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ANALYTICAL AND BIOANALYTICAL CHEMISTRY · 2018 ·Vol. 410 ·期 10 ·2629-2636 · IF 3.307

Fluorescent MUA-stabilized Au nanoclusters for sensitive and selective detection of penicillamine

Yu Huan,Chen Xinfeng,Yu Long,Sun Mingtai,Alamry Khalid A.,Asiri Abdullah M.,Zhang Kui,Zapien Juan Antonio,Wang Suhua

In this study, we have developed a facile method for preparation of highly fluorescent Au nanoclusters (AuNCs) using 11-mercaptoundecanoic acid (MUA) as both the reducing and stabilizing agent. The as-prepared MUA functionalized AuNCs (MUA-AuNCs) have good water solubility, excellent photostability, and strong fluorescence emission at 610 nm with a quantum yield of 7.28% in water. The fluorescence of MUA-AuNCs was first quenched by copper ions through electron transfer, subsequently caused obvious restoration by competitive effect after adding penicillamine, making it a potential fluorescent sensor for penicillamine with a detection limit of 0.08 μM. Furthermore, the newly designed fluorescence “on-off-on” assay was explored for the measurement of penicillamine in complex real water and urine samples with satisfactory results.

研究领域: 分析化学 · 纳米生物学
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ANALYTICA CHIMICA ACTA · 2021 · IF 6.558

Distinction of chiral penicillamine using metal-ion coupled cyclodextrin complex as chiral selector by trapped ion mobility-mass spectrometry and a structure investigation of the complexes

Shutong Yang,Fangling Wu,Fanzhen Yu,Liancheng Gu,Huanhuan Wang,Yiyi Liu,Yanqiu Chu,Fengyan Wang,Xiang Fang,Chuan-Fan Ding

Penicillamine (Pen) is a common chiral drug that is obtained from penicillin. Between the two enantiomers of Pen, only D-Pen can be used to treat cystinuria and rheumatoid arthritis while L-Pen is toxic. Therefore, it requires great efforts for the research of the rigorous analysis and distinction of the two enantiomers. The non-covalent combination of chiral molecules and chiral selectors (CSs) has been proved as a unique strategy for chiral distinction by ion mobility spectrometry in coupling with -mss spectrometry (IM-MS). Here, we developed a simple method to distinguish D, L-Pen by using special CSs for IM-MS separation. The CSs utilized here include cyclodextrins (CD) and linear chain oligosaccharides plus metal ions . We found that non-covalent complexes [Pen+β-CD + Li] + could be easily formed by electrospray ionization of the mixture of the solution, and the chirality of Pen could be effectively recognized by measuring their mobilities due to the different collision cross collision sections of [D-Pen+β-CD + Li] + and [L-Pen+β-CD + Li] + . A detailed analysis of [Pen+β-CD + Li] + was then conducted by the optical rotation measurements and NMR experiments to reveal their structural differences. Furthermore, DFT calculation showed the differences of molecular conformation between the complexes. The results provide a new powerful method for fast analysis and recognition of chirality of Pen compounds by IM-MS.

研究领域: 分析化学 · 质谱 · 手性 · 药物分析
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2021 · IF 4.098

Fluorescent DNA-templated silver nanoclusters for highly sensitive detection of D-penicillamine

Lingyuan Liu,Qianyi Zhang,Feng Li,Mei Wang,Jing Sun,Shuyun Zhu

Herein, fluorescent DNA-templated silver nanoclusters (DNA-AgNCs) with red emission were synthesized and utilized as novel probe to detect D-penicillamine (D-Pen) for the first time. D-Pen molecules contain a thiol which can combine with Ag to form a non-fluorescent ground state complex, inducing the aggregation of DNA-AgNCs followed by the fluorescence quenching. The quenching mechanism is well-studied and found to be a static quenching process. This method can detect D-Pen in the range of 0.025–0.7 μM with the detection limit as low as 8 nM, which is 1–3 orders of magnitude more sensitive than those based on other fluorescent nanoprobes. More importantly, the preparation procedure for DNA-AgNCs is fast and without the requirement of heavy metal ions. Thus, this detection strategy is time-saving and eco-friendly. Satisfactory recoveries have been acquired for monitoring D-Pen in human serum samples and pharmaceutical samples owing to the high sensitivity.

