MOLECULES
·
2015
·Vol. 20
·期 10
·19393-19405
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IF 2.416
Yongkang Gai,Zhongping Hu,Zhao Rong,Xiang Ma,Guangya Xiang
The preparation of triazamacrocyclic hydroxypyridinonate (HOPO-TACN) derivatives as potential chelators for metals in biomedical applications was reported. The synthesis is based on a convergent synthetic approach, in which the key intermediate di-tert-butyl-2,2′-(1,4,7-triazonane-1,4-diyl) diacetate was coupled with a hydroxypyridinonate pendant arm. The method is suitable for rapid syntheses of metal chelator HOPO-TACNs of biomedical interest.Keywords:1,4,7-triazonane;hydroxypyridinonate;metal chelator
研究领域:
生物化学
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医学化学
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DOI
PubMed
高影响因子
AMB Express
·
2019
·Vol. 9
·期 1
·1-9
·
IF 2.226
Zhao Shuxue,Hu Chunhui,Guo Lizhong,Li Kuiran,Yu Hao
A 3-hydroxypyridine degrading bacterium, designated strain DW-1, was isolated from petroleum contaminated soil in Liao River China. 16S rRNA-based phylogenetic analysis indicates that strain DW-1 belongs to genus Agrobacterium. The optimal cultivation temperature and pH for strain DW-1 with 3-hydroxypyridine were 30 °C and 8.0, respectively. Under optimal conditions, strain DW-1 could completely degrade up to 1500 mg/L of 3-hydroxypyridine in 66 h. The 3-hydroxypyridine degradation pathway of strain DW-1 was suggested by HPLC and LC–MS analysis. The first reaction of 3-hydroxypyridine degradation in strain DW-1 was α-hydroxylation so that the major metabolite 2,5-dihydroxypyridine was produced, and then 2,5-dihydroxypyridine was transformed by a Fe2+-dependent dioxygenase to form N-formylmaleamic acid. N-Formylmaleamic acid will be transformed to maleic acid and fumaric acid through maleamic acid. This is the first report of the 3-hydroxypyridine degradation pathway and the utilization of 3-hydroxypyridine by a Agrobacterium sp. It may be potentially used for the bioremediation of environments polluted with 3-hydroxypyridine.
研究领域:
微生物学
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环境科学
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DOI
PubMed
高影响因子
NEW JOURNAL OF CHEMISTRY
·
2022
·Vol. 46
·期 45
·21730-21736
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IF 3.925
Ziyue Zhou,Renjiang Li,Ke Li,Kai Zong,Dongshun Deng
The efficient capture and separation of ammonia (NH3), a fundamental raw material as well as widespread pollutant, is significant in the fertilizer industry and for environmental protection protocols. In this work, several new type V deep eutectic solvents (DESs), composed of hydroxypyridine and phenol, were designed as efficient and reversible NH3 absorbents. All the DESs have low viscosity, good NH3 absorption performance and high NH3/CO2 selectivity. The optimal 3-hydroxypyridine/phenol (1 : 5) ratio could respectively capture 10.00 mol kg−1 and 4.63 mol kg−1 NH3 at pressures of 101.3 kPa and 10.0 kPa, better than most other DESs and ILs reported in the literature. The prepared DESs show satisfactory thermal stability and highly reversible absorption performance. By comprehensively analyzing the absorption behavior and spectroscopic results, the effective NH3 absorption ability of DESs was deduced being due to a relatively strong interaction between multiple weak acidic hydroxyl groups and basic NH3.
