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tryptophan
DIAMOND AND RELATED MATERIALS · 2023 · IF 4.1

2D/2D porous Co3O4/rGO nanosheets act as an electrochemical sensor for voltammetric tryptophan detection

Shiqi Zhang,Peidong Ling,Yi Chen,Jun Liu,Chun Yang

Herein, 2D/2D porous Co 3 O 4 nanosheets/rGO composites modified GCE (Co 3 O 4 /rGO/GCE) were proposed for electrochemical detection of tryptophan (Trp). The surface morphology and structure of Co 3 O 4 /rGO nanosheets were carried out using SEM, XRD , and Raman spectra . Electrochemical performance of Trp on as-synthesized modified electrodes were discussed by CV and EIS techniques. Moreover, the best electrochemical property was also investigated by varying test condition detailedly. Consequently, oxidation peak intensity and current density were 130.3 μA and 336.7 μA·cm −2 on Co 3 O 4 /rGO/GCE at working potential of 0.78 V ( vs. SCE electrode), respectively. They were more than 23-times greater than these on bare GCE in electrochemical detection of Trp. It was attributed to the synergy effect of 2D porous Co 3 O 4 nanosheets (high catalytic activity) and 2D rGO nanosheets (large electrochemical active area). After the optimization, wide linear determination ranges (from 1.0 to 800 μM) and low LOD of 0.26 μM (S/N = 3) were acquired. In addition, these electrodes were further successfully applied to the determination of Trp in commercial amino acid injection samples. This 2D porous Co 3 O 4 /rGO modified GCE sensor could provide a slight view on the design of 2D/2D composite materials with high electrochemical properties.

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Neuropsychiatric Disease and Treatment · 2022 · IF 2.989

Electroacupuncture Relieves LPS-Induced Depression-Like Behaviour in Rats Through IDO-Mediated Tryptophan-Degrading Pathway

Kun Zhang,Ran Liu,Yuan Gao,Wen Ma,Weidong Shen

Background Neuroinflammation is an important pathological mechanism of depression that leads to an increase in indoleamine-2,3-dioxygenase (IDO) activity and NMDAR activation. This study aimed to observe the effects of electroacupuncture on depression-like behaviour in lipopolysaccharide (LPS)-treated rats and the underlying mechanism.Methods Wistar rats were intraperitoneally administered LPS (0.5 mg/kg) for 7 consecutive days to establish a depression model. Electroacupuncture treatment was administered 1 hour after daily LPS injection. The open field test (OFT), forced swimming test (FST), and sucrose preference test (SPT) were used to evaluate the depressive-like behaviours. IL-1β, IL-6, and TNF-α levels were determined by enzyme-linked immunosorbent assay (ELISA); Trp, 5-hydroxytryptamine (5-HT), kynurenine (Kyn) and quinolinic acid (Quin) were detected by ultra-high-performance liquid chromatography-tandem mass spectrometry; and N-methyl-D-aspartate receptor (NMDAR) protein and mRNA were assessed by Western blot and real-time qPCR.Results The results showed that electroacupuncture treatment successfully corrected LPS-induced depressive-like behaviour, reduced the inflammatory factor (IL-1β, IL-6 and TNF-α) levels in the blood and hippocampus, prevented IDO over-activation and recovered NR2B expression after challenge by LPS.Conclusion Electroacupuncture treatment provided protection against LPS-induced depressive-like behaviour, and the associated mechanisms may be related to inhibiting the inflammatory response, regulating the IDO-mediated tryptophan-degrading pathway, and inhibiting NR2B activation.

CAS / MDL: 540-69-2 98-88-4
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Microbiome · 2023 ·Vol. 11 ·期 1 ·1-20 · IF 15.5

High-fat diet-disturbed gut microbiota-colonocyte interactions contribute to dysregulating peripheral tryptophan-kynurenine metabolism

Sun Penghao,Wang Mengli,Liu Yong-Xin,Li Luqi,Chai Xuejun,Zheng Wei,Chen Shulin,Zhu Xiaoyan,Zhao Shanting

