FOOD CHEMISTRY
·
2021
·
IF 7.514
Wen Jing Zhu,Li Ping Lin,Dan Liu,Jia Cheng Qian,Bei Bei Zhou,Dan Dan Yuan,Ren Xiang Tan
Globally consumed kimchi is manufactured through fermenting cruciferous vegetables containing indole glucosinolates (IG). But few reports describe the IG metabolism during the fermentation. Here, we show that indole-3-carbinol (I3C), a breakdown product of IG, is transformed during the kimchi fermentation into 3,3′-diindolylmethane (DIM) and 2-(indol-3-ylmethyl)-3,3′-diindolylmethane (LTr1). LTr1 was found to kill the acute myeloid leukemia (AML) cells with FMS-like tyrosine kinase 3 (FLT3) receptor mutations, by inhibiting the FLT3 phosphorylation and the expression of downstream proteins (STAT5, ERK, and AKT). In the immune-depleted mice xenografted with human MV4-11 cells, LTr1 was demonstrated to reduce the tumor growth and synergize with sorafenib, an anti-AML agent in clinic. The work updates the chemical and biological knowledge about kimchi, and in particular establishes LTr1 as an FLT3 inhibitor that is effective and synergistic with sorafenib in treating AML.
研究领域:
肿瘤学
·
药理学
·
生物化学
·
发酵科学
·
分子生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
iScience
·
2022
·Vol. 25
·期 12
·105669-105669
·
IF 6.107
Junli Chao,Yuanyuan Yue,Ke Wang,Xiaohui Guo,Chunying Sun,Yue Xu,Jianming Liu
A concise copper-catalyzed oxidative dehydrogenative dearomatization of indole derivatives for the direct synthesis of spirocyclic indolenines containing fluorene and indeno[2,1- b ]indole groups has been established. The utility of this method has also been successfully accomplished by dual oxidative dehydrogenative dearomatization to deliver the desired spirocyclic indolenines containing fluorene groups. According to mechanistic analyses, the C-H cleavage of the phenyl ring was not implicated in the rate-limiting phase. This transformation underwent a single-electron-transfer oxidation by copper(II) catalyst to afford a radical-cation intermediate, yielding the final product by nucleophilic attack and dual deprotonation.
研究领域:
有机化学
·
合成化学
✓ 已验证
DOI
PubMed
高影响因子
Food Analytical Methods
·
2017
·Vol. 11
·期 4
·1155-1162
·
IF 2.038
Zheng Yang,Peng Xiaofeng,Wu Yiwei
A sensitive method has been established by using activated carbon as an adsorbent for extraction of indole-3-acetic acid (IAA) and indole-3-butyric acid (IBA) from bean sprout, tomato, potato, cucumber, and wheat grain prior to field-amplified sample injection-micellar electrokinetic capillary chromatography (FASI-MEKC) detection. Parameters affecting FASI and solid-phase extraction (SPE) were optimized in detail. Under the optimal conditions, the sensitivity of SPE-FASI-MEKC for IAA and IBA was respectively improved by 32.5 and 29.7 times as compared with the direct MEKC. The detection limits were 4.1 for IAA and 5.3 ng mL −1 for IBA with 4.9–5.2% RSD ( n = 9, C = 0.03 μg mL −1 ). The new method has been successfully applied to detect IAA and IBA in bean sprout, tomato, potato, cucumber, and wheat grain with the recoveries of 81.7–110%.
研究领域:
植物学
·
分析化学
✓ 已验证
DOI
高影响因子
CHINESE JOURNAL OF CHEMISTRY
·
2015
·Vol. 33
·期 4
·409-412
·
IF 1.578
Dazhao Sun,Guofang Jiang,Zongbo Xie,Zhanggao Le
A novel methodology for the synthesis of bis(indolyl)methanes by the reaction of aromatic aldehydes and indole in water has been developed, and a series of desired products were obtained in moderate to excellent yields (from 65% to 97%) using 1.2 mg/mL α -chymotrypsin as biocatalyst.
研究领域:
有机化学
·
生物催化
·
绿色化学
✓ 已验证
产品关联
DOI
高影响因子
ORGANIC & BIOMOLECULAR CHEMISTRY
·
2022
·Vol. 20
·期 7
·1510-1517
·
IF 3.89
Yang Liu,Meng Cao,Shangxi Zhang,Zhenxi Wang,Xin Dai,Xinde Jiang,Yucheng Dong,Jie Fu
A Brønsted acid catalyzed method for the construction of guaiazulenyl C3-functionalized indole derivatives is reported for the first time. The reactions proceeded smoothly at ambient temperature by using (±)-10-camphorsulfonic acid (CSA) as a catalyst, 2-indolylmethanols and guaiazulene as substrates, and the desired products were obtained in high yields with excellent regioselectivities.
