA polymerase II-associated protein 3 (RPAP3), fatty acid synthase-like (FAS) and peptidoglycan recognition protein LB-like (PGRP) resulted in significant expression inhibition of CYP6B7 , and increased sensitivity of H. armigera to fenvalerate. Co-transfection of reporter gene p (−84/−55) with pFast-CAP showed that JHBP, RPAP3 and PGRP could significantly increase the activity of CYP6B7 promoter. These results suggested that trans -acting factors JHBP, RPAP3 and PGRP may bind with cis -acting elements to regulate the expression of CYP6B7 induced by fenvalerate, and play an important role in the detoxification of H. armigera to fenvalerate.

CAS / MDL: 51630-58-1
研究领域: 分子生物学 · 昆虫学 · 毒理学
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JOURNAL OF MOLECULAR STRUCTURE · 2021 · IF 3.196

Characterization of the trans-structure in the molecular chain structure of natural rubber

Zechun Li,Changjin Yang,Yanchan Wei,Yuanbing Zhou,Shuangquan Liao

Natural rubber (NR) has excellent mechanical properties due to its unique molecular chain structure. In previous studies, the signal of the cis- and trans -isoprene units was deduced by 13 C-NMR spectrum of the low molecular weight fraction of NR. In this study, through investigating the 1 H-NMR spectra of ribbed smoked sheet 1 (RSS-1) and standard Chinese rubber whole fraction (SCR-WF), and Eucommia ulmoides gum (EUG), trans -1,4-polyisoprene (TPI), found that the methyl-proton in the cis- and trans -isoprene units in 1 H-NMR spectra of NR showed signals at 1.61 and 1.53 ppm, respectively. Further, the content of trans -structure in the molecular chain of NR of different producing areas was calculated. The results show that the content of trans -structure in the molecular chain structure of RSS-1 and SCR-WF were 1.500 and 1.054%, respectively.

CAS / MDL: 865-49-6
研究领域: 高分子化学 · 材料科学
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JOURNAL OF FOOD COMPOSITION AND ANALYSIS · 2021 · IF 4.556

Determination of cis/trans fatty acid contents in edible oils by 1H NMR spectroscopy in association with multivariate calibration

Xiuming Jiang,Denghui Yang,Guoqiang Xiang,Leqian Hu

In this work, cis and trans fatty acid (FA) contents in edible oils was determined using 1 H nuclear magnetic resonance ( 1 H NMR) spectroscopy. The comparison of 1 H NMR spectra of edible oil and cis-trans isomerized oil showed that they were different in three regions: (1) 2.880 - 2.650 ppm caused by bis-allylic protons; (2) 2.140 - 1.900 ppm due to allylic protons; and (3) 1.030 - 0.930 ppm due to methyl protons of linolenic acyl groups. The 1 H NMR signals in these regions were combined with partial least squares method to predict contents of cis/trans fatty acids in edible oils. The results showed that the predicted values were consistent with the gas chromatography-measured values and had a good linear relationship with a correlation coefficient (R 2 ) of above 0.98. This work demonstrates that 1 H NMR spectroscopy was successfully used to determine the composition of both cis and trans fatty acids in edible oils.

CAS / MDL: 865-49-6
研究领域: 食品科学 · 分析化学
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PHYSICAL CHEMISTRY CHEMICAL PHYSICS · 2023 ·Vol. 25 ·期 17 ·12342-12351 · IF 3.3

Restriction of crossing conical intersections: the intrinsic mechanism of aggregation-induced emission

Jie Peng,Xin He,Yao Li,Jianxin Guan,Baihua Wu,Xinmao Li,Zhihao Yu,Jian Liu,Junrong Zheng

Elucidating the mechanism of aggregation-induced emission (AIE) is a prerequisite for designing more AIE-gens. The diphenylethylene (DPE) featured molecules are one of the most important AIE-gens due to their propeller structure. Three representative DPE-featured AIE-gens, triphenylethylene, cis-stilbene, and trans-stilbene, are explored via ultrafast ultraviolet/infrared (UV/IR) spectroscopy and theoretical calculations. Both experimental and computational results suggest that readily crossing conical intersections (CIs) with flexible structural evolutions in solutions significantly reduces fluorescence, whereas crossing CIs is restricted because of high energy cost, and therefore no fast nonradiative decay can compete with spontaneous emission in solids. The mechanism also well explains the different emission quantum yields and interconversion ratios between cis-stilbene and trans-stilbene after photoexcitation.

CAS / MDL: 58-72-0
研究领域: 光化学 · 理论计算 · 超快光谱学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2021 · IF 6.953

Alginate-azo/chitosan nanocapsules in vitro drug delivery for hepatic carcinoma cells: UV-stimulated decomposition and drug release based on trans-to-cis isomerization

Qi Chen,Xiaorong Li,Yuan Xie,Weicheng Hu,Zhipeng Cheng,Hui Zhong,Hongjun Zhu

In this study, a nanocapsule (AL-azo/CH) was prepared with the anionic alginate-azo (AL-azo) and cationic chitosan (CH) via layer-by-layer method. Doxorubicin hydrochloride (DOX), an anticancer drug, was entrapped inside the AL-azo nanocapsules to form the DOX-loaded nanocapsules (DOX/AL-azo/CH). When the DOX/AL-azo/CH nanocapsules were irradiated with 365-nm light, the electrostatic attraction between the layers would be weakened as the trans-to-cis isomerization of AL-azo, which would lead to the UV-responsive decomposition and drug-release. Furthermore, cellular experiments showed that DOX/AL-azo/CH nanocapsules could be endocytosed by the HepG2 cells, and the confocal laser scanning microscope images showed that the DOX fluorescence intensity became stronger with the prolonging of irradiation time, indicating that the intracellular DOX-release could be controlled by UV irradiation. The AL-azo/CH nanocarriers were UV-triggered decomposition and drug-release, which stepped further towards the next-generation of nano-therapeutics with spatial and temporal external control in the field of polysaccharide .

研究领域: 药剂学 · 肿瘤学 · 生物材料
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STAR Protocols · 2023 · IF 0

Purification and functional validation of LtCas12a protein

Bo Zhou,Ye Chen,Lifang Li,Jiashuo Liu,Yuyan Wang,Zheying Huang,Zheng Hu,Rui Tian,Zhen Li

Summary Here, we present a protocol for generating LtCas12a protein recognizing distinct TTNA (N represented A, T, C, G) protospacer adjacent motif sequence. We describe steps for transforming and harvesting bacterial cells and protein purification including nickel affinity chromatography and dialysis. We then detail procedures for verification of LtCas12a with cis- and trans-cleavage activities. For complete details on the use and execution of this protocol, please refer to Chen et al. (2023). 1

研究领域: 分子生物学 · 生物化学 · 基因工程
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