Journal of Future Foods
·
2025
·Vol. 6
·期 1
·66-72
·
IF 7.2
Hao Zhang,Bin Wu,Yanping Xian,Ming Liang,Yunjian Ma,Yonghua Wang
Musk macrolides are a kind of rare flavors structurally featuring 14−16 membered rings in the flavour and fragrance industry. While various chemical synthesis routes for musk macrolides exist, there is a growing interest in biocatalytic approaches. In this study, a new biocatalytic approach is proposed for the synthesis of musk macrolides from fatty acids using unspecific peroxygenases (UPOs) in combination with lipase. Specifically, the UPO from Marasmius rotula ( Mro UPO) was utilized as an oxidation catalyst together with the choline oxidase from Arthrobacter nicotinate ( An ChOx) for the in situ generation of H 2 O 2 . The enzymatic cascade process involved the hydroxylation of fatty acids using Mro UPO as a catalyst to prepare terminal hydroxylated fatty acids. Under the optimized conditions, 14-hydroxy tetradecanoic acid, 15-hydroxy pentadecanoic acid and 16-hydroxy hexadecanoic acid were obtained at concentrations of 11.1, 18.2 and 17.1 mg/L in a 50-mL reaction system, respectively. These hydroxylated fatty acids were then separated and esterified by lipase Novozymes 435 to produce the desired macrolides. Various ω -hydroxy fatty acids were successfully converted into macrolides, with the concentrations of cyclotetradecanolide, cyclopentadecanolide and cyclohexadecanolide reaching 11, 29 and 23 mg/L, respectively, in a 10-mL reaction system. This new biocatalytic approach represents a promising method for synthesizing valuable natural flavour compounds.
研究领域:
生物催化
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酶工程
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天然产物化学
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风味化学
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分子生物学
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绿色合成
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DOI
高影响因子
Analytical Methods
·
2017
·Vol. 9
·期 20
·2990-2996
·
IF 1.9
Lijun Liu,Bingcheng Yang,Feifang Zhang,Xinmiao Liang
A magnetic restricted access material (MRAM) sorbent has been synthesized and for the first time used for the extraction of macrolide antibiotics (MACs). It was prepared using Fe3O4@SiO2 nanoparticles as a support substrate through silanization, atom transfer radical polymerization and hydrolysis reaction. The high magnetic characteristic of the MRAM offers simple isolation from solution and simplified operation procedures as well. The sorbent showed an effective enrichment effect for model MACs (enrichment factor ∼ 520) and also a good exclusion effect towards protein. After treatment with the sorbent, liquid chromatography (LC) coupled with a common ultraviolet absorbance detector offered low limits of detection of 0.076–0.286 μg L−1. The residue of four model MACs in honey samples was determined with recoveries ranging from 92.7% to 109.3%.
研究领域:
分析化学
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食品科学
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产品关联
DOI
高影响因子
FEMS MICROBIOLOGY LETTERS
·
2014
·Vol. 357
·期 1
·99-103
·
IF 2.046
Wang Xian-Kun,Jin Jian-Ling
Streptomyces netropsis SD-07, the producer of novel polyene macrolide antifungal antibiotics, was isolated from soil. For the investigation of the functions of its biosynthesis genes and regulation mechanisms, a genetic operating system is necessary. In this study, we successfully transferred the plasmid DNA of pSET152 from the methylation deficient donor, Escherichia coli ET12567/pSET152/pUZ8002, to S. netropsis SD-07 by conjugation and evaluated the crucial factors influencing the conjugation frequency. Ca2+ ions in presence the conjugation media may increase the conjugation frequency by 1000–10 000 times than Ca2+ ions absence in the same conjugation media, and 10–100 time higher than Mg2+ ions. Similar results (increasing the conjugation frequency by 10–100 times when media containing 60 mM CaCl2) were also obtained from the conjugation between E. coli ET12567 and Streptomyces coelicolor, S. lavendulae, S. venezuelae, despite their conjugation media were different (MS, CM, GS). So, CaCl2 concentration is a crucial factor for increasing the conjugation frequency, and the suitable concentration may probably be 60 mM. In addition, synthetic medium containing a small amount of organic nitrogen source may benefit increasing the conjugation frequency. These findings could be valuable for the development of a practical method for achieving conjugation in other Streptomyces spp.
