MICROCHEMICAL JOURNAL
·
2023
·
IF 4.8
Fuxing Xu,Shutong Yang,Fangling Wu,Chuan-Fan Ding
The functions and applications of dipeptides have been reported to possess unique characteristics compared to that of proteins or amino acids. Naturally occurring amino acids, except for glycine, are chiral molecules; thus, for each type of dipeptide there are four possible isomers. Isomeric structural analysis of dipeptides is important for measuring the quality of dipeptide products, as well as understanding their chemical and biological functions in humans. In the present study, a rapid and simple method for isomeric recognition of protonated dipeptides H-D/ l -Phe-D/L-X-OH, where X = hydrophobic amino acids, including alanine (Ala), isoleucine (Ile), leucine (Leu), proline (Pro), tryptophan (Trp), valine (Val), phenylalanine (Phe), and methionine (Met), was developed and investigated. Mixed solutions of dipeptides and cyclodextrins (CDs) were prepared for the production of gas phase, non-covalent complex ions by electrospray ionization (ESI). Trapped ion-mobility mass spectrometry (TIMS-MS) was subsequently used to investigate the corresponding ion mobilities (IM). The TIMS and density functional theory (DFT) results showed that the chiral structure of different dipeptides can be distinguished by β-CD, which indicates that different isomeric complexes have different collision cross sections (CCSs) and spatial conformations. The relative content of isomeric dipeptides mixtures was also obtained in the ratio range from 10:1 to 1:10 to measure the detection limits. Our work provides a direct analytical method for determining isomeric dipeptides, which could potentially have wide applications in the field of chiral recognition.
研究领域:
生物化学
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分析化学
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药物化学
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产品关联
DOI
高影响因子
ANALYTICAL AND BIOANALYTICAL CHEMISTRY
·
2025
·
IF 3.8
Sha Dandan,Yuan Minghui,Zhang Lin,Li Hongli
Insulin bound with ligand molecules can improve its bioavailability in oral formulations. In this work, the interactions between insulin and bile acids of taurocholic acid (TCA) and glycocholic acid (GCA) are characterized using different mass spectrometry (MS) methods. Electrospray (ESI)–MS analysis revealed that GCA and TCA could interact with insulin individually or together through non-covalent bonds, and the products included mGCA-insulin, nTCA-insulin, and mGCA-nTCA-insulin complexes. Their binding stoichiometry, relative intensity ratio ( IRa ), and binding affinity were determined. ESI–MS/MS data and the calculated association constants both suggest that TCA has stronger affinity to insulin than GCA. The mixtures of various insulin, GCA, and TCA complexes with different charge states were separated, and distinct trend lines were observed using ion mobility mass spectrometry (IMMS). Moreover, liposomes containing insulin and GCA and/or TCA were prepared, and directly characterized using ESI–MS, and the interaction products of insulin with GCA and TCA were found in the liposome formulation. AutoDock was used to simulate molecular binding and select binding sites between insulin and GCA or TCA to explore the interaction mechanisms. The findings in this work could help understand the mechanism of action of insulin protection with bile acids in the body. Graphical
研究领域:
药学
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分析化学
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生物化学
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DOI
PubMed
高影响因子
CHINESE JOURNAL OF CHEMISTRY
·
2019
·Vol. 37
·期 6
·581-587
·
IF 2.376
Xinyu Bian,Bing Zhao,Bo Pang,Zhong Zheng,Shu Liu,Zhiqiang Liu,Fengrui Song
Summary of main observation and conclusion Two catechin epimers and their non-covalent complexes with γ-cyclodextrin were studied by using ion mobility coupled with mass spectrometry (IM-MS). Rapid separation of complexes was achieved with the peak-to-peak resolution reaching 0.86 after optimization of IM condition. Collision cross section (CCS) was measured to explore the structural difference of complexes. A gap of 11.75 Å 2 between two complexes was found. Molecular modeling and theoretical CCS calculation were adopted to explain the measurement results. Two binding ways of both complexes were found and the calculated CCS corresponds accurately to the measured CCS. Quantification of catechins in mixtures was performed and the relative error was less than 15%, indicating the effectiveness of quantification by IM-MS.