Background Aberrant tryptophan (Trp)-kynurenine (Kyn) metabolism has been implicated in the pathogenesis of human disease. In particular, populations with long-term western-style diets are characterized by an excess of Kyn in the plasma. Host-gut microbiota interactions are dominated by diet and are essential for maintaining host metabolic homeostasis. However, the role of western diet-disturbed gut microbiota-colonocyte interactions in Trp metabolism remains to be elucidated. Results Here, 4-week-old mice were fed with a high-fat diet (HFD), representing a typical western diet, for 4 weeks, and multi-omics approaches were adopted to determine the mechanism by which HFD disrupted gut microbiota-colonocyte interplay causing serum Trp-Kyn metabolism dysfunction. Our results showed that colonocyte-microbiota interactions dominated the peripheral Kyn pathway in HFD mice. Mechanistically, persistent HFD-impaired mitochondrial bioenergetics increased colonic epithelial oxygenation and caused metabolic reprogramming in colonites to support the expansion of Proteobacteria in the colon lumen. Phylum Proteobacteria -derived lipopolysaccharide (LPS) stimulated colonic immune responses to upregulate the indoleamine 2,3-dioxygenase 1 (IDO1)-mediated Kyn pathway, leading to Trp depletion and Kyn accumulation in the circulation, which was further confirmed by transplantation of Escherichia coli ( E.coli ) indicator strains and colonic IDO1 depletion. Butyrate supplementation promoted mitochondrial functions in colonocytes to remodel the gut microbiota in HFD mice, consequently ameliorating serum Kyn accumulation. Conclusions Our results highlighted that HFD disrupted the peripheral Kyn pathway in a gut microbiota-dependent manner and that the continuous homeostasis of gut bacteria-colonocytes interplay played a central role in the regulation of host peripheral Trp metabolism. Meanwhile, this study provided new insights into therapies against western diet-related metabolic disorders. Video Abstract

CAS / MDL: 22978-25-2 156-54-7
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TALANTA · 2019 · IF 4.916

A molecularly imprinted copolymer based electrochemical sensor for the highly sensitive detection of L-Tryptophan

Yuanyuan Xia,Faqiong Zhao,Baizhao Zeng

A novel L -tryptophan ( L -Trp) electrochemical sensor is fabricated, which is based on the molecularly imprinted copolymer (MIP) of dual –functional monomers and ionic liquid (i.e. 1-butyl-3-methylimidazolium hexafluorophosphate) functionalized multi-walled carbon nanotubes (MWCNTs@IL). The MWCNTs@IL is prepared via ion exchange, while the MIP is synthesized by using L -Trp as template, styrene and 4-vinylbenzoic acid as functional monomers, Triton X-100 as emulsifier , 1, 2-divinylbenzene as cross-linking reagent and K 2 S 2 O 8 as initiator. Prior to copolymerization the functional monomer 4-vinylbenzoic acid is combined with the template molecule by forming amide bond. The template molecule is eluted by hydrolysis, and rebound by electrostatic, hydrogen-bond and π-π interaction. To construct L -Trp sensor a little of Nafion is introduced to enhance the stability and to promote rebinding. The resulting sensor Nafion-MIP-MWCNTs@IL/GCE shows a wide linear range (8 nM–26 μM) and a low detection limit (6 nM). It is successfully applied to the determination of L -Trp in oral liquid and human serum samples.

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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2019 · IF 2.298

Solubility of d-Tryptophan and l-Tyrosine in Several Organic Solvents: Determination and Solvent Effect

Xinbao Li,Kaihui Li,Ali Farajtabar,Yating He,Gaoquan Chen,Hongkun Zhao

The solubilities of d-tryptophan in neat n-propanol, ethyl acetate, ethylene glycol (EG), n-butanol, acetonitrile, 1-octanol, and dimethyl sulfoxide and of l-tyrosine in ethyl acetate, EG, isopropanol, acetonitrile, n-butanol, and N,N-dimethylformamide (DMF) were determined via a shake-flask method at temperatures from 283.15 to 328.15 K under about 101.2 kPa. At the fixed temperature, the mole fraction solubility of d-tryptophan was the largest in EG and the lowest in 1-octanol. However, for l-tyrosine, the maximum solubility was observed in the ethyl acetate and minimum in n-butanol. X-ray powder diffraction analysis was carried out to analyze the solids equilibrated with the corresponding liquor, indicating that no polymorphic transformation or solvate formation took place in the studied systems. The solubility correlation was performed via the Apelblat equation. The obtained maximum root-mean-square deviation and relative average deviation values were 13.65 × 10–5 and 4.32%, respectively. In addition, the solvent–solvent and solute–solvent interactions were investigated on the basis of the approach of linear solvation energy relationship.

