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Journal of Materials Research and Technology-JMR&T · 2022 · IF 6.267

Preparation and characterization of cotton/silver nanocomposite materials by surface post-modification with methylthiocarbene

Pengfei Yang,Yunlin Pan,Qinning Wan,Shujie Chen,Mark G. Moloney,Junying Li,Liling Jing,Jinku Xu,Zhiliang Zhang,Jinlong Mao

Cotton/silver nanocomposite materials have been intensively investigated owing to their excellent microbial resistance of natural cottons, allowing wide employment in health care products and medical science. In this paper, a one-step modification by carbenes was used for the methylthio functionalization of cottons, and the subsequent coordination of methylthio groups with Ag NPs gave cotton/Ag NPs materials. Application to various substrates including cotton fibers, cotton fabrics, and filter papers demonstrated the method to be effective and universal. Moreover, a bioassay experiment showed excellent antibacterial activity of these materials, which further confirmed the success of the strategy. This would be a pioneer for the carbene modification to introduce sulfur functions onto surfaces and interfaces, as well as the extending development of cotton/Ag NPs materials by typical Ag–S coordination.

研究领域: 材料科学 · 生物医学
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JOURNAL OF INDUSTRIAL MICROBIOLOGY & BIOTECHNOLOGY · 2016 ·Vol. 43 ·期 5 ·585-593 · IF 2.745

Immobilization of nitrilase on bioinspired silica for efficient synthesis of 2-hydroxy-4-(methylthio) butanoic acid from 2-hydroxy-4-(methylthio) butanenitrile

Jin Li-Qun,Guo Dong-Jing,Li Zong-Tong,Liu Zhi-Qiang,Zheng Yu-Guo

In this paper, a simple and effective method using sodium metasilicate as precursor and amine as additive was first reported to immobilize recombinant nitrilase, for efficient production of 2-hydroxy-4-(methylthio) butanoic acid from 2-hydroxy-4-(methylthio) butanenitrile. High immobilization recovery of enzyme activity (above 90 %) was achieved. The immobilized enzyme displayed better thermal stability, pH stability and shelf life compared to free nitrilase. Moreover, it showed excellent reusability and could be recycled up to 16 batches without significant loss in activity. 200 mM 2-hydroxy-4-(methylthio) butanenitrile was completely converted by the immobilized enzyme within 30 min, and the accumulation amount of 2-hydroxy-4-(methylthio) butanoic acid reached 130 mmol/g of immobilized beads after 16 batches. These encouraging results demonstrated the efficiency of the new technology for nitrilase immobilization, which has great potential in preparation of 2-hydroxy-4-(methylthio) butanoic acid.

CAS / MDL: 107-43-7
研究领域: 生物技术 · 酶工程 · 化学工程
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JOURNAL OF ORGANIC CHEMISTRY · 2021 · IF 4.354

Palladium Catalyzed Direct Carbonylative Thiomethylation of Aryldiazonium Salts and Amines with 4-(Methylthio)-2-Butanone as (Methylthio) Transfer Agent

Qingqiang Tian,Shasha Xu,Chiying Zhang,Xinyi Liu,Xiangwei Wu,Yahui Li

Herein, an interesting palladium-catalyzed procedure for the direct carbonylative thiomethylation of aromatic amine derivatives with 4-methylthio-2-butanone is developed. Using 4-methylthio-2-butanone as (methylthio) transfer agent, a variety of corresponding thioesters are obtained with moderate to good yields under base-free condition. In addition, good functional group tolerance can be observed.

研究领域: 有机化学 · 合成化学
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Polymer Chemistry · 2020 ·Vol. 11 ·期 47 ·7542-7550 · IF 5.342

Construction of well-defined difluoromethylthio-containing amphiphilic homopolymers by RAFT polymerization