研究领域:
微生物学
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遗传学
·
分子生物学
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DOI
PubMed
高影响因子
SCIENCE OF THE TOTAL ENVIRONMENT
·
2022
·
IF 10.753
Wei Li,Kai Liu,Zhongfang Min,Jiping Li,Meng Zhang,Gregory V. Korshin,Jiangang Han
Antibiotics are ubiquitous in wastewater and surface water and their presence is of grave concern. Chlorination, an important disinfection process used in wastewater treatment plants and waterworks, causes antibiotics to be degraded. However, interactions of antibiotics with chlorine result in the generation of multiple transformation products (TPs). TPs may be more toxic than the parent compounds, but their structures, yields and ecotoxicity remain to be ascertained in most cases. This study examined the degradation by chlorine of two typical macrolide (MLs) antibiotics, erythromycin (ERY) and roxithromycin (ROX), and identified the TPs formed as a result of ERY and ROX chlorination. The ecotoxicity of ERY, ROX and their TPs was evaluated using a combination of bioassay and ECOSAR prediction. The degradation of ERY and ROX followed pseudo-first-order kinetic at the molar ratio of FAC to MLs of 10:1, and the degradation kinetic rate depends on pH values. Six TPs of ERY including three chlorinated TPs, and six TPs of ROX including two chlorinated TPs were identified. The tertiary N of the desosamine moiety of ERY and ROX was determined to be the main reactive site. Demethylation and chlorine substitution at the reactive site are the main degradation pathways of ERY and ROX. ECOSAR results showed that the chlorinated byproducts of ERY TP578, TP542 and TP528, and the reduced hydroxylation products of ROX TP851 exhibited higher ecotoxicity than their parent compounds. However, algae growth inhibition assays indicated that the overall ecotoxicity of the chlorinated ERY or ROX mixture was lower than that of ERY or ROX prior to chlorination. This may be attributed to the removal of the parent compound and lower yields of toxic substances. While the yields of the toxic TPs may be low, their accumulation and combined effects of the TPs and other co-occurring pollutants should be examined further.
研究领域:
环境科学
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毒理学
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水处理工程
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF APPLIED POLYMER SCIENCE
·
2016
·Vol. 133
·期 39
·
IF 1.866
Sha Liu,Jianxin Zong,Zhen Wei,Hang Zhang,Ligai Bai,Haiyan Liu,Hongyuan Yan
An ionic liquid (IL)-based monolithic poly(ionic liquid glycidylmethacrylate- co -ethylene glycol dimethacrylate) column was prepared via in situ free-radical polymerization with 1-vinyl-3-butylimidazolium chlorine as one of the comonomers. The obtained monolithic column was used as the sorbent of solid-phase extraction (SPE) and coupled with high-performance liquid chromatography for the simultaneous determination of the macrolide antibiotics roxithromycin (ROX) and acetylspiramycin (ACE) in processed pure milk. The monolithic column was characterized by Fourier transform infrared spectrometry, scanning electron microscopy, nitrogen absorption–desorption, mercury intrusion porosimetry, and thermogravimetric analysis. The results reveal that the monolithic column exhibited a high selectivity and good permeability to the macrolide antibiotics in milk. The optimized method offered excellent linearity with a linear regression coefficient greater than 0.998. The precisions for interday and intraday were both less than 7.7%. The accuracies expressed by the recoveries for ROX and ACE were in the ranges 92.5–103.8 and 93.0–107.6%, respectively. Compared to the previous methods, this method had a low limit of detection and a good accuracy. As a result, the polymer IL based monolithic column could feasibly be used as a high-selectivity online SPE sorbent for determining trace macrolide antibiotics in milk. © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016 , 133 , 43943.