研究领域:
化学工程
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环境科学
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DOI
高影响因子
APPLIED AND ENVIRONMENTAL MICROBIOLOGY
·
2020
·Vol. 86
·期 19
·
IF 4.016
Haixia Wang,Xiaoyu Wang,Hao Ren,Xuejun Wang,Zhenmei Lu
3-Hydroxypyridine (3HP) is an important natural pyridine derivative. Ensifer adhaerens HP1 can utilize 3HP as its sole sources of carbon, nitrogen, and energy to grow, but the genes responsible for the degradation of 3HP remain unknown. In this study, we predicted that a gene cluster, designated 3hpd, might be responsible for the degradation of 3HP. The analysis showed that the initial hydroxylation of 3HP in E. adhaerens HP1 was catalyzed by a four-component dehydrogenase (HpdA1A2A3A4) and led to the formation of 2,5-dihydroxypyridine (2,5-DHP). In addition, the SRPBCC component in HpdA existed as a separate subunit, which is different from other SRPBCC-containing molybdohydroxylases acting on N-heterocyclic aromatic compounds. Moreover, the results demonstrated that the phosphoenolpyruvate (PEP)-utilizing protein and pyruvate-phosphate dikinase were involved in the HpdA activity, and the presence of the gene cluster 3hpd was discovered in the genomes of diverse microbial strains. Our findings provide a better understanding of the microbial degradation of pyridine derivatives in nature and indicated that further research on the origin of the discovered four-component dehydrogenase with a separate SRPBCC domain and the function of PEP-utilizing protein and pyruvate-phosphate dikinase might be of great significance.IMPORTANCE 3-Hydroxypyridine is an important building block for the synthesis of drugs, herbicides, and antibiotics. Although the microbial degradation of 3-hydroxypyridine has been studied for many years, the molecular mechanisms remain unclear. Here, we show that 3hpd is responsible for the catabolism of 3-hydroxypyridine. The 3hpd gene cluster was found to be widespread in Actinobacteria, Rubrobacteria, Thermoleophilia, and Alpha-, Beta-, and Gammaproteobacteria, and the genetic organization of the 3hpd gene clusters in these bacteria shows high diversity. Our findings provide new insight into the catabolism of 3-hydroxypyridine in bacteria.
研究领域:
微生物学
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生物化学
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分子生物学
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环境科学
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DOI
PubMed
高影响因子
CHINESE JOURNAL OF CHEMICAL PHYSICS
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2022
·Vol. 35
·期 2
·242-248
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IF 1.09
Min Yan-jun,Yuan Wen-peng,Yang Dong-yuan,Dai Dong-xu,Yu Sheng-rui,Wu Guo-rong,Yang Xue-ming
The S 1 state decay dynamics of 2-hydroxypyridine following UV excitation at a wavelength range of 276.9−250.0 nm is investigated using femtosecond time-resolved photoelectron imaging technique. Based on pump wavelength dependence of the decay dynamics, a refined decay picture is proposed. At pump wavelength of 276.9 nm, the S 1 state is depopulated through intersystem crossing to lower triplet state(s). At 264.0 nm, both intersystem crossing to lower triplet state(s) and internal conversion to the ground state are in operation. At 250.0 nm, internal conversion to the ground state becomes dominated.
研究领域:
化学动力学
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光物理化学
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DOI
高影响因子
Biomass Conversion and Biorefinery
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2021
·Vol. 13
·期 9
·8115-8121
·
IF 4.987
Ren Dezhang,Jiang Xuelei,Zhang Nahui,Duo Jia,Norinaga Koyo,Huo Zhibao
Production of pyridine derivatives from bio-based feedstocks instead of fossil fuels is a promising strategy. The development of effective heterogeneous catalysts and mild reaction systems for pyridinization of renewable biomass derivatives remains a huge challenge. In this article, a direct and environment-friendly method was reported to produce 3-hydroxypyridine from bio-based furfural in water over a Raney Fe catalyst. Raney Fe exhibited an efficient catalytic performance for activation of the aldehyde group of furfural and afforded an 18.2% yield of 3-hydroxypyridine at 120 °C with ammonia as N source. The polymerization of furfural on the catalyst in hot water was the main cause of deactivation, which was verified by the scanning electron microscope (SEM), X-ray diffraction (XRD), and N 2 adsorption and desorption analysis. A possible mechanism for this reaction was also proposed. This study provides a new way for academia and industry to realize the synthesis of nitrogen-containing chemicals from biomass and its derivatives.