Haoyu Liu,Sen Zhang,Xiaoyu Huang,Aishun Ding,Guolin Lu

A new acrylamide monomer consisting of both difluoromethylthio and isopropylamide moieties, N-3-(difluoromethylthio)propyl-N-(3-(isopropylamino)-3-oxopropyl)acrylamide (DFTP-NIPAM-AM), was firstly synthesized from 3-difluorothiomethyl-1-propylamine via aza-Michael addition reaction followed by amidation with acryloyl chloride. A well-defined fluoropolymer with a relatively narrow molecular weight distribution, poly(DFTP-NIPAM-AM), was obtained via reversible addition–fragmentation chain transfer (RAFT) polymerization using 3-(benzylthiocarbonothioylthio)propanoic acid as chain transfer agent. The thermal property of the poly(DFTP-NIPAM-AM) homopolymer was examined by differential scanning calorimetry (DSC), which indicated that difluoromethylthio moiety has an obvious impact on the glass transition temperature (Tg). The critical micelle concentration (cmc) of poly(DFTP-NIPAM-AM) homopolymer in aqueous solution was determined by fluorescent probe technique. It was found that poly(DFTP-NIPAM-AM) homopolymer could self-assemble into spherical micelles in aqueous solution, which was visualized by transmission electron microscopy (TEM).

研究领域: 高分子化学 · 材料科学
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BIOPROCESS AND BIOSYSTEMS ENGINEERING · 2020 ·Vol. 43 ·期 5 ·831-838 · IF 2.419

Effects of salinity on the synthesis of 3-methylthiopropanol, 2-phenylethanol, and isoamyl acetate in Zygosaccharomyces rouxii and Z. rouxii 3-2

Liu Bin,Wang Xufeng,Zhao Jiahao,Qin Liehao,Shi Lei,Zhou Tao,Liu Shuang,Wang Chunling

Zygosaccharomyces rouxii referred as Yeast S is an important microorganism widely applied in traditional fermented food to accelerate flavor formation. Z. rouxii 3-2 referred as Yeast S 3-2 constructed previously is a new strain having higher salt tolerance than wild type. In this study, salt stress response of synthesis key flavor metabolites 3-methylthiopropanol, 2-phenylethyl alcohol, and isoamyl acetate in Yeast S and S 3-2 were investigated based on SPME–GC–MS and RT-qPCR. Analysis of GC–MS data showed that high salinity led to increase the contents of 3-methylthiopropanol and 2-phenylethyl alcohol both in Yeast S and Yeast S 3-2, while inhibited the synthesis of isoamyl acetate, and the induced effect on Yeast S 3-2 was more pronounced than Yeast S. Furthermore, the RT-qPCR results revealed that the salinity could enhance the genes expression of ARO10 and PDC1 , and stronger effect on Yeast S 3-2 than S. However, the gene expression of AFT1 was reduced in high-salt culture conditions, which was consistent with the results of GC–MS data. The results presented in this study can provide theoretical support of Z. rouxii 3-2 application during food fermentation.

研究领域: 微生物学 · 食品科学 · 分子生物学
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Polymers · 2022 ·Vol. 14 ·期 21 ·4655 · IF 4.967

Functional Chitosan-Based Composite Film Incorporated with 3-(Methylthio) Propyl Isothiocyanate/α-Cyclodextrin Inclusion Complex for Chicken Meat Preservation

Hongyan Wu,Xinying Ao,Jianan Liu,Junya Zhu,Jingran Bi,Hongman Hou,Hongshun Hao,Gongliang Zhang

The 3-(Methylthio) propyl isothiocyanate (MTPITC)-loaded inclusion complex prepared by α-cyclodextrin (α-CD) was incorporated into chitosan (CS) film to fabricate a packaging material for fresh chicken meat preservation. Scanning electron microscope images indicated homogenous dispersion of the MTPITC-α-CD in CS polymer. Fourier-transform infrared and X-ray diffraction techniques revealed that MTPITC-α-CD was incorporated into the CS film matrix by the physical interactions. The introduction of MTPITC-α-CD improved the UV-vis light-blocking ability, with a slight loss of transparency. Although the water solubility and water vapor barrier capacity were not significantly influenced by the addition of MTPITC-α-CD, the antioxidant attribute was significantly enhanced. The CS-MTPITC-α-CD film displayed obvious and sustained suppressive effects againstSalmonella typhimurium, with the inhibition zone diameters of 14.7 mm at 12 h and 7.3 mm at 24 h, respectively. Moreover, the quality index analysis indicated that the CS-MTPITC-α-CD film-wrapped fresh chicken, during refrigerated storage, exhibited better preservative efficacy than the control groups, with the total viable counts of 6.5 Log CFU/g, total volatile base nitrogen of 8.4 mg/100 g, pH of 6.6, thiobarbituric acid-reactive substances of 0.2 mg/kg, and the sensory score of 5 at day 16. Collectively, these results suggest that CS-MTPITC-α-CD film is a prospective packaging candidate for delaying the quality deterioration of chicken meat.