研究领域:
有机化学
·
药物化学
✓ 已验证
DOI
高影响因子
BIOORGANIC CHEMISTRY
·
2025
·
IF 4.7
Jianianhua Luo,Jiahui Xu,Qi Li,Lulu Wu,Jianjun Pei,Linguo Zhao
Indican, abundant in plant stems and leaves, serves as a precursor for indigo and indirubin, possessing application potential in many industries. In this study, a multi-faceted experimental strategy for producing indican utilizing tryptophan as the starting material in E. coli was established. This system incorporated the synergistic action of TnaA, MeFMO, and PtUGT2 M91A/S145A , a mutant with a 20 % increase in activity of glycosyltransferase PtUGT2, all co-expressed within the bacterial host. Both a UDP-glucose recycling system and an NADPH regeneration system were incorporated for donor regeneration. Finally, a co-culture system aimed at reducing metabolic burdens was designed. After optimization, a maximum yield of 1043 mg/L was achieved, with a molar conversion rate of 48.1 %, representing an almost 14-fold improvement over the performance of a single strain. This study offers a plant-independent synthesis process for indican, paving a new path for year-round indican production.
研究领域:
生物工程
·
代谢工程
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2020
·
IF 4.192
Wei Dong,Ruonan Guo,Wenxuan Lin,Miao Liu,Caihong Shen,Xiaotao Sun,Baoguo Sun,Bo Deng
Simultaneous detection of 3-indoleacetic acid (IAA) and 3-indolepropionic acid (IPA) in strong-aroma types of base Baijiu (base SAB) is crucial for elucidating the metabolic pathway of 3-methylindole during the base SAB brewing. Herein, a novel magnetic poly(allylamine)-modified graphene oxide (GO@PAA@Fe3O4) was synthesized as extraction sorbent, followed by high performance liquid chromatography mass spectrometry HPLC-MS/MS. As a surface modifier of GO, the introduction of PAA and Fe3O4 provided more adsorption sites for IAA and IPA, mainly through the generation of H-bonding sites. Moreover, modified by an activation step, the capacity of the activated GO@PAA@Fe3O4 for the adsorption of IAA and IPA was 2.1–3.4 times higher than that of unactivated material. The adsorptions of IAA and IPA on GO@PAA@Fe3O4 were fitted to the pseudo-second-order kinetic model and Langmuir isotherm, respectively. Under the optimal conditions, IAA and IPA were determined in 16-base SAB for the first time, and their concentrations ranged from 0.6 to 11.3 and 0.7 to 18.7 μg/L, respectively.
研究领域:
分析化学
·
食品科学
·
纳米技术
✓ 已验证
产品关联
DOI
PubMed
高影响因子
SCIENCE OF THE TOTAL ENVIRONMENT
·
2024
·
IF 8.2
Yanjuan Gao,Zhihong Liu,Shaobo Wang,Aijuan Zhou,Xvfeng Lv,Xiuping Yue
Indole and pyridine, which are highly produced refractory compounds in the industrial wastewater, exhibit poor degradation capabilities in natural environments. In this study, we developed an anaerobic digestion system coupled with weak electric mediation (ED), and investigated the promoting effect of weak electricity on indole and pyridine biodegradation. The degradation characteristics were systematically explored, and the results showed that the degradation rate and mineralization of indole and pyridine were significantly enhanced, the production of CH 4 was increased 1.4-fold, and the optimal voltages were 1.0 V and 0.8 V in the ED, respectively. Moreover, simultaneous removal of carbon and nitrogen was achieved. Gas chromatography–mass spectrometry analysis verified the transformation products, and possible pathways were proposed. Several byproducts of indole and pyridine were identified, with oxindole and glutaric dialdehyde being the main metabolites, respectively. Additionally, density functional theory (DFT) analysis was performed to investigated the radical indices and stabilities of the molecules to further confirm the degradation pathway. Microbial structure analysis demonstrated that the electrically mediated enhanced metabolism and activity of functional microbes, led to the promotion of indole and pyridine mineralization. Moreover, such species as degrading bacteria ( Alicycliphilus , Shinella ) and electroactive bacteria ( Achromobacter ), anaerobic ammonia-oxidizing bacteria ( SM1A02 ), and denitrifying bacteria ( Thiobacillus ) coexisted. This study demonstrates that weak electric mediation is a promising methodology for enhancing the removal of indole and pyridine from wastewater under anaerobic conditions.
研究领域:
环境科学
·
微生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
FUEL
·
2017
·
IF 4.601
Youan Ji,Yucui Hou,Shuhang Ren,Muge Niu,Congfei Yao,Weize Wu
Indole plays a significant role in the production of products such as spices, medicines, and exogenous auxins. Deep eutectic solvents (DESs) formed by indole and quaternary ammonium salts (QASs, including tetraethylammonium chloride-TEAC, tetrapropylammonium chloride-TPAC, triethylmethyl-ammonium chloride-TEMAC) were found and proposed to efficiently extract indole from model wash oil. The effects of time, temperature, mole ratio of QAS to indole and initial indole concentration on the extraction of indole were studied. The results indicate that these QASs can extract indole from wash oil with efficiencies up to 96.7% (TPAC). The extraction process can be finished within 5 min. It is also found that the ultimate concentrations are almost identical for one kind of QAS although their initial concentrations are different, and the indole concentration in model wash oil can be reduced to a very low level of 1.3 g/dm 3 (TPAC). The maximum distribution coefficients of indole are 40.8 for TEAC, 91.9 for TPAC, and 29.5 for TEMAC at the studied conditions, and the extraction ability follows the order of TPAC > TEAC > TEMAC. Moreover, QASs in DESs can be reused without obvious reduction in extraction efficiency. The extraction mechanism was studied by FT-IR, and the results indicate that there is a hydrogen bond between QAS and indole. Finally, a comparison was made between this method and other methods to verify and demonstrate its desirable properties of efficiency and environmentally friendliness.