研究领域:
分析化学
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生物化学
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理论计算
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DOI
高影响因子
ANALYTICA CHIMICA ACTA
·
2017
·
IF 4.95
Xiangying Yu,Zhong-Ping Yao
In this study, travelling wave ion mobility mass spectrometry has been used to investigate chiral differentiation of common chiral amino acids , through separation of binuclear copper bound tetrameric ions formed with chiral selector tryptophan , proline , tyrosine , phenylalanine or histidine . Significant chiral recognition was observed for amino acids with aromatic rings or long and active side chains, with peak-to-peak resolutions up to 1.826. Tryptophan and histidine offered better enantioselectivity , compared to other chiral selectors. The results suggested that the mechanism for chiral recognition in ion mobility mass spectrometry might be significantly different from that in tandem mass spectrometry . Linear calibration curves were also established to allow determination of enantiomeric excess of the analytes by the approach. This study showed that higher assembly of chiral analyte and chiral selector might enable better chiral discrimination and ion mobility mass spectrometry could be a powerful technique for provide qualitative, quantitative and structural information of chiral analysis.
研究领域:
分析化学
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生物化学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF FOOD COMPOSITION AND ANALYSIS
·
2025
·
IF 4.6
Yao Pan,Shugai Feng,Chaoxian Chi,Fangling Wu,Chuan-Fan Ding
Sulfonamide antibiotics (SAs) are a class of synthetic antibacterial drugs that are widely used in clinical treatment and the food industry. However, long-term overuse of SAs can increase bacterial resistance and pose potential risks to human health and the environment, so their accurate analysis is crucial. In this study, a quick and effective method for five SA isomers separation was developed by ion mobility mass spectrometry (IM-MS) and theoretical calculations. Three different crown ethers, 18-crown-6 ether (18C6), 15C5, and 12C4 were served as the separation reagent to non-covalent interact with the SAs to form the corresponding binary complexes, and the mass spectrum intensity of the complexes is [SA+ 18C6 +H] + > [SA+ 15C5 +H] + >[SA+ 12C4 + H] + . Specifically, the SA isomers can be baseline separated by the formed binary complexes, which the separation resolution (R p-p ) can reach 1.672, and the separation effect was 18C6 > 15C5 > 12C4. Quantum chemical calculations were performed for the complex ions of [SA+ 18C6 +H] + , revealing the different modes of the 18C6 interactions between the SA isomers, resulting in their conformational differences and mobility separation. Additionally, quantitative analysis for SA isomers by the method was established, effective linearity (R 2 >0.99) and acceptable sensitivity (0.271 nmol·mL −1 ) were obtained. Finally, the method was successfully applied to determine of the SA isomers in practical samples of drug tablets and animal liver, with recoveries ranging from 76.43 % to 97.74 %. The results showed that this method was a good choice for the accurate analysis of SA isomers in complex samples.
研究领域:
分析化学
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环境科学
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药学
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产品关联
DOI
高影响因子
TALANTA
·
2025
·
IF 6.1
Ying Zou,Chaoxian Chi,Fangling Wu,Chuan-Fan Ding
Retinoic acid (RA) regulates cell proliferation, differentiation, and apoptosis and exists in three primary isomers: all-trans-RA (ATRA), 9-cis-RA (9cRA), and 13-cis-RA (13cRA). RA derivatives, such as bexarotene (BT) and arotinoid acid (TTNPB), are used to treat cutaneous T-cell lymphoma and induce cellular pluripotency. Due to their distinct biological activities, accurate identification and analysis of these isomers are crucial. This study developed a rapid and efficient method for analyzing RA isomers and their derivatives using ion mobility mass spectrometry (IM-MS) and theoretical calculations. RA isomers and derivatives exhibit overlapping mobilities and cannot be separated by direct IM-MS. By forming ternary complexes with β-cyclodextrin (β-CD) and metal ions, baseline separation was achieved with a peak resolution (R p-p ) of up to 3.42. Tandem MS and theoretical calculations revealed distinct differences in interactions, spatial structures, and binding energies, enabling mobility-based separation. Photostability tests showed rapid photoisomerization of 13cRA into 9cRA and ATRA within seconds. Analysis of 13cRA soft capsules from four brands demonstrated good stability, with measured content aligning closely with labeled values. This method offers a new approach for accurate RA isomer analysis, with potential applications in pharmaceuticals and food industries.