研究领域: 食品科学 · 材料科学 · 生物技术
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Materials Today Communications · 2023 · IF 3.8

Triazole and methylthio modified covalent organic frameworks for enhancing Hg(II) adsorption from water

Ye Jia,Donghai Zhu,Qifan Yang,Xu Liu,Zahra Gholami,Mohammadtaghi Vakili,Shuangxi Zhou,Wei Wang

The presence of mercury (Hg(II)), a highly toxic pollutant in the aquatic environment, motivates researchers to use an effective method to remove it from water. Herein, we synthesized COF-TAZ and COF-TOE via post-modification with 3-mercapto-1,2,4-triazole and 4-(methylsulfanyl)thiophenol to form triazole group and methylthio group, respectively, and followed by characterization with SEM, FTIR, and XRD, etc. The adsorption behaviors of Hg(II) on two modified COFs were evaluated by adsorption kinetic models using the pseudo-first order, pseudo-second order and intra-particle diffusion models, as well as isotherm models, i.e., Langmuir and Freundlich models. COF-TAZ and COF-TOE manifested maximum experimental uptake capacity of 108.09 mg g −1 and 104.85 mg g −1 , respectively. Notably, COF-TAZ exhibited commendable binding selectivity towards Hg(II) and displayed a good recycling ability, with a removal percentage still above 90% after five cycles. Especially, the adsorption mechanisms of COF-TAZ and COF-TOE were clarified by FTIR, XPS and DFT calculations, suggesting that electrostatic interaction and chelation were involved in the adsorption process . This study shows that functionalized COFs have good application prospects in effective removal of heavy metals in water.

研究领域: 环境科学 · 材料科学 · 化学工程
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BIOMACROMOLECULES · 2021 · IF 6.988

Transition of Conformation and Solubility in β-Sheet-Structured Poly(l-cysteine)s with Methylthio or Sulfonium Pendants

Shuai Zhu,Ruizhong Xue,Zikun Yu,Xu Zhang,Shifang Luan,Haoyu Tang

Poly(l-cysteine)s with methylthio pendants (PMTLCs) were synthesized by ring-opening polymerization of a new l-cysteine-based N-carboxyanhydride. The thioether bonds of PMTLC can be readily oxidized by H2O2 yielding water-soluble PMTLCOX. The methylthio groups can undergo an alkylation reaction using methyl iodide and a subsequent ion-exchange reaction yielding sulfonium-based polypeptides (PPLC-DMS-X, where X = I, BF4). PPLC-DMS-X showed upper critical solution temperature-type thermo- and oxidation-responsive properties in aqueous solutions. Both PMTLC and PPLC-DMS-X showed oxidation-induced β-sheet to α-helix transitions. The absorbance of PPLC-DMS-I and methyl orange aqueous solution displayed a significant linear correlation with temperature, which makes the sulfonium-based polypeptides good candidates in the field of temperature sensors.

研究领域: 高分子化学 · 材料科学 · 物理化学 · 分析化学
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FOOD CHEMISTRY · 2024 · IF 8.5

Dynamic changes of microbiota and metabolite of traditional Hainan dregs vinegar during fermentation based on metagenomics and metabolomics

Xiaohan Yu,Chunhe Gu,Xiaoxue Guo,Ruijia Guo,Lin Zhu,Xinrong Qiu,Jun Chai,Fei Liu,Zhen Feng

Hainan dregs vinegar (HNDV) is a traditional fermented food in China that is renowned for its unique flavor. HNDV is one of the most popular vinegars in Southeast Asia. However, research on the microorganisms and characteristic metabolites specific to HNDV is lacking. This study investigated the changes in microbial succession, volatile flavor compounds and characteristic non-volatile flavor compounds during HNDV fermentation based on metagenomics and metabolomics. The predominant microbial genera were Lactococcus , Limosilactobacillus , Lactiplantibacillus , and Saccharomyces . Unlike traditional vinegar, l -lactic acid was identified as the primary organic acid in HNDV. Noteworthy flavor compounds specific to HNDV included 3-methylthiopropanol and dl -phenylalanine. Significant associations were observed between six predominant microorganisms and six characteristic volatile flavor compounds, as well as seven characteristic non-volatile flavor compounds. The present results contribute to the development of starter cultures and the enhancement of HNDV quality.