研究领域: 生物化学 · 分析化学 · 医学诊断
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LUMINESCENCE · 2019 ·Vol. 34 ·期 7 ·767-773 · IF 1.691

Copper nanocluster-based fluorescence enhanced determination of d-penicillamine

Chunlei Ma,Wensheng Ren,Jianke Tang,Xiaoli Wang,Dongxin Ji,Rongqian Meng,Cuihong Zhang,Qi Wang

Taking advantage of the compelling properties of d -penicillamine ( d -PA) combined with copper, a method for the sensitive and selective determination of d -PA was established using copper nanocluster (Cu NC)-based fluorescence enhancement. d -PA molecules containing a thiol compound showed a strong tendency to combine with the surface of Cu NCs, causing the re-dispersion of nanoclusters and therefore fluorescence intensity was enhanced. Fluorescence enhancement efficiency of Cu NCs induced by d -PA was linear, with the d -PA concentration varying from 0.6–30 μg ml −1 (R 2 = 0.9952) and with a detection limit of 0.54 μg ml −1 . d -PA content in human urine samples was detected with recoveries of 104.8–112.99%. Fluorescence-enhanced determination of d -PA using Cu NCs was established for the first time and this rapid, easy and sensitive method should attract much attention for this application.

CAS / MDL: 9048-46-8 673-06-3
研究领域: 分析化学 · 纳米技术 · 生物医学工程
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MICROCHEMICAL JOURNAL · 2023 · IF 4.8

Ultrasensitive colorimetric and fluorescent dual-readout assay for D-penicillamine based on the chloride boosted oxidative ability of copper ions

Dan Zhao,Jingjing Huang,Juan Li,Xiao Ma,Fang Wang,Honglei Zhang,Jiaze Xie,Jian Sun,Chuanxia Chen

Dual-readout protocols with two signal transduction channels can significantly improve the detection precision and diversity. In contrast to the previous tedious and time-consuming preparation of two response materials, a convenient and commercially available small molecule o -Phenylenediamine (OPD)-based dual-mode system was developed for the ultrasensitive detection of D-penicillamine (D-PA). Fortunately and interestingly, it is demonstrated that chloride ions (Cl − ) could largely enhance the oxidative ability of copper ions (Cu 2+ ) and improve the reaction rate and efficiency of the Cu 2+ -OPD system, leading to the boosted colorimetric and fluorescent signals and shorter reaction time. Meanwhile, D-PA could strongly bind with Cu 2+ to form a stable Cu 2+ -D-PA complex, thereby inhibiting the aforementioned oxidation process and exhibiting decrease of absorbance values and fluorescence intensity. Inspired by the excellent analytical performance, an “INH” molecular logic gate was devised by employing Cl − and D-PA as the inputs, and the dual-mode strategy has been successfully employed to probe D-PA in tablets and human serum samples. Such cost-effective yet efficacious analytical tool not only improve the sensing performance of the Cu 2+ -OPD reaction system, but also enhance the detection sensitivity for D-PA and promote the application and development of OPD-based reactions.

研究领域: 分析化学 · 生物医学工程
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Polymers · 2022 ·Vol. 14 ·期 19 ·4133 · IF 4.967

DNA-Immobilized Special Conformation Recognition of L-Penicillamine Using a Chiral Molecular Imprinting Technique

Lianming Zhang,Kui Luo,Jingxia Gao,Jianping Li

A new chiral molecularly imprinted polymer (MIP) sensor with dual recognition ability was developed for the highly selective separation of enantiomers with toxic side effects in drugs. The sensor contains double-stranded deoxyribonucleic acid (dsDNA) as the element that immobilizes the chiral molecular conformation: the dsDNA enables the imprinted cavities to match the three-dimensional structure and functional groups from the chiral molecule. By embedding the spatial orientation of dsDNA in MIPs, one can accurately capture and immobilize the molecular conformation, eliminating the influence of interfering analogues. Herein, L-penicillamine (L-Pen) was selected as the chiral template molecule and embedded into dsDNA to form dsDNA-L-Pen complex, which was then embedded into the MIPs by electropolymerization. After elution, the stereo-selective imprinted cavities were obtained. The ATATATATATAT-TATATATATATA base sequence showed a high affinity for the embedded L-Pen, which endowed the imprinted cavities with a larger number of sites and improved the selectivity toward Pen enantiomers. Under the optimal working conditions, the current response of the MIP/dsDNA sensor exhibited a positive linear relationship with the logarithm of the L-Pen concentration in the range of 3.0 × 10−16to 3.0 × 10−13mol/L, and the detection limit was 2.48 × 10−16mol/L. After the introduction of dsDNA into the MIP, the selectivity of the sensor toward D-Pen increased by 6.4 times, and the sensor was successfully applied in the analysis of L-Pen in penicillamine tablets.Keywords:molecularly imprint;sensor;dsDNA;chiral;L-Pen