研究领域:
生物化学
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药物化学
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分析化学
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DOI
PubMed
高影响因子
Current Research in Food Science
·
2022
·
IF 6.269
Simeng Shao,Weiyin Xu,Zhaoyang Xie,Mengyuan Li,Jingli Zhao,Xinxin Yang,Peng Yu,Hongmei Yang
Despite the widely recognized importance of ginseng carbohydrates, their structural analysis is still challenging due to structural complexity. This study presents the first ion mobility-mass spectrometry (IM-MS) combined with 1-phenyl-3-methyl-5-pyrazolone (PMP) labeling and multivariate data analysis for profiling carbohydrates in the seven ginseng products. 11 carbohydrates were tentatively annotated, including 5 first found in ginseng, and three of them were solely detected in black ginseng (BG) samples, speculated as monosaccharides bearing various groups based on MS 2 analysis. Furthermore, 3D profiles of carbohydrates in IM-MS of the samples showed good discrimination between the varieties of ginseng which were classified into two groups utilizing carbohydrate contents by PLS-DA. The big difference between BG and the others may be ascribed to the repeated heating and steaming process for preparation of BG products. Our findings may provide insights into the differences in bioactivity of different ginseng varieties for future research and show a valuable methodology for discovering unknown carbohydrates.
研究领域:
植物化学
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分析化学
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生物信息学
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产品关联
DOI
PubMed
高影响因子
ANALYTICA CHIMICA ACTA
·
2022
·
IF 6.911
Huanhuan Wang,Fangling Wu,Xinhua Dai,Xiang Fang,Chuan-Fan Ding
Because R/S-mandelic acids (MA) and their derivatives are critical starting materials or intermediates in the synthesis of chiral drugs, their chirality discrimination is important. In this study, R/S-MA and its derivatives, including R/S-2-phenylpropionic acid (2-PPA), R/S-methoxyphenylaceticacid (MPA), and R/S-2-hydroxy-4-phenylbutyric acid (HPBA), were accurate simultaneous mobility-discriminated by forming diastereomer complexes for the first time, which were obtained by simply mixing with cyclodextrins (α, β, γ-CD) and transition-metal ions (Mn 2+ , Fe 2+ , Co 2+ , Ni 2+ , Cu 2+ , and Zn 2+ ). The mass spectra revealed non-covalent diastereomer complexes formed by CD , enantiomers , and metal ions , and ion-mobility spectrometry (IMS) was performed for 109 pairs of complexes. Significant chiral discrimination was observed in the formed diastereomeric complexes, and their separation peak-to-peak resolution (R p−p ) for the enantiomers depended on the transition metal ion type. In most cases, the R p−p value gradually increases with CD size, with quaternary complexes having the largest R p−p value. The greatest chiral distinctions of 2-PPA, MA, MPA, and HPBA were obtained by the diastereomeric complex ions of [(2-PPA)(α) 2 +Zn 2+ -H] + , [(MA)(α) 2 +Zn 2+ -H] + , [(MPA) 2 (β)+Co 2+ -H] + , and [(HPBA)(α) 2 +Fe 2+ -H] + , with R p−p values of 1.35, 1.57, 1.70, and 0.71, respectively. Furthermore, the favorable conformation and collisional cross section (CCS) value of the different [CD + R/S-MA + Cu–H] + complexes were measured using chemical theoretical calculations to detail their intermolecular interaction , revealing that [α-CD + R/S-MA + Cu–H] + has two favored gas complexes, and the CCS calculated were consistent with the TIMS observed. In addition, R 2 > 0.99 was obtained for the relative quantification of the chiral enantiomers. Overall, the proposed method provides a promising strategy for distinguishing the enantiomers of MA and their derivatives, with the advantages of simplicity, speed, and accuracy, without the need for complex chemical derivatization or chromatographic separation.
