Interrogation of spatial metabolome of Ginkgo biloba with high‐resolution matrix‐assisted laser desorption/ionization and laser desorption/ionization mass spectrometry imaging

Li, Bin; Neumann, Elizabeth K.; Ge, Junyue; Gao, Wen; Yang, Hua; Li, Ping; Sweedler, Jonathan V.

doi:10.1111/pce.13395

Title: Interrogation of spatial metabolome of Ginkgo biloba with high‐resolution matrix‐assisted laser desorption/ionization and laser desorption/ionization mass spectrometry imaging

Journal Article · Tue Aug 07 00:00:00 EDT 2018 · Plant, Cell and Environment

DOI:https://doi.org/10.1111/pce.13395· OSTI ID:1463202

^[1]; Neumann, Elizabeth K. ^[2]; Ge, Junyue ^[3]; Gao, Wen ^[3]; Yang, Hua ^[3]; Li, Ping ^[3]; Sweedler, Jonathan V. ^[2]

State Key Laboratory of Natural Medicines China Pharmaceutical University Nanjing China, School of Traditional Chinese Pharmacy China Pharmaceutical University Nanjing China, Department of Chemistry and Beckman Institute for Advanced Science and Technology University of Illinois at Urbana−Champaign Urbana Illinois United States
Department of Chemistry and Beckman Institute for Advanced Science and Technology University of Illinois at Urbana−Champaign Urbana Illinois United States
State Key Laboratory of Natural Medicines China Pharmaceutical University Nanjing China, School of Traditional Chinese Pharmacy China Pharmaceutical University Nanjing China

Abstract Ginkgo biloba is one of the oldest extant seed plants and has a number of unique properties and uses. Numerous efforts have characterized metabolites within the ginkgo plant and their corresponding biosynthesis pathways, but spatio‐chemical information on ginkgo metabolites is lacking. Mass spectrometry (MS) imaging was used to interrogate the spatio‐chemical localization of metabolites with matrix‐assisted laser desorption/ionization and laser desorption/ionization Fourier‐transform ion cyclotron resonance MS across the ginkgo leaf. Flavonoids, particularly unexpected and rare flavonoid cyclodimers, were detected predominately from leaf epidermis; ginkgolic acids and cardanols were observed exclusively in the secretory cavities. A non‐uniform distribution of flavonoids observed between the upper and lower leaf epidermis was verified by liquid chromatography–MS analyses. Other metabolites, such as saccharides, phospholipids, and chlorophylls, occurred mainly in mesophyll cells. Furthermore, organ‐ and tissue‐specific distributions of ginkgolides were revealed in the ginkgo root, young stem, and leaf. The acquired ion images provide important information regarding biosynthesis, transportation, and accumulation of metabolites throughout the ginkgo plant and should help us to understand the physiological roles of several plant secondary metabolites.

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Sponsoring Organization:: USDOE

OSTI ID:: 1463202

Journal Information:: Plant, Cell and Environment, Journal Name: Plant, Cell and Environment Vol. 41 Journal Issue: 11; ISSN 0140-7791

Publisher:: Wiley-BlackwellCopyright Statement

Country of Publication:: United Kingdom

Language:: English

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Cited by: 54 works

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References (38)