研究领域:
药物分析
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食品安全
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色谱技术
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分子印迹
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药物残留检测
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DOI
高影响因子
RSC Advances
·
2024
·Vol. 14
·期 13
·8726-8734
·
IF 3.9
Mengnan Liang,Na Li,Hao Zhang,Ling Ma,Ke Wang
A novel magnetic organic polymer Fe3O4@SiO2@Tb–PDAN was designed and synthesized, which was used as an adsorbent for magnetic solid-phase extraction (MSPE) of 16 macrolides (MALs) in water and honey. The synthesized adsorbent was characterized using techniques including scanning electron microscopy (SEM), Fourier transform infrared spectroscopy (FT-IR) and X-ray diffraction (XRD). Then several parameters of the extraction process were further optimized. Under the optimized conditions, an MSPE-LC-MS/MS method was established for extraction and determination of 16 MALs, which showed good linearity (r ≥ 0.999), low limits of detection (0.001–0.012 μg L−1 for water and 0.001–0.367 μg kg−1 for honey) and satisfactory recoveries (70.02–118.91%) with the relative standard deviations (RSDs) lower than 10.0%. This established method was then successfully applied to detect MALs in real samples, which suggested that Fe3O4@SiO2@Tb–PDAN was a potential magnetic adsorbent for efficient extraction and analysis of MALs.
研究领域:
分析化学
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环境科学
·
食品科学
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产品关联
DOI
PubMed
高影响因子
MICROCHIMICA ACTA
·
2018
·Vol. 185
·期 3
·1-9
·
IF 5.705
Ji Shunli,Li Tengfei,Yang Wen,Shu Chang,Li Duo,Wang Yan,Ding Li
A hollow porous molecularly imprinted polymer (HPMIP) is described for use in dispersive solid phase extraction of macrolide antibiotics (MACs). The HPMIP was prepared by using spiramycin as the template, methacrylic acid as the functional monomer, and mesoporous MCM-41 (Mobile Composition of Matter No. 41; with a size of about 100 nm) as a sacrificial support. The sorbent was characterized by Fourier transform infrared spectrometry, transmission electron microscopy, nitrogen adsorption and thermo-gravimetric analysis. Several parameters affecting the extraction efficiency were optimized. The material has a large surface area (359 m 2 ·g −1 ), and most recognition sites are located on the surface of the HPMIPs. This results in high binding capacity (120 μmol·g −1 ) and fast binding (20 min) in comparison to either MCM-41-core surface MIPs or solid MIPs. The method was applied to the extraction of the MACs azithromycin, spiramycin, tilmicosin, tylosin, clarithromycin, roxithromycin and josamycin from spiked honey. The recoveries, determined by HPLC-MS/MS, ranged from 88.0% to 117% at the three spiking levels tested (1, 5 and 20 μg·kg −1 ). Intra-day and inter-day assay precision at three spiking levels are <10.7% (for n = 6) and 12.6% ( n = 3), respectively. The limits of detection are between 3 and 17 ng·kg −1 . This indicates the superiority of the method in selective extraction of macrolides even from complex matrices.
Hollow porous molecularly imprinted polymers using spiramycin as the template are shown to be viable dispersive solid phase extraction adsorbents for selective enrichment of macrolide antibiotics in honey products prior to their quantitation by HPLC-MS/MS.
