Journal of Chinese Pharmaceutical Sciences ›› 2020, Vol. 29 ›› Issue (8): 577-590.DOI: 10.5246/jcps.2020.08.054
• A series of reviews on the “application of modern instruments and technologies in drug research” • Previous Articles Next Articles
Wen Ma*, Shuxiang Song, Jun Li*
>
>Received:2020-04-26
Revised:2020-05-17
Online:2020-08-31
Published:2020-06-23
Contact:
Tel.: +86-10-82805103, E-mail: wen.ma@bjmu.edu.cn
Supported by:CLC Number:
Supporting:
Wen Ma, Shuxiang Song, Jun Li. Surface-assisted laser desorption/ionization mass spectrometry for drug and metabolite analysis[J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(8): 577-590.
| [1] Karas, M.; Hillenkamp, F. Laser desorption ionization of proteins with molecular masses exceeding 10, 000 daltons. Anal. Chem. 1988, 60, 2299-2301.
[2] Fenselau, C.; Demirev, P.A. Characterization of intact microorganisms by MALDI mass spectrometry. Mass Spectrom. Rev. 2001, 20, 157-171.
[3] Cornett, D.S.; Reyzer, M.L.; Chaurand, P.; Caprioli, R.M. MALDI imaging mass spectrometry: molecular snapshots of biochemical systems. Nat. Methods. 2007, 4, 828.
[4] Harvey, D.J. Matrix-assisted laser desorption/ionization mass spectrometry of carbohydrates. Mass Spectrom. Rev. 1999, 18, 349-450.
[5] Tanaka, K.; Waki, H.; Ido, Y.; Akita, S.; Yoshida, Y.; Yoshida, T.; Matsuo, T. Protein and polymer analyses up to m/z 100 000 by laser ionization time-of-flight mass spectrometry. Rapid Commun. Mass Spectrom. 1988, 2, 151-153.
[6] Sunner, J.; Dratz, E.; Chen, Y.C. Graphite surface-assisted laser desorption/ionization time-of-flight mass spectrometry of peptides and proteins from liquid solutions. Anal. Chem. 1995, 67, 4335-4342.
[7] Chiang, C. K.; Chen, W. T.; Chang, H. T. Nanoparticle-Based Mass Spectrometry for The Analysis of Biomolecules. Chem. Soc. Rev. 2011, 40, 1269-1281.
[8] Abdelhamid, H.N. Nanoparticle assisted laser desorption/ionization mass spectrometry for small molecule analytes. Microchim. Acta. 2018, 185, 1-16.
[9] He, H.; Guo, Z.C.; Wen, Y.R.; Xu, S.X.; Liu, Z. Recent advances in nanostructure/nanomaterial-assisted laser desorption/ionization mass spectrometry of low molecular mass compounds. Anal. Chim. Acta. 2019, 1090, 1-22.
[10] Pilolli, R.; Palmisano, F.; Cioffi, N. Gold nanomaterials as a new tool for bioanalytical applications of laser desorption ionization mass spectrometry. Anal. Bioanal. Chem. 2012, 402, 601-623.
[11] Sekuła, J.; Nizioł, J.; Rode, W.; Ruman, T. Silver nanostructures in laser desorption/ionization mass spectrometry and mass spectrometry imaging. Anal. 2015, 140, 6195-6209.
[12] Wang, J.; Jie, M.S.; Li, H.F.; Lin, L.Y.; He, Z.Y.; Wang, S.Q.; Lin, J.M. Gold nanoparticles modified porous silicon chip for SALDI-MS determination of glutathione in cells. Talanta. 2017, 168, 222-229.
[13] Hong, Y.Y.; Zhan, Q.L.; Pu, C.L.; Sheng, Q.Y.; Zhao, H.L.; Lan, M.B. Highly efficient enrichment of phosphopeptides from HeLa cells using hollow magnetic macro/mesoporous TiO2 nanoparticles. Talanta. 2018, 187, 223-230.
[14] Fu, C.W.; Lirio, S.; Shih, Y.H.; Liu, W.L.; Lin, C.H.; Huang, H.Y. The cooperativity of Fe3O4 and metal-organic framework as multifunctional nanocomposites for laser desorption ionization process. Chem. A Eur. J. 2018, 24, 9598-9605.