CAS / MDL: 153-94-6
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TALANTA · 2018 · IF 4.244

A highly efficient chiral sensing platform for tryptophan isomers based on a coordination self-assembly

Peng Lei,Ying Zhou,Guomei Zhang,Yan Zhang,Caihong Zhang,Shasha Hong,Yajuan Yang,Chuan Dong,Shaomin Shuang

Construction of convenient and effective method for enantiomer identification is of vital significance for biochemistry and medical science. Herein, we design an effective sensor for chiral recognition of tryptophan (Trp) enantiomers, and self-assembly of Cu 2+ -modified β-cyclodextrin on poly- L -arginine/multi-walled carbon nanotubes (Cu-β-CD/PLA/MWCNTs) is studied. Meanwhile, Cu 2+ acts as a cap to prevent the release of the high energy water and compel Trp enantiomer into the smaller opening of β-cyclodextrin. Recognition of L -Trp is accomplished by the formation of hydrogen bonds between the amino of L -Trp and the high energy water confined in cavity of Cu-β-CD. Compared with D -Trp, the sensor exhibits favorable chiral recognition toward L -Trp with a separation coefficient of 3.37. And the chiral sensor presents admirable enantiomers determination with excellent sensitivity, providing a good linear correlation in the range of 1 × 10 −6 M~5.5 × 10 −5 M, and the detection limit can reach 3.3 × 10 −7 M (S/N = 3). Besides, the proposed sensor has been able to predict the percentage of D -Trp in the racemic mixture, suggesting its potential applications in the enantiomer recognition field.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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ENERGY & FUELS · 2024 · IF 5.2

Accelerative Effect of l-Tryptophan Combined with Graphene Oxide on the Kinetics of CO2 Hydrate Formation

Shidong Zhou,Yuer Zhao,Xiaoyan Li,Qianli Ma,Hui Du,Xiaofang Lv,Zhilei Wu

The carbon capture and storage technology based on the hydrate method can effectively capture CO2 gas and reduce greenhouse gas emissions; however, the slow and random formation of hydrate has greatly hindered the commercial application of this technology. The effect of l-tryptophan (l-trp) on the kinetics of CO2 hydrate formation with graphene oxide (GO) was investigated. The results showed that the combination of l-trp and GO could effectively accelerate the hydrate formation rate, increase the gas consumption, and promote the formation of the CO2 hydrate. Compared with pure water, the optimal concentration of 0.200 wt % l-trp and 0.020 wt % GO can increase the cumulative gas consumption by 16.229%, shorten the induction time by 69.300%, and shorten the time of 90% hydrate formation by 54.895%. Kinetic experiments and morphological observations show that a low dose of GO could promote heat and mass transfer in the process of CO2 hydrate formation, but with the increase of concentration, GO particles will agglomerate, and the probability of hydrate nucleation will be greatly reduced. The strong wall-climbing effect of l-trp could promote hydrate growth against the reactor wall and gas–liquid exchange. This work provides an experimental basis for the commercialization of the hydrate technology.

CAS / MDL: 73-22-3
研究领域: 化学工程 · 环境科学 · 材料科学
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ACS Applied Nano Materials · 2024 · IF 5.3

Construction of Uniformly Dispersed Ag Nanoclusters in Nitrogen-Doped Carbon Tubes for Electrochemical Sensing of Tryptophan

Yanna Ding,Yanli Zhou,Cuilan Feng,Maotian Xu,Daosheng Liu

An in situ confinement polymerization technology was developed to construct nitrogen-doped carbon tubes (NCT) with a uniform distribution of silver nanoclusters (AgNCs). Specifically, polydopamine (PDA) was utilized as a good stabilizer and carbon precursor by using curcumin as a template to induce the self-polymerization of dopamine in the presence of Ag+. Then, the AgNC@NCT materials were formed by template removal and subsequent carbonization. The prepared AgNC@NCT materials exhibited excellent stability, catalytic activity, and electrochemical properties due to their high carbonization and silver content. The AgNC@NCT-modified electrode had strong catalytic oxidation activity, specific surface area, and charge transfer efficiency for the detection of d-tryptophan (d-Trp). The constructed electrochemical sensor demonstrated a good linear range (0.1–100 μM) with a low detection limit (0.009 μM) for d-Trp detection. The sensor also had excellent selectivity, high stability, and repeatability. More importantly, it could be used for the evaluation of d-Trp levels in human serum with high accuracy. This method provided a strategy for the detection of d-Trp in biological samples, which had a good application prospect in daily clinical tests.

研究领域: 材料科学 · 分析化学 · 生物医学
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JOURNAL OF MOLECULAR STRUCTURE · 2025 · IF 4.7

Terahertz time-domain spectroscopy for monitoring the dynamic process of tryptophan photooxidation and the concentration determination

Ting Zhang,Zhenqi Zhu,Yujing Bian,Xun Zhang,Lvzhu Cheng,Hao Qin,Bin Yang

Tryptophan, as an essential amino acid, can only be obtained through diet, and its production and processing are accompanied by different degrees of oxidation leading to poor absorption. Therefore, it is important to pay attention to the degree of oxidation of tryptophan promptly. Conventional tests can assess tryptophan oxidation levels by monitoring the amount of tryptophan, but most require complex pre-processing and time-consuming testing procedures. Based on this, we propose a rapid method to estimate the degree of tryptophan oxidation using terahertz spectroscopy. We confirmed the relationship between the terahertz characteristic absorption peaks of tryptophan and its content combined with X-ray diffraction and infrared spectroscopy. It was further found that the tryptophan content could be effectively determined based on the characteristic peak area. The findings of this study offer a novel and practical technique for quickly determining the level of tryptophan oxidation in food or dietary supplements.