研究领域:
分析化学
·
食品科学
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DOI
PubMed
高影响因子
RSC Advances
·
2025
·Vol. 15
·期 11
·8111-8120
·
IF 4.6
Hao Zhang,Weihao Ma,Chunyu Qiang,Jiayuan Nie,Ling Ma,Yawei Zhang,Ke Wang
In our research, an emerging magnetic covalent organic framework (Fe3O4@SiO2–BD–DADB-COF) was formulated through Fourier transform infrared spectroscopy (FT-IR), scanning electron microscopy (SEM), etc. Several parameters affecting the extraction process were refined. Accordingly, a novel method of determining 15 macrolides (MALs) in honey and water was established through the Fe3O4@SiO2–BD–DADB-COF as a magnetic solid-phase extraction (MSPE) adsorbent and ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS). In consequence, the standard curves for the 15 MALs exhibited an exceptional linearity from 0.1 to 200 μg L−1, and the correlation coefficients (R2) varied from 0.9990 to 0.9999. The recoveries fell between 70.01% and 115.56%, with the relative standard deviations (RSDs) being below 9.93% (n = 5). The detection limits reached 0.001–0.075 μg L−1 with the quantification limits being 0.004–0.228 μg L−1. Ultimately, the method was excellently applied to the analysis of MALs in honey and water.
研究领域:
分析化学
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环境科学
·
食品科学
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产品关联
DOI
PubMed
高影响因子
MICROBIOLOGICAL RESEARCH
·
2017
·
IF 3.037
Qi Cao,Fenfen Feng,Huan Wang,Xiaojuan Xu,Huanchun Chen,Xuwang Cai,Xiangru Wang
Haemophilus parasuis is an opportunistic pathogen localized in the upper respiratory tracts of pigs, its infection begins from bacterial survival under complex conditions, like hyperosmosis, oxidative stress, phagocytosis, and sometimes antibiotics as well. The two-component signal transduction (TCST) system serves as a common stimulus-response mechanism that allows microbes to sense and respond to diverse environmental conditions via a series of phosphorylation reactions. In this study, we investigated the role of TCST system CpxRA in H. parasuis in response to different environmental stimuli by constructing the ΔcpxA and ΔcpxR single deletion mutants as well as the ΔcpxRA double deletion mutant from H. parasuis serotype 4 isolate JS0135. We demonstrated that H. parasuis TCST system CpxRA confers bacterial tolerance to stresses and bactericidal antibiotics. The CpxR was found to play essential roles in mediating oxidative stress, osmotic stresses and alkaline pH stress tolerance, as well as macrolide resistance (i.e. erythromycin), but the CpxA deletion did not decrease bacterial resistance to abovementioned stresses. Moreover, we found via RT-qPCR approach that HAPS_RS00160 and HAPS_RS09425, both encoding multidrug efflux pumps, were significantly decreased in erythromycin challenged ΔcpxR and ΔcpxRA mutants compared with wild-type strain JS0135. These findings characterize the role of the TCST system CpxRA in H. parasuis conferring stress response tolerance and bactericidal resistance, which will deepen our understanding of the pathogenic mechanism in H. parasuis .
研究领域:
微生物学
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病原生物学
·
兽医学
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DOI
PubMed
高影响因子
JOURNAL OF CHROMATOGRAPHY A
·
2021
·
IF 4.759
Hainan Zeng,Xue Yu,Junfen Wan,Xuejun Cao
In this research, in order to separate and purify diol-containing macrolide antibiotics, like tylosin, from complex biological samples, molecularly imprinted polymer (MIP) based on boronate affinity for tylosin was synthesized by using precipitation polymerization method with 4-vinylphenylboronic acid (VPBA) and dimethyl aminoethyl methacrylate (DMAEMA) as pH-responsive functional monomers, and N,N'-methylene bisacrylamide (MBAA)/ ethylene glycol dimethacrylate (EGDMA) as the co-crosslinkers that balance the hydrophobicity of the MIP. The synthesized tylosin-MIP had the advantages of high adsorption capacity (120 mg/g), fast pH-responsiveness responsible for the accessibility of imprinted cavities, and high selectivity coefficient towards tylosin versus its analogues (2.8 versus spiramycin, 7.3 versus desmycosin) in an aqueous environment. The mechanism of boronate affinity between tylosin and VPBA in the form of charged hydrogen bonding was analyzed via density functional theory (DFT). MIPs were used to successfully separate diol-containing macrolides through molecularly imprinted solid phase extraction (MISPE). The results show that MIPs prepared in this method have a good application prospect in the separation and purification of the diol-containing macrolide antibiotics.