CAS / MDL: 95-54-5 52-67-5
研究领域: 分析化学 · 生物医学工程
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Analytical Methods · 2013 ·Vol. 5 ·期 5 ·1312-1316 · IF 1.855

Stereoselective interaction between hemoglobin and penicillamine enantiomers modified chiral surfaces

Qian Han,Yonghua Wang,Liju Guo,Yihan Huang,Qing Zhang,Yingzi Fu

Chiral surfaces were obtained based on self-assembled monolayers of penicillamine enantiomers (L- or D-Pen) onto gold electrodes, and the enantioselective behavior was investigated by adsorbing hemoglobin (Hb) on the different chiral surfaces. Electrochemical methods, UV-vis and atomic force microscopy were adopted to monitor the protein adsorption. The properties of Hb adhesion on different chiral surfaces were further demonstrated by electrocatalytic responding to H2O2. The results showed that L-Pen had a higher dense adsorption to Hb than that of D-Pen. The Michaelis–Menten constants of the Hb/L-Pen/Au and Hb/D-Pen/Au sensors were first calculated to appeal to chiral recognition, the results showed that Hb/L-Pen/Au had a stronger catalytic ability, and further certified that Hb could adsorb on L-Pen assembled surfaces more easily. This work provided a promising reference for the investigation of chiral molecules.

研究领域: 生物化学 · 分析化学 · 材料科学
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2019 · IF 2.931

A graphene quantum dots-Pb2+ based fluorescent switch for selective and sensitive determination of D-penicillamine

Qi Wang,Lingfang Li,Tingxuan Wu,Xiangpeng Kong,Qingguo Ma,Chunlei Ma

Taking consideration of metal-induced fluorescence quenching and excellent coordination effect of D-penicillamine (D-PA), a graphene quantum dots (GQDs)-based fluorescent switch for D-PA detection was designed and established firstly with the help of lead ions . GQDs obtained from citric acids made them rich in carboxyl and hydroxyl groups , giving GQDs the ability to combine with lead ions. As anticipated, the fluorescence intensity was quenched by Pb 2+ through electron transfer process. Further, the addition of D-PA effectively recovered the fluorescence due to the departure of Pb 2+ from GQDs aroused by the strong coordination between D-PA and Pb 2+ . Thus, a fluorescent switch was activated for D-PA detection. The fluorescence recovery efficiencies were found to be proportional to the concentration of D-PA in the range of 0.6–50 μmol L − 1 and the detection limit was 0.47 μmol L − 1 . The real sample detection was performed in human urea sample and satisfactory recoveries of 96.84%–102.13% were obtained. The GQDs-Pb 2+ based fluorescent switch sensing method was firstly established with low detection limit and wide linear range, making it a supplement and improvement for D-PA detection.

研究领域: 分析化学 · 生物医学
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ANALYTICA CHIMICA ACTA · 2018 · IF 5.123

Fluorescence turn-on assay for detection of serum D-penicillamine based on papain@AuNCs-Cu2+ complex

Yifan Chen,Juan Qiao,Qianrong Liu,Mingming Zhang,Li Qi

Papain-stabilized gold nanoclusters ( [email protected] ) with a red fluorescence emission at 639 nm have been generated successfully in aqueous solution. The fluorescence of [email protected] could be quenched in the addition of Cu 2+ . Subsequently, a unique fluorescent probe based on [email protected] 2+ complex has been constructed for sensitive, selective and “turn-on” detection of D-penicillamine (D-pen). The sensing probe has exhibited a remarkable fluorescence enhancement in the presence of D-pen, which can be measured ranging from 30.0 μM to 2.0 mM (r 2  = 0.991) with the detection limit of 5.0 μM. Furthermore, the developed assay has been utilized to explore the metabolic process of D-pen in rats after intraperitoneal injection. As far as we concerned, the present study has reported the first analytical method for sensing serum D-pen in real time by using the fluorescent [email protected] 2+ complex. Our strategy paves a way for digging up the biological and clinical application of the fluorescent AuNCs.