Ultrastructure of the Secretory Ducts of Rhus Glabra L. Fahn, Abraham; Evert, Ray F. American Journal of Botany, Vol. 61, Issue 1 https://doi.org/10.2307/2441239	journal	January 1974
Analytical capabilities of mass spectrometry imaging and its potential applications in food science Li, Bin; Dunham, Sage J. B.; Dong, Yonghui Trends in Food Science & Technology, Vol. 47 https://doi.org/10.1016/j.tifs.2015.10.018	journal	January 2016
Phylogeography of a living fossil: Pleistocene glaciations forced Ginkgo biloba L. (Ginkgoaceae) into two refuge areas in China with limited subsequent postglacial expansion Gong, Wei; Chen, Chuan; Dobeš, Christoph Molecular Phylogenetics and Evolution, Vol. 48, Issue 3 https://doi.org/10.1016/j.ympev.2008.05.003	journal	September 2008
Exodermis and endodermis are the sites of xanthone biosynthesis in Hypericum perforatum roots Tocci, Noemi; Gaid, Mariam; Kaftan, Filip New Phytologist, Vol. 217, Issue 3 https://doi.org/10.1111/nph.14929	journal	December 2017
Mass spectrometry imaging for plant biology: a review Boughton, Berin A.; Thinagaran, Dinaiz; Sarabia, Daniel Phytochemistry Reviews, Vol. 15, Issue 3 https://doi.org/10.1007/s11101-015-9440-2	journal	October 2015
Spatial Mapping and Profiling of Metabolite Distributions during Germination Feenstra, Adam D.; Alexander, Liza E.; Song, Zhihong Plant Physiology, Vol. 174, Issue 4 https://doi.org/10.1104/pp.17.00652	journal	June 2017
Visualizing metabolite distribution and enzymatic conversion in plant tissues by desorption electrospray ionization mass spectrometry imaging Li, Bin; Knudsen, Camilla; Hansen, Natascha Krahl The Plant Journal, Vol. 74, Issue 6 https://doi.org/10.1111/tpj.12183	journal	May 2013
Effect of Maysin on Wild-Type, Deltamethrin-Resistant, and Bt-Resistant Helicoverpa armigera (Lepidoptera: Noctuidae) Rector, Brian G.; Liang, Gemei; Guo, Yuyuan Journal of Economic Entomology, Vol. 96, Issue 3 https://doi.org/10.1603/0022-0493-96.3.909	journal	June 2003
Direct tissue analysis of phospholipids in rat brain using MALDI-TOFMS and MALDI-ion mobility-TOFMS Jackson, Shelley N.; Wang, Hay-Yan J.; Woods, Amina S. Journal of the American Society for Mass Spectrometry, Vol. 16, Issue 2 https://doi.org/10.1016/j.jasms.2004.10.002	journal	February 2005
Antibacterial Action of Anacardic Acids against Methicillin Resistant Staphylococcus aureus (MRSA) Kubo, Isao; Nihei, Ken-ichi; Tsujimoto, Kazuo Journal of Agricultural and Food Chemistry, Vol. 51, Issue 26 https://doi.org/10.1021/jf034674f	journal	December 2003
Use of mass spectrometry for imaging metabolites in plants: Mass spectrometry for imaging metabolites in plants Lee, Young Jin; Perdian, David C.; Song, Zhihong The Plant Journal, Vol. 70, Issue 1 https://doi.org/10.1111/j.1365-313X.2012.04899.x	journal	March 2012
Chemical analysis of Ginkgo biloba leaves and extracts van Beek, Teris A. Journal of Chromatography A, Vol. 967, Issue 1 https://doi.org/10.1016/S0021-9673(02)00172-3	journal	August 2002
METLIN: A Metabolite Mass Spectral Database Smith, Colin A.; Maille, Grace O??; Want, Elizabeth J. Therapeutic Drug Monitoring, Vol. 27, Issue 6 https://doi.org/10.1097/01.ftd.0000179845.53213.39	journal	January 2005
Ginkgo biloba extract: Mechanisms and clinical indications Diamond, Bruce J.; Shiflett, Samuel C.; Feiwel, Nancy Archives of Physical Medicine and Rehabilitation, Vol. 81, Issue 5 https://doi.org/10.1016/S0003-9993(00)90052-2	journal	May 2000