研究领域:
生物化学
·
材料科学
·
药物分析
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产品关联
DOI
PubMed
高影响因子
TALANTA
·
2019
·
IF 4.916
Yaohui Liu,Qiuxia Yang,Xiaotian Chen,Yumei Song,Qinghui Wu,Yunyun Yang,Liping He
In this article, an ambient mass spectrometric method with molecularly imprinted polymer (MIP)-coated wooden tips was developed for sensitive analysis of trace macrolide antibiotics in complex food samples. A novel solid-phase microextraction (SPME) probe was prepared, via the modification of a layer MIP coating (with roxithromycin as template molecule) on the surface of wooden tips. The obtained MIP-coated wooden-tip SPME probe can be applied directly to enrich trace macrolide antibiotics from complex food samples, with enrichment factors of 244–1604, 72–370, and 12–82 folds for analysis of five investigated macrolide antibiotics in drinking water , honey, and milk samples, respectively. After extraction, a high voltage and some spray solvent were applied on the loaded SPME probe to desorb and ionize analytes enriched on the probe surface for electrospray ionization mass spectrometric (ESI-MS) analysis under ambient and open-air conditions. The method showed good linearity, with correlation coefficient values ( r 2 ) no less than 0.9904, and the calibration function was verified via Mandel's fitting test ( p > 0.063). The limits of detection were in the range of 0.003–0.05, 1.1–5.1, and 1.9–15.8 ng/g for analysis of drinking water, honey, and milk samples, respectively. Recoveries of the five targeted macrolide antibiotics in honey and milk samples ranged from 73.4% to 98.1%, with the standard deviations no higher than 8.6%. As a result, MIP-coated wooden-tip ESI-MS method could be feasibly used as a sensitive method for determination of trace macrolide antibiotics in complex food samples.
研究领域:
分析化学
·
食品安全
·
药物分析
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产品关联
DOI
PubMed
高影响因子
FOOD CONTROL
·
2025
·
IF 6.3
Zhengchao Shen,Xiuli Xu,Xiujuan Wang,Zhenxia Du,Tong Liu,Feng Zhang
Macrolides are widely-used antibiotics that have raised continuous concerns due to their potential toxicity to humans. Determination of macrolides in complex food matrices by ambient mass spectrometry (AMS) remains a challenge because the lack of selectivity of AMS ion source. Herein, we proposed a novel boronic acid-functionalized covalent organic frameworks coated steel sheet (SSS@COF@BA) serving both as an extraction substrate and an AMS ion source for macrolide determination. The boronic groups on SSS@COF@BA surface can specifically capture the macrolides containing cis-diols via boronate affinity and thereby greatly enhance the extraction selectivity. The adsorption studies revealed that SSS@COF@BA exhibited high selectivity with enrichment factors of 62.26-191.11 compared to bare SSS and satisfactory recoveries for macrolide extraction (>80%) in the presence of interfering antibiotics, large adsorption capacities (6.18-28.58 μg/piece), and good reusability (≥six cycles). The SSS@COF@BA after extraction process was directly subjected to high voltages for electrospray ionization mass spectrometry (ESI-MS) detection. The proposed SSS@COF@BA-ESI-MS method was validated, and proven to be rapid (analysis time < 1 min), sensitive (limits of detection: 0.01-0.09 μg/kg) and accurate (recoveries: 81.84-110.23%) for trace macrolide determination in milk. Overall, this study introduces an efficient approach for the rapid detection of trace food contaminants by the self-developed selective AMS ion source.
研究领域:
分析化学
·
质谱学
·
食品安全
·
材料科学
·
环境科学
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产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）