研究领域:
催化化学
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绿色化学
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可再生资源转化
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DOI
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
·
2018
·
IF 4.513
Bin Xie,Yingjie Xu,Xiaochen Tang,Hegang Shu,Tingting Chen,Xiao Zhu
The design of acidity and alkalinity is an important characteristic of ionic liquids , and it also affects their application. For this reason, the alkalinity of six hydroxypyridine anion-based protic ionic liquids (PILs) was determined by potentiometric titration , and the effect of the type of cation and the position of nitrogen atom of anion on the alkalinity was discussed. Furthermore, six hydroxypyridine anion-based PILs were used as catalysts for Knoevenagel reaction , and the relationship between the catalytic performance and the alkalinity was investigated. The results indicate that the type of cation has little effect on the alkalinity of the studied PILs, while the position of nitrogen atom of anion has a significant influence on the alkalinity, and the order of the alkalinity is as follows: [2‑Op] − > [4‑Op] − > [3‑Op] − , resulting from the positive cooperative interaction between electronegative nitrogen and oxygen atoms, which is confirmed by DFT calculation . Consequently, the PILs with [2‑Op] − anion showing stronger alkalinity exhibits better catalytic performance for Knoevenagel reaction.
研究领域:
化学
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催化材料科学
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DOI
高影响因子
FOOD SCIENCE AND BIOTECHNOLOGY
·
2019
·Vol. 28
·期 4
·1047-1055
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IF 0.888
Shao Le-Le,Zhou Jia-Min,Zhu Qing,Wang Xiao-Ling,Hider Robert C.,Zhou Tao
Melanosis developed in shrimp ( Penaeus vannamei ) is mainly initiated by polyphenoloxidase (PPO), thus understanding of the characteristics of PPO in shrimp is important for controlling the melanosis of shrimp. The shrimp cephalothorax turns black most rapidly amongst all the tissues during the chilled storage. Crude PPO extracted from this cephalothorax has an optimal pH of 6.0 and an optimal temperature of 50 °C. PPO is relatively stable under neutral and weak alkaline conditions (pH 5.5–9.0) and the temperature range of 25–35 °C. The kinetic parameters K m and V max were recorded as 3.02 mM and 54.3 U/mg of protein, respectively, using L-Dopa as a substrate. The molecular weight of PPO was estimated as 200–220 kDa by an activity staining test. A hydroxypyridinone derivative, 5-hydroxy-1-octyl-4-oxo-1,4-dihydropyridine-2-carbaldehyde O-ethyl oxime, was demonstrated to efficiently inhibit the PPO, indicating that this compound might find application as a shrimp preservative.
研究领域:
食品科学
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酶学
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海洋生物学
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DOI
PubMed
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
·
2013
·
IF 1.684
Xiao-Qiu Dou,Ping Li,Siqing Lu,Xiaobing Tian,Yitian Tang,June D. Mercer-Chalmers,Chuan-Liang Feng,Di Zhang
The highly directional interactions among complex gelators of 2,6-pyridinedicarboxylic acid and 4-hydroxypyridine are investigated, which lead to the formation of ordered one-dimensional fibers with diameters of 500 nm ~ 2 μm. By scanning electron microscopy (SEM), Fourier transform infrared (FT-IR) spectroscopy, 1 H nuclear magnetic resonance ( 1 H NMR) spectroscopy, ultraviolet–visible (UV–vis) spectroscopy, and X-ray powder diffraction (XRD), the co-assembly of the complex into straight fibers under the function of multiple directional hydrogen bonds and π–π stackings is proved. The strong and directional interactions lead to rich dynamic behavior and high degrees of internal order among the complex gelators. The ordered one-dimensional co-assemblies possess useful functions in templated synthesis, molecular recognition , enzyme immobilization, and other biochemistry fields.