CAS / MDL: 73-22-3
研究领域: 食品科学 · 生物化学 · 光谱学
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ACS Applied Materials & Interfaces · 2025 · IF 8.2

Enantioselective Recognition Driven Photocatalytic Degradation of d-Tryptophan Enantiomers Based on l-Cysteine-Modified β-Cyclodextrin

Hongfang Zhao,Jianrong Wang,Hongxia Li,Xiaohui Niu,Hui Xu,Kunjie Wang

The enantioselective recognition and separation of racemic tryptophan are of significant importance in the fields of medicine, pharmaceutics, and biochemistry. However, conventional methods are costly, energy intensive, and environmentally unfriendly. In this case, l-Cys with amino (−NH2) and sulfhydryl (−SH) groups was chosen to modify β-CD with a chiral cavity to achieve self-assembly via hydrogen bonding, which not only serves as an electrochemical chiral sensor with enhanced chiral sites at the sensing interface but also achieves a higher enantioselectivity for d-tryptophan enantiomers through hydrogen bonding between the host and guest. Moreover, the d-tryptophan enantiomers were subsequently degraded under catalytic conditions simulating visible light, which was a new approach to introduce chiral properties in photocatalysis without organic synthesis. The use of inclusion-complex formation with β-CD combined with simple electrochemical technology and photocatalytic degradation techniques to efficiently and rapidly identify and degrade harmful d-type amino acid enantiomers offers new avenues, which would have great potential in future studies.

研究领域: 医学 · 生物化学 · 药学
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BMC BIOTECHNOLOGY · 2019 ·Vol. 19 ·期 1 ·1-8 · IF 2.303

Highly efficient preparation of active S-phenyl-L-cysteine with tryptophan synthase using a chemoenzymatic method

Xu Lisheng,Zhang Xingtao,Gao Guizhen,Yue Sun

Background S-Phenyl-L-cysteine is regarded as having potential applicability as an antiretroviral/protease inhibitor for human immunodeficiency virus (HIV). In the present study, optically active S -phenyl-L-cysteine was prepared in a highly efficient manner from inexpensive bromobenzene using tryptophan synthase through a chemoenzymatic method. Results The chemoenzymatic method used a four-step reaction sequence. The process started with the reaction of magnesium and bromobenzene, followed by a Grignard reaction, and then hydrolysis and enzymatic synthesis using tryptophan synthase. Through this approach, S -phenyl-L-cysteine was chemoenzymatically synthesized using tryptophan synthase from thiophenol and L-serine as the starting material. Conclusions High-purity, optically active S -phenyl-L-cysteine was efficiently and inexpensively obtained in a total yield of 81.3% (> 99.9% purity).

研究领域: 生物化学 · 药物化学 · 酶工程
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Journal of Materials Chemistry B · 2018 ·Vol. 6 ·期 46 ·7703-7709 · IF 4.776

Improving the adsorption capacity for ovalbumin by functional modification of aminated mesoporous silica nanoparticles with tryptophan

Min Qiao,Xun Liu,Jin-Wei Song,Ting Yang,Ming-Li Chen,Jian-Hua Wang

Tryptophan (Trp) modified aminated mesoporous silica nanoparticles (AMSNs), shortened to Trp-AMSNs, are prepared via covalent binding. The obtained Trp-AMSNs exhibit a uniform size of ca. 83 nm, a mesopore diameter of ca. 2.6 nm, along with a pore volume of 0.439 cm3 g−1. It is demonstrated that Trp-AMSNs selectively adsorb ovalbumin (Ova) from complex biological matrices. At pH 5.0, 1.0 mg of Trp-AMSNs produces an adsorption efficiency of 96% for 100 mg L−1 Ova in 1.0 mL of solution. An adsorption capacity of 1240.3 mg g−1 is derived for Ova, which is much improved with respect to that of the native AMSNs. The retained Ova could be readily recovered by a sodium dodecyl sulfate (SDS) solution (0.5%, m/v), providing a recovery of 71.2%. Trp-AMSNs are further applied for the isolation of Ova from a protein mixture (with a molar ratio of ovalbumin/lysozyme of 1 : 10) and an egg-white sample. High-purity Ova is obtained, as demonstrated by SDS-PAGE assay results.

研究领域: 纳米技术 · 生物化学 · 材料科学 · 蛋白质工程
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