[15] He, H.; Wen, Y.R.; Guo, Z.C.; Li, P.F.; Liu, Z. Efficient mass spectrometric dissection of glycans via gold nanoparticle-assisted in-source cation adduction dissociation. Anal. Chem. 2019, 91, 8390-8397.
[16] McLean, J.A.; Stumpo, K.A.; Russell, D.H. Size-selected (2-10 nm) gold nanoparticles for matrix assisted laser desorption ionization of peptides. J. Am. Chem. Soc. 2005, 127, 5304-5305.
[17] Xu, Q.; Tian, R.; Lu, C.; Li, H.F. Monodispersed Ag nanoparticle in layered double hydroxides as matrix for laser desorption/ionization mass spectrometry. ACS Appl. Mater. Interfaces. 2018, 10, 44751-44759.
[18] Huang, L.; Wan, J.J.; Wei, X.; Liu, Y.; Huang, J.Y.; Sun, X.M.; Zhang, R.; Gurav, D.D.; Vedarethinam, V.; Li, Y.; Chen, R.P.; Qian, K. Plasmonic silver nanoshells for drug and metabolite detection. Nat. Commun. 2017, 8, 220.
[19] Sun, X.M.; Huang, L.; Zhang, R.; Xu, W.; Huang, J.Y.; Gurav, D.D.; Vedarethinam, V.; Chen, R.P.; Lou, J.T.; Wang, Q.; Wan, J.J.; Qian, K. Metabolic fingerprinting on a plasmonic gold chip for mass spectrometry based in vitro diagnostics. ACS Cent. Sci. 2018, 4, 223-229.
[20] Yang, J.; Wang, R.; Huang, L.; Zhang, M.J.; Niu, J.Y.; Bao, C.D.; Shen, N.; Dai, M.; Guo, Q.; Wang, Q.; Wang, Q.; Fu, Q.; Qian, K. Urine metabolic fingerprints encode subtypes of kidney diseases. Angew. Chem. Int. Ed. 2020, 59, 1703-1710.
[21] Vedarethinam, V.; Huang, L.; Xu, W.; Zhang, R.; Gurav, D.D.; Sun, X.M.; Yang, J.; Chen, R.P.; Qian, K. Detection and inhibition of bacteria on a dual-functional silver platform. Small. 2019, 15, 10.
[22] Ma, W.; Xu, S.T.; Nie, H.G.; Hu, B.Y.; Bai, Y.; Liu, H.W. Bifunctional cleavable probes for in situ multiplexed glycan detection and imaging using mass spectrometry. Chem. Sci. 2019, 10, 2320-2325.
[23] Cang, J.S.; Chen, L.Y.; Lin, Y.S.; Chang, H.T. Detection of metabolites in cells through surface-assisted laser desorption/ionization mass spectrometry. ACS Omega. 2018, 3, 17386-17391.
[24] Chau, S.L.; Tang, H.W.; Ng, K.M. Gold nanoparticles bridging infra-red spectroscopy and laser desorption/ionization mass spectrometry for direct analysis of over-the-counter drug and botanical medicines. Anal. Chim. Acta. 2016, 919, 62-69.
[25] Guinan, T.; Kirkbride, P.; Pigou, P.E.; Ronci, M.; Kobus, H.; Voelcker, N.H. Surface-assisted laser desorption ionization mass spectrometry techniques for application in forensics. Mass Spectrom. Rev. 2015, 34, 627-640.
[26] Cheng, Y.H.; Zhang, Y.; Chau, S.L.; Lai, S.K.M.; Tang, H.W.; Ng, K.M. Enhancement of image contrast, stability, and SALDI-MS detection sensitivity for latent fingerprint analysis by tuning the composition of silver-gold nanoalloys. ACS Appl. Mater. Interfaces. 2016, 8, 29668-29675.
[27] Ding, F.; Qian, Y.N.; Deng, Z.A.; Zhang, J.T.; Zhou, Y.C.; Yang, L.; Wang, F.Y.; Wang, J.P.; Zhou, Z.H.; Shen, J.L. Size-selected silver nanoparticles for MALDI-TOF mass spectrometry of amyloid-beta peptides. Nanoscale. 2018, 10, 22044-22054.