研究领域:
化学工程
·
环境科学
✓ 已验证
产品关联
DOI
高影响因子
RESEARCH ON CHEMICAL INTERMEDIATES
·
2014
·Vol. 41
·期 10
·7073-7093
·
IF 1.54
Lv T. M.,Zhu S. H.,Guo L.,Zhang S. T.
The inhibiting effect of indole on the corrosion of mild steel Q235 in 0.1 M H 2 SO 4 was investigated through different approaches including weight loss, potentiodynamic polarization, electrochemical impedance spectroscopy (EIS), scanning electron microscope experiments, and theoretical calculations. Polarization curves reveal that the indole acts as a mixed-type inhibitor and the reaction mechanism in respect of either hydrogen evolution or mild steel dissolution has not been modified. EIS results imply that the water molecules adsorbed on the steel surface are substituted by the indole molecules and the inhibiting behavior of indole is probably due to the formation of an adsorptive film on the steel surface. Thus the thermodynamic and kinetic parameters are determined and discussed to give better understanding of the adsorption process. Theoretical calculations are also discussed in light of the optimized molecular structure of indole to gain further insight of the inhibition mechanism.
研究领域:
材料科学
·
电化学
·
理论计算
✓ 已验证
产品关联
DOI
高影响因子
Microbiology Spectrum
·
2024
·
IF 3.7
Yvhao Xie,Xinxin Li,Qingshi Meng,Jinjun Li,Xin Wang,Liying Zhu,Weiwei Wang,Xiaoqiong Li
Tryptophan (TRP) metabolites have been identified as potent biomarkers for complications of type 2 diabetes mellitus (T2DM). However, it remains unclear whether the therapeutic effect of metformin in T2DM is related to the modulation of TRP metabolic pathway. This study aims to investigate whether metformin affects TRP metabolism in T2DM mice through the gut microbiota. A liquid chromatography-tandem mass spectrometry method was established to determine 16 TRP metabolites in the serum, colon content, urine, and feces of T2DM mice, and the correlations between metabolites and the T2DM mice gut microbiota were performed. The method demonstrated acceptable linearity (R2 > 0.996), with the limit of quantification ranging from 0.29 to 69.444 nmol/L for 16 analytes, and the limit of detection ranging from 0.087 to 20.833 nmol/L. In T2DM mice, metformin treatment effectively restored levels of indole-3-lactic acid (ILA), indole-3-propionic acid (IPA), and the ILA/IPA ratio, along with several aryl hydrocarbon receptor ligands in the serum, with a notable impact in the colon but not in the urine. This restoration was accompanied by a shift in the relative abundance of Dubosiella, Turicibacter, RF39, Clostridia_UCG-014, and Alistipes. Spearman’s correlation analysis revealed positive correlations between Turicibacter and Alistipes with IPA and indole-3-acetic acid. Conversely, these genera displayed negative correlations with ILA and kynurenine. In addition, our study revealed the presence of endogenous indole pathway in germ-free mice, and the impact of metformin on endogenous TRP metabolism in T2DM mice cannot be disregarded. Further research is needed to investigate the regulation of TRP metabolism by metformin.
研究领域:
药理学
·
微生物学
·
代谢组学
·
糖尿病研究
·
分子生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
SEPARATION AND PURIFICATION TECHNOLOGY
·
2020
·
IF 5.774
Youan Ji,Yucui Hou,Shuhang Ren,Weize Wu
Indole is an important chemical that can be directly obtained from wash oil mixtures. In this work, several tetraethyl ammonium amino acid (TAAA) ionic liquids (ILs) were designed to separate indole from model wash oil through forming hydrogen bonds. The effects of important factors, such as stirring time, TAAA type, indole concentration, temperature, and TAAA:indole mole ratio, on indole separation were investigated. It is found that these TAAAs can separate indole from model wash oil with separation efficacy up to 98.0% (for tetraethylammonium L-alanine ionic liquid), and the ultimate indole concentration is 1.6 g/dm 3 . This separation process takes less than 5 min. Also, for one kind of TAAA, the ultimate indole concentrations are almost constant despite different initial indole concentrations. The maximum distribution coefficients of indole are 200.9 at the studied conditions. We have also found that water content in TAAA shows a negative effect on indole separation, which inspired us to design a process for TAAA regeneration using water. After regeneration, TAAA can be reused, and the separation efficacy of indole is not significantly reduced. The FT-IR results show that there are hydrogen bonds between TAAAs and indole. Finally, we compared the TAAA method to other methods and demonstrated the advantages.
研究领域:
化学工程
·
分析化学
·
材料科学
✓ 已验证
产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）