研究领域:
化学
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材料科学
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生物化学
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DOI
高影响因子
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
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2020
·
IF 4.673
L. Ravithej Singh,Yu-Lin Chen,Yuan-Yuan Xie,Wei Xia,Xing-Wen Gong,Robert C. Hider,Tao Zhou
In an attempt to synthesise new tyrosinase inhibitors, we designed and synthesised a series of chalcone-hydroxypyridinone hybrids as potential tyrosinase inhibitors adopting strategic modifications of kojic acid. All the newly synthesised compounds were characterised by NMR and mass spectrometry. Initial screening of the target compounds demonstrated that compounds 1a, 1d, and 1n had relatively strong inhibitory activities against tyrosinase monophenolase, with IC50 values of 3.07 ± 0.85, 2.25 ± 0.8 and 2.75 ± 1.19 μM, respectively. The inhibitory activity against monophenolase was 6- to 8-fold higher than that of kojic acid. Compounds 1a, 1d, and 1n also showed inhibition of diphenolase, with IC50 values of 17.05 ± 0.07, 11.70 ± 0.03 and 19.3 ± 0.28 μM, respectively. The inhibition kinetics of diphenolase indicates that compounds 1a and 1d induce reversible inhibition on tyrosinase. Finally, we found that copper coordination should be one of the important inhibitory mechanism of these compounds in tyrosinase.
研究领域:
药物化学
·
生物化学
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DOI
高影响因子
Journal of Materials Chemistry C
·
2022
·Vol. 11
·期 1
·151-160
·
IF 8.067
Wentao Chen,Kuo Su,Yuqiong Huang,Keith Gregory Brooks,Sachin Kinge,Bao Zhang,Yaqing Feng,Mohammad Khaja Nazeeruddin,Yi Zhang
Tin–lead (Sn–Pb) mixed perovskite has received widespread attention due to its suitable band gap width and high optical absorption coefficients. However, the power conversion efficiency (PCE) of Sn–Pb mixed perovskite solar cells (PSCs) is still low due to the fact that Sn2+ could be easily oxidized to Sn4+ and an excessively rapid crystallization rate was observed for the Sn–Pb mixed perovskite materials. Herein, we introduced 2-amino-3-hydroxypyridine (AHPD), which contains a pyridine nitrogen and an –NH2 group in the molecule, as a bidentate anchoring additive in the FA0.7MA0.3Pb0.5Sn0.5I3 precursor solution to improve device performance. Incorporation of AHPD into the FA0.7MA0.3Pb0.5Sn0.5I3 precursor solution was found to effectively suppress the Sn2+ oxidation and thus the p-doping level defects. Furthermore, the pyridine nitrogen and the enamine-like –NH2 could retard the nucleation and crystallization rate by forming a coordinating interaction with PbI2/SnI2, forming compact large-grained films and also improving the carrier transport by passivation of the grain boundaries. Overall, compared with the control device (a PCE of 15.72%), an optimized device incorporating 2 mol% AHPD exhibited a PCE of 19.18% for narrow band gap perovskite solar cells, an increase of nearly 22%, with a high level of reproducibility.
研究领域:
材料科学
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能源科学
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DOI
高影响因子
Food and Bioprocess Technology
·
2017
·Vol. 10
·期 12
·2146-2155
·
IF 2.576
Chen Kai,Zhao De-Yin,Chen Yu-Lin,Wei Xiao-Yi,Li Yin-Ting,Kong Li-Min,Hider Robert C.,Zhou Tao
In order to search for a new method for the anti-browning of food products, a novel hydroxypyridinone (HPO) derivative with a formyl group was evaluated for its anti-tyrosinase property. This compound was found to exhibit potent tyrosinase inhibition on the monophenolase activity of mushroom tyrosinase with an IC 50 value of 1.33 μM, indicating that this HPO derivative was 12-fold stronger than kojic acid (IC 50 15.89 μM). This molecule can inhibit tyrosinase via two action modes, namely copper reduction and chelation, and the formation of a Schiff’s base with the amino group at the active site of the enzyme. A synergistic effect of these two action modes to enhance the inhibitory activity was observed. This compound was also investigated for the inhibitory effect on diphenolase activity of mushroom; the inhibitory mechanism was found to be reversible and of competitive-uncompetitive mixed-type inhibition. This hydroxypyridinone was demonstrated to effectively control the browning of vegetable products.
研究领域:
生物化学
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食品科学
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分子生物学
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药物设计
·
酶学
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DOI
高影响因子
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