CAS / MDL: 50-21-5 123-96-6
研究领域: 食品科学 · 微生物学 · 代谢组学 · 发酵技术
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CHEMICAL ENGINEERING SCIENCE · 2025 · IF 4.3

Smartphone-assisted visual detection of lincomycin hydrochloride based on Cu-BDC@Ag2O with enhanced oxidase-like activity and laccase-like activity

Dejing Meng,Linchun Nie,Wenjing Liu,Rui Yang,Haobo Yang,Junlong Li,Ranhao Zhao,Shaojie Su,Qingxiang Zhou

The inappropriate administration of lincomycin hydrochloride (LIN) will lead to severe side effects. It is critically essential to establish LIN effective detection technique. In this work, a new nanozyme Cu-BDC@Ag 2 O was synthesized by hydrothermal method, which was composed of metal organic framework (Cu-BDC, with copper ion as metal center and 2-aminoterephthalic acid as organic ligand) and Ag 2 O, exhibiting enhanced oxidase-like activity (K m  = 0.70 mM, V max  = 42.53 × 10 −8  M s −1 ) and laccase-like activity. This enhanced activity was attributed to the interconversion between Cu + /Cu 2+ valence states and the synergistic effect between Ag and Cu elements. The superoxide anion radical ( O 2 – ) produced during the catalytic process of Cu-BDC@Ag 2 O can swiftly oxidize 3,3′,5,5′-tetramethylbenzidine (TMB) to a blue oxidation product (oxTMB). The methylthio group in LIN molecules reacted with Ag + in the nanozyme, forming a stable complex that inhibited the catalytic activity of Cu-BDC@Ag 2 O, causing discernible fading of the blue coloration. Based on this, a smartphone-assisted chromogenic detection system was established for LIN quantification. The linear range extended from 3.42 to 171 μM, with a detection limit of 3.14 μM. Moreover, the colorimetric sensing platform demonstrated promising results in the analysis of real samples with spiked recoveries in the range of 94.1–100.9 % and relative standard deviations lower than 8.0 %, and validated LIN content compliance with commercial ophthalmic solutions against pharmacopeial specifications. The developed colorimetric sensor demonstrated rapid response (4 min) and superior efficiency, offering a portable tool for LIN detection.

研究领域: 分析化学 · 纳米技术 · 生物传感器 · 环境监测 · 药物分析
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ADVANCED SYNTHESIS & CATALYSIS · 2017 ·Vol. 359 ·期 7 ·1185-1193 · IF 5.646

Hydroxynitrile Lyase Isozymes from Prunus communis: Identification, Characterization and Synthetic Applications

Yu-Cong Zheng,Jian-He Xu,Hui Wang,Guo-Qiang Lin,Ran Hong,Hui-Lei Yu

Biocatalysts originating from Badamu ( Prunus communis ) have been applied to catalyze the asymmetric synthesis of ( R )-4-methylsulfanylmandelonitrile, a key building block of thiamphenicol and florfenicol. Here, four hydroxynitrile lyase (HNL) isozymes from Badamu were cloned and heterologously expressed in Pichia pastoris . The biochemical properties and catalytic performances of these isozymes were comprehensively explored to evaluate their efficiency and selectivity in asymmetric synthesis. Among then, Pc HNL5 was identified with outstanding activity and enantioselectivity in asymmetric hydrocyanation. Under the optimized mild biphasic reaction conditions, seventeen prochiral aromatic aldehydes were converted to valuable chiral cyanohydrins with good yields (up to 94%) and excellent optical purities (up to >99.9% ee ), which provide a facile access to numerous chiral amino alcohols, hypoglycemic agents, angiotension converting enzyme (ACE) inhibitors and β-blockers. This work therefore underlines the importance of discovering the most potent biocatalyst among a group of isozymes for converting unnatural substrates into value-added products.

CAS / MDL: 98-01-1 135-02-4
研究领域: 生物化学 · 生物技术 · 酶学 · 有机化学 · 药物化学
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