[28] Li, N.; Dou, S.Z.; Feng, L.; Wang, X.Y.; Lu, N. Enriching analyte molecules on tips of superhydrophobic gold nanocones for trace detection with SALDI-MS. Talanta. 2019, 205, 120085.
[29] Wu, Q.; Chu, J.L.; Rubakhin, S.S.; Gillette, M.U.; Sweedler, J.V. Dopamine-modified TiO2 monolith-assisted LDI MS imaging for simultaneous localization of small metabolites and lipids in mouse brain tissue with enhanced detection selectivity and sensitivity. Chem. Sci. 2017, 8, 3926-3938.
[30] Xue, J.J.; Liu, H.H.; Chen, S.M.; Xiong, C.Q.; Zhan, L.P.; Sun, J.; Nie, Z.X. Mass spectrometry imaging of the in situ drug release from nanocarriers. Sci. Adv. 2018, 4, eaat9039.
[31] Kim, Y.; Wang, L.S.; Landis, R.F.; Kim, C.S.; Vachet, R.W.; Rotello, V.M. A layer-by-layer assembled MoS2 thin film as an efficient platform for laser desorption/ionization mass spectrometry analysis of small molecules. Nanoscale. 2017, 9, 10854-10860.
[32] Wang, J.; Liu, Q.; Liang, Y.; Jiang, G.B. Recent progress in application of carbon nanomaterials in laser desorption/ionization mass spectrometry. Anal. Bioanal. Chem. 2016, 408, 2861-2873.
[33] Geim, A.K.; Novoselov, K.S. The rise of graphene. Nat. Mater. 2007, 6, 183-191.
[34] Dong, X.L.; Cheng, J.S.; Li, J.H.; Wang, Y.S. Graphene as a novel matrix for the analysis of small molecules by MALDI-TOF MS. Anal. Chem. 2010, 82, 6208-6214.
[35] Wang, J.; Cheng, M.T.; Zhang, Z.; Guo, L.Q.; Liu, Q.; Jiang, G.B. An antibody-graphene oxide nanoribbon conjugate as a surface enhanced laser desorption/ionization probe with high sensitivity and selectivity. Chem. Commun. Camb. Engl. 2015, 51, 4619-4622.
[36] Wu, E.H.; Feng, K.; Shi, R.; Lv, R.; Ouyang, F.Z.; Li, S.S.C.; Zhong, J.; Liu, J. Hybrid CuCoO-GO enables ultrasensitive detection of antibiotics with enhanced laser desorption/ionization at nano-interfaces. Chem. Sci. 2019, 10, 257-267.
[37] Sun, J.; Chen, S.M.; Liu, H.H.; Xiong, C.Q.; Wang, J.Y.; Xie, X.B.; Xue, J.J.; Chen, P.L.; Nie, Z.X. Fluorographene nanosheets: a new carbon-based matrix for the detection of small molecules by MALDI-TOF MS. RSC Adv. 2016, 6, 99714-99719.
[38] Wang, Y.W.; Gao, D.; Chen, Y.L.; Hu, G.N.; Liu, H.X.; Jiang, Y.Y. Development of N, S-doped carbon dots as a novel matrix for the analysis of small molecules by negative ion MALDI-TOF MS. RSC Adv. 2016, 6, 79043-79049.
[39] Shi, R.; Dai, X.; Li, W.F.; Lu, F.; Liu, Y.; Qu, H.H.; Li, H.; Chen, Q.Y.; Tian, H.; Wu, E.H.; Wang, Y.; Zhou, R.H.; Lee, S.T.; Lifshitz, Y.; Kang, Z.H.; Liu, J. Hydroxyl-group-dominated graphite dots reshape laser desorption/ionization mass spectrometry for small biomolecular analysis and imaging. ACS Nano. 2017, 11, 9500-9513.
[40] Wu, C.L.; Wang, C.C.; Lai, Y.H.; Lee, H.; Lin, J.D.; Lee, Y.T.; Wang, Y.S. Selective enhancement of carbohydrate ion abundances by diamond nanoparticles for mass spectrometric analysis. Anal. Chem. 2013, 85, 3836-3841.
[41] Wei, J.; Buriak, J.M.; Siuzdak, G. Desorption-ionization mass spectrometry on porous silicon. Nature. 1999, 399, 243.