研究领域: 分析化学 · 生物医学 · 纳米技术
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ANALYTICAL LETTERS · 2024 · IF 1.6

A Dual-Mode Optical Sensing Strategy for Rapid Detection of D-Penicillamine in Pharmaceutical Formulations

Jin-Wen Liu,Tingting Chen,Meiqun Cai,Yingfeng Qin,Mei Li

Accurate, rapid, and quantitative detection of D-penicillamine (D-PA) in pharmaceutical formulations is imperative for drug quality and clinical medication guidance. Various colorimetric and fluorescent assays have been constructed for D-PA based on nanomaterials. However, the reliable and rapid detection of D-PA in pharmaceutical formulations remains a challenge because these methods suffer from shortcomings such as time-consuming procedures, poor uniformity, and complicated nanomaterial preparation. In this work, an effective and facile homogeneous dual-mode optical sensing strategy was established based on the strong complexation between D-PA and Cu2+ and catalyzed the oxidation of O-phenylenediamine. This platform displayed a sensitive response to D-PA from 5 to 100 µmol/L, with a detection limits of 0.54 µmol/L (fluorescence) and 0.76 µmol/L (colorimetry). As expected, the method was successfully applied to the determination of D-PA in pharmaceutical formulations with satisfactory results. Overall, this developed strategy provides a facile and rapid dual-mode optical platform for D-PA and has great potential in D-PA-related pharmaceutical quality control.

研究领域: 分析化学 · 药学
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TALANTA · 2016 · IF 4.035

D-penicillamine-templated copper nanoparticles via ascorbic acid reduction as a mercury ion sensor

Shu Min Lin,Shuo Geng,Na Li,Nian Bing Li,Hong Qun Luo

Mercury ion is one of the most hazardous metal pollutants that can cause deleterious effects on human health and the environment even at low concentrations. It is necessary to develop new mercury detection methods with high sensitivity, specificity and rapidity. In this study, a novel and green strategy for synthesizing D-penicillamine-capped copper nanoparticles (DPA-CuNPs) was successfully established by a chemical reduction method, in which D-penicillamine and ascorbic acid were used as stabilizing agent and reducing agent, respectively. The as-prepared DPA-CuNPs showed strong red fluorescence and had a large Stoke's shift (270   nm). Scanning electron microscopy, transmission electron microscopy , Fourier-transform infrared spectroscopy, fluorescence spectroscopy, and ultraviolet-visible spectrophotometry were utilized to elucidate the possible fluorescence mechanism, which could be aggregation-induced emission effect. Based on the phenomenon that trace mercury ion can disperse the aggregated DPA-CuNPs, resulting in great fluorescence quench of the system, a sensitive and selective assay for mercury ion in aqueous solution with the DPA-CuNPs was developed. Under optimum conditions, this assay can be applied to the quantification of Hg 2+ in the 1.0–30   μM concentration range and the detection limit (3σ/slope) is 32   nM. The method was successfully applied to determine Hg 2+ in real water samples.

CAS / MDL: 52-67-5
研究领域: 分析化学 · 环境科学 · 材料科学
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SENSORS AND ACTUATORS B-CHEMICAL · 2016 · IF 4.758

A fluorescence switch sensor used for D-Penicillamine sensing and logic gate based on the fluorescence recovery of carbon dots

Yusheng Yuan,Xin Zhao,Shaopu Liu,Yuanfang Li,Ying Shi,Jingjing Yan,Xiaoli Hu

A specific and sensitive fluorometric method based on the Carbon dots (CDs) probe which show unique optical properties is proposed for the determination of D-Penicillamine (D-PA) in human serum samples with satisfactory results. The fluorescence of CDs decreased apparently in the presence of mercury ion (Hg 2+ ), Similarly, the addition of D-Penicillamine (D-PA) resulted in efficient fluorescence recovery of the CDs due to the strong affinity between Hg 2+ and D-PA. Herein, this phenomenon has been exploited to design an “AND” logic gate and specific fluorescence switch sensor for sensitively sensing D-PA for the first time. Furthermore, the CDs possesses bright blue fluorescence with the maximum excitation and emission wavelength at 358   nm and 442   nm, respectively. Thus, after the experimental conditions are optimized, the linear range for detection PA is 2.0–24.0   μ mol   L −1 , with correlation coefficient and detection limit is R 2   =   0.998, 0.6   μ mol   L −1 , respectively. Moreover, the proposed method is not only expected to be come a potential tool for the fast response of D-PA but also possesses the potential for practical application.

研究领域: 分析化学 · 生物传感 · 纳米医学 · 分子诊断 · 药物监测
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