研究领域:
分析化学
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药物化学
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产品关联
DOI
PubMed
高影响因子
ANALYTICAL CHEMISTRY
·
2021
·
IF 6.986
Yuling Li,Bowen Zhou,Keke Wang,Jing Zhang,Wenjian Sun,Li Zhang,Yinlong Guo
Stereospecific recognition of amino acids (AAs) plays a crucial role in chiral biomarker-based diagnosis and prognosis. Separation of AA enantiomers is a long and tedious task due to the requirement of AA derivatization prior to the chromatographic or electrophoretic steps which are also time-consuming. Here, a mass-tagged chiral selector named [d0]/[d5]-estradiol-3-benzoate-17β-chloroformate ([d0]/[d5]-17β-EBC) with high reactivity and good enantiomeric resolution in regard to AAs was developed. After a quick and easy chemical derivatization step of AAs using 17β-EBC as the single chiral selector before ion mobility–mass spectrometry analysis, good enantiomer separation was achieved for 19 chiral proteinogenic AAs in a single analytical run (∼2 s). A linear calibration curve of enantiomeric excess was also established using [d0]/[d5]-17β-EBC. It was demonstrated to be capable of determining enantiomeric ratios down to 0.5% in the nanomolar range. 17β-EBC was successfully applied to investigate the absolute configuration of AAs among peptide drugs and detect trace levels of d-AAs in complex biological samples. These results indicated that [d0]/[d5]-17β-EBC may contribute to entail a valuable step forward in peptide drug quality control and discovering chiral disease biomarkers.
研究领域:
分析化学
·
生物化学
·
药学
·
医学诊断
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF MASS SPECTROMETRY
·
2020
·Vol. 55
·期 10
·e4643
·
IF 1.671
Bo Pang,Xiaoyu Zhuang,Xinyu Bian,Shu Liu,Zhiqiang Liu,Fengrui Song
A wealth of epidemiological evidence indicates a strong link between type 2 diabetes (T2D) and Alzheimer's disease (AD). The fiber deposition with cross-β-sheet structure formed by self-aggregation and misfolding of amyloidogenic peptides is a common hallmark of both diseases. For the patients with T2D, the fibrils are mainly found in the islets of Langerhans that results from the accumulation of human islet amyloid polypeptide (hIAPP). The major component of aggregates located in the brain of AD patients is amyloid-β (Aβ). Many biophysical and physiological properties are shared by hIAPP and Aβ, and both peptides show similar cytotoxic mechanisms. Therefore, it is meaningful to investigate the possible cross-interactions of hIAPP and Aβ in both diseases. In this article, the segment 25–35 of Aβ was selected because Aβ 25–35 was a core region in the process of amyloid formation and showed similar aggregation tendency and toxicity with full-length Aβ. The electrospray ionization-ion mobility-mass spectrometry analysis and thioflavin T fluorescence kinetic analysis combined with transmission electron microscopy were used to explore the effects of the coexistence of Aβ 25–35 and hIAPP on the self-aggregation of both peptides and whether there was co-assembly in fibrillation. The results indicated that the aggregation of hIAPP and Aβ 25–35 had two nucleation stages in the binary mixtures. hIAPP and Aβ 25–35 had a high binding affinity and a series of hetero-oligomers formed in the mixtures of hIAPP and Aβ 25–35 in the early stage. The cross-reaction between hIAPP monomers and Aβ 25–35 monomers as well as a little of oligomers during primary nucleation stage could accelerate the aggregation of Aβ 25–35 . However, owing to the obvious difference in aggregation ability between hIAPP and Aβ 25–35 , this cross-interaction had no significant impact on the self-assembly of hIAPP. Our study may offer a better understanding for exploring the molecular mechanism of the association between AD and T2D observed in clinical and epidemiological studies and developing therapeutic strategies against amyloid diseases.