[42] Guinan, T.; Della Vedova, C.; Kobus, H.; Voelcker, N.H. Mass spectrometry imaging of fingerprint sweat on nanostructured silicon. Chem. Commun. Camb. Engl. 2015, 51, 6088-6091.
[43] Guinan, T.M.; Abdelmaksoud, H.; Voelcker, N.H. Rapid detection of nicotine from breath using desorption ionisation on porous silicon. Chem. Commun. Camb. Engl. 2017, 53, 5224-5226.
[44] Wang, X.Y.; Teng, F.; Wang, Y.L.; Lu, N. Rapid liquid-phase microextraction of analytes from complex samples on superwetting porous silicon for onsite SALDI-MS analysis. Talanta. 2019, 198, 63-70.
[45] Korte, A.R.; Stopka, S.A.; Morris, N.; Razunguzwa, T.; Vertes, A. Large-scale metabolite analysis of standards and human serum by laser desorption ionization mass spectrometry from silicon nanopost arrays. Anal. Chem. 2016, 88, 8989-8996.
[46] Tsao, C.W.; Yang, Z.J. High sensitivity and high detection specificity of gold-nanoparticle-grafted nanostructured silicon mass spectrometry for glucose analysis. ACS Appl. Mater. Interfaces. 2015, 7, 22630-22637.
[47] Gan, J.R.; Wei, X.; Li, Y.X.; Wu, J.; Qian, K.; Liu, B.H. Designer SiO2@Au nanoshells towards sensitive and selective detection of small molecules in laser desorption ionization mass spectrometry. Nanomed. Nanotechnol. Biol. Med. 2015, 11, 1715-1723.
[48] Amin, M.O.; Al-Hetlani, E. Tailoring the surface chemistry of SiO2-based monoliths to enhance the selectivity of SALDI-MS analysis of small molecules. Talanta. 2019, 200, 458-467.
[49] Férey, G. Hybrid porous solids: past, present, future. Chem. Soc. Rev. 2008, 37, 191-214.
[50] Ding, S.Y.; Wang, W. Covalent organic frameworks (COFs): from design to applications. Chem. Soc. Rev. 2013, 42, 548-568.
[51] Shih, Y.H.; Chien, C.H.; Singco, B.; Hsu, C.L.; Lin, C.H.; Huang, H.Y. Metal-organic frameworks: new matrices for surface-assisted laser desorption-ionization mass spectrometry. Chem. Commun. Camb. Engl. 2013, 49, 4929-4931.
[52] Fu, C.P.; Lirio, S.; Liu, W.L.; Lin, C.H.; Huang, H.Y. A novel type of matrix for surface-assisted laser desorption-ionization mass spectrometric detection of biomolecules using metal-organic frameworks. Anal. Chim. Acta. 2015, 888, 103-109.
[53] Lin, Z.A.; Bian, W.; Zheng, J.N.; Cai, Z.W. Magnetic metal-organic framework nanocomposites for enrichment and direct detection of small molecules by negative-ion matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Chem. Commun. Camb. Engl. 2015, 51, 8785-8788.
[54] Chen, L.F.; Ou, J.J.; Wang, H.W.; Liu, Z.S.; Ye, M.L.; Zou, H.F. Tailor-made stable Zr(IV)-based metal-organic frameworks for laser desorption/ionization mass spectrometry analysis of small molecules and simultaneous enrichment of phosphopeptides. ACS Appl. Mater. Interfaces. 2016, 8, 20292-20300.
[55] Ma, W.; Xu, S.T.; Ai, W.P.; Lin, C.; Bai, Y.; Liu, H.W. A flexible and multifunctional metal-organic framework as a matrix for analysis of small molecules using laser desorption/ionization mass spectrometry. Chem. Commun. 2019, 55, 6898-6901.
[56] Pei, C.C.; Liu, C.; Wang, Y.; Cheng, D.; Li, R.X.; Shu, W.K.; Zhang, C.Q.; Hu, W.L.; Jin, A.H.; Yang, Y.N.; Wan, J.J. FeOOH@Metal-organic framework core-satellite nanocomposites for the serum metabolic fingerprinting of gynecological cancers. Angew. Chemie Int. Ed. 2020, 59, 10831-10835.
[57] Feng, D.; Xia, Y. Covalent organic framework as efficient desorption/ionization matrix for direct detection of small molecules by laser desorption/ionization mass spectrometry. Anal. Chimica Acta. 2018, 1014, 58-63.
[58] Hu, K.; Lv, Y.; Ye, F.G.; Chen, T.; Zhao, S.L. Boric-acid-functionalized covalent organic framework for specific enrichment and direct detection of cis-diol-containing compounds by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Anal. Chem. 2019, 91, 6353-6362. |
| [1] | Wenzhe Li, Xia Yuan, Bo Xu, Shuxiang Song. Applications of multiplexed immunohistochemistry/immunofluorescence and multispectral imaging technology in the field of tumor immunotherapy [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(10): 734-747. |
| [2] | Yi Zhou, Junli Lai, Feng Qiu, Jun Zhang. Development and validation of an HPLC-UV method for routine trough plasma concentration monitoring of imatinib in Chinese patients with gastrointestinal stromal tumor [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(9): 637-648. |
| [3] | Qian Wang, Jing Wang, Shuxiang Song, Guiwang Zhu, Ze Cao, Zhenming Liu. Microscale thermophoresis in the investigation of biomolecular interactions [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(9): 656-665. |
| [4] | Shaojing Liu, Bei Qin, Hongfang Han, Li Li, Lili Yu, Xiaojing Xu. Preparative separation of high-purity troxerutin and related substances from mother liquor of troxerutin by silica gel column chromatography and semi-preparative liquid chromatography [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(7): 487-493. |
| [5] | Jing Wang, Qian Wang, Shuxiang Song. Research progress of surface plasmon resonance technology in drug discovery [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(7): 504-513. |
| [6] | Jialin Du, Liangjiu Yang, Kezhao Wei, Can Gong, Jianping Gao, Xu Xu. Determination of free fatty acids in rabbit plasma by GC-MS after trimethylsilylation derivatization [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(6): 411-421. |
| [7] | Xuejiao Li, Jianwei Dong, Xiu Gao, Guijun Li, Junyou Shi, Yanqing Zhang. Application of a quantitative 1H NMR method for rapid extraction and determination of the content of paeonol in Cynanchum paniculatum [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(6): 422-430. |
| [8] | Yufang Sun, Chen Zheng, Bo Xu. Research on Moflo XDP high speed cell sorting techniques and parameter optimization [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(5): 355-363. |
| [9] | Xiaoting Liu, Jingna Xu, Kun Xiao, Qiangsheng Guo, Xu Xu. Determination of chlorogenic acid in traditional Chinese prescription Shuanghuanglian capsule using quantitative nuclear magnetic resonance spectroscopy in combination with solid phase extraction [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(4): 227-235. |
| [10] | Sufang Zhang, Cong Li, Ying Zhang, Juncheng Zou, Yinzhu Cui, Xiaomei Ling. Determination of β-amyloid peptides in vitro aggregation process by electrochemistry [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(3): 199-205. |
| [11] | Yue Zou, Yang Li, Nanyin Han. The granule characteristics of yam, sweet potato and tapioca starches determined by gravitational field-flow fractionation [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(2): 113-122. |
| [12] | Shuxiang Song. Construction and open access management of large-scale instrument platform [J]. Journal of Chinese Pharmaceutical Sciences, 2020, 29(2): 130-138. |
| [13] | Xiwei Ji, Zisheng Kang, Yun Li, Xiping Yang, Xifeng Ma, Chongtie Shi, Yuan Lv. An established LC-MS/MS method and a developed PK model for the study of pharmacokinetic properties of benapenem in infected mice [J]. Journal of Chinese Pharmaceutical Sciences, 2019, 28(11): 802-811. |
| [14] | Ruiyan Li, Mingbo Zhao, Pengfei Tu, Yong Jiang. Simultaneous determination of five phenylethanoid glycosides in Cistanches Herba using quantitative analysis of multi-components by single marker [J]. Journal of Chinese Pharmaceutical Sciences, 2019, 28(8): 537-546. |
| [15] | Yingli Xu, Guangcan Bai, Jingfen Lu. Management of electron paramagnetic resonance spectrometer in a university core laboratory [J]. Journal of Chinese Pharmaceutical Sciences, 2019, 28(7): 519-526. |
| Viewed | ||||||
|
Full text |
|
|||||
|
Abstract |
|
|||||