研究领域:
生物化学
·
神经科学
·
糖尿病研究
·
阿尔茨海默病研究
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DOI
高影响因子
ANALYTICA CHIMICA ACTA
·
2015
·
IF 4.513
Jiapeng Leng,Qing Guan,Tuanqi Sun,Haoyang Wang,Jianlan Cui,Qinghao Liu,Zhixu Zhang,Manyu Zhang,Yinlong Guo
A rapid method for fatty acids (FAs) comparative profiling based on carboxyl-specific stable isotope labeling (SIL) and direct infusion electrospray ionization–ion mobility–mass spectrometry (ESI–IM–MS) is established. The design of the method takes advantage of the three-dimensional characteristics of IM–MS including drift time, m / z and ion intensity, for comparison of d 0-/ d 6- 2 , 4 -dimethoxy-6-piperazin-1-yl pyrimidine (DMPP)-labeled FAs. In particular, without chromatographic separation, the method allowed direct FAs profiling in complex samples due to the advantageous priority of DMPP in signal enhancement as well as the extra resolution that IM–MS offered. Additionally, the d0-/d6-DMPP-labeled FAs showed expected features, including very similar drift times, 6 Da mass deviations, specific reporter ions, similar MS responses, and adherence to the drift time rule regarding the influence of carbon chain length and unsaturation on relative drift times. Therefore, the introduction of isotope analogs minimized the matrix effect and variations in quantification and ensured accurate identification of non-targeted FAs by those typical features. Peak intensity ratios between d0-/d6-DMPP-labeled ions were subsequently used in relative quantification for the detected FAs. The established strategy has been applied successfully in the rapid profiling of trace free FAs between normal and cancerous human thyroid tissues. Sixteen free FAs were found with the increased level with a statistically significant difference ( p < 0.05) compared to the normal tissue samples. The integrated SIL technique and ESI–IM–MS are expected to serve as an alternative tool for high-throughput analysis of FAs in complex samples.
研究领域:
生物化学
·
医学研究
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DOI
PubMed
高影响因子
Frontiers in Microbiology
·
2021
·
IF 5.64
Law Kai P.,He Wei,Tao Jianchang,Zhang Chuanlun
Marine Thaumarchaeota (formerly known as the marine group I archaea) have received much research interest in recent years since these chemolithoautotrophic organisms are abundant in the subsurface ocean and oxidize ammonium to nitrite, which makes them a major contributor to the marine carbon and nitrogen cycles. However, few studies have investigated the chemical composition of their exometabolome and their contributions to the pool of dissolved organic matter (DOM) in seawater. This study exploits the recent advances in ion mobility mass spectrometry (IM-MS) and integrates this instrumental capability with bioinformatics to reassess the exometabolome of a model ammonia-oxidizing archaeon, Nitrosopumilus maritimus strain SCM1. Our method has several advantages over the conventional approach using an Orbitrap or ion cyclotron resonance mass analyzer and allows assignments or annotations of spectral features to known metabolites confidently and indiscriminately, as well as distinction of biological molecules from background organics. Consistent with the results of a previous report, the SPE-extracted exometabolome of N. maritimus is dominated by biologically active nitrogen-containing metabolites, in addition to peptides secreted extracellularly. Cobalamin and associated intermediates, including α-ribazole and α-ribazole 5′-phosphate, are major components of the SPE-extracted exometabolome of N. maritimus. This supports the proposition that Thaumarchaeota have the capacity of de novo biosynthesizing cobalamin. Other biologically significant metabolites, such as agmatidine and medicagenate, predicted by genome screening are also detected, which indicates that Thaumarchaeota have remarkable metabolic potentials, underlining their importance in driving elemental cycles critical to biological processes in the ocean.
研究领域:
微生物学
·
海洋生物学
·
分析化学
·
环境科学
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DOI
PubMed
高影响因子
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