MALDI imaging mass spectrometry: molecular snapshots of biochemical systems Cornett, Dale S.; Reyzer, Michelle L.; Chaurand, Pierre Nature Methods, Vol. 4, Issue 10 https://doi.org/10.1038/nmeth1094	journal	September 2007
MALDI-imaging mass spectrometry - An emerging technique in plant biology Kaspar, Stephanie; Peukert, Manuela; Svatos, Ales PROTEOMICS, Vol. 11, Issue 9 https://doi.org/10.1002/pmic.201000756	journal	April 2011
P HOSPHOLIPID -B ASED S IGNALING IN P LANTS Meijer, Harold J. G.; Munnik, Teun Annual Review of Plant Biology, Vol. 54, Issue 1 https://doi.org/10.1146/annurev.arplant.54.031902.134748	journal	June 2003
Plants: novel developmental processes Goldberg, R. Science, Vol. 240, Issue 4858 https://doi.org/10.1126/science.3287622	journal	June 1988
Detection and localization of novel hordatine-like compounds and glycosylated derivates of hordatines by imaging mass spectrometry of barley seeds Gorzolka, Karin; Bednarz, Hanna; Niehaus, Karsten Planta, Vol. 239, Issue 6 https://doi.org/10.1007/s00425-014-2061-y	journal	March 2014
Spatially-resolved plant metabolomics: some potentials and limitations of Laser-Ablation Electrospray Ionization (LAESI) Mass Spectrometry metabolite imaging Etalo, Desalegn; de Vos, Ric CH; Joosten, Matthieu H. A. J. Plant Physiology https://doi.org/10.1104/pp.15.01176	journal	September 2015
Biological tissue imaging with time-of-flight secondary ion mass spectrometry and cluster ion sources Brunelle, Alain; Touboul, David; Laprévote, Olivier Journal of Mass Spectrometry, Vol. 40, Issue 8 https://doi.org/10.1002/jms.902	journal	August 2005
Direct tissue analysis using matrix-assisted laser desorption/ionization mass spectrometry: practical aspects of sample preparation Schwartz, Sarah A.; Reyzer, Michelle L.; Caprioli, Richard M. Journal of Mass Spectrometry, Vol. 38, Issue 7 https://doi.org/10.1002/jms.505	journal	January 2003
Emerging Roles of Anacardic Acid and Its Derivatives: A Pharmacological Overview: PHARMACOLOGICAL ROLES OF AA AND ITS DERIVATIVES Hemshekhar, Mahadevappa; Sebastin Santhosh, Martin; Kemparaju, Kempaiah Basic & Clinical Pharmacology & Toxicology, Vol. 110, Issue 2 https://doi.org/10.1111/j.1742-7843.2011.00833.x	journal	December 2011
Ultrastructure of the Resin Ducts of Mangifera indica L. (Anacardiaceae). 1. Differentiation and Senescence of the Shoot Ducts Joel, D. M.; Fahn, A. Annals of Botany, Vol. 46, Issue 2 https://doi.org/10.1093/oxfordjournals.aob.a085911	journal	August 1980
Atmospheric pressure MALDI mass spectrometry imaging of tissues and cells at 1.4-μm lateral resolution Kompauer, Mario; Heiles, Sven; Spengler, Bernhard Nature Methods, Vol. 14, Issue 1 https://doi.org/10.1038/nmeth.4071	journal	November 2016
A one-step matrix application method for MALDI mass spectrometry imaging of bacterial colony biofilms: One-step matrix application for MSI of biofilms Li, Bin; Comi, Troy J.; Si, Tong Journal of Mass Spectrometry, Vol. 51, Issue 11 https://doi.org/10.1002/jms.3827	journal	September 2016
Combining Metabolic Profiling and Gene Expression Analysis to Reveal the Biosynthesis Site and Transport of Ginkgolides in Ginkgo biloba L. Lu, Xu; Yang, Hua; Liu, Xinguang Frontiers in Plant Science, Vol. 8 https://doi.org/10.3389/fpls.2017.00872	journal	May 2017
Biology and chemistry of Ginkgo biloba Singh, Bikram; Kaur, Pushpinder Fitoterapia, Vol. 79, Issue 6 https://doi.org/10.1016/j.fitote.2008.05.007	journal	September 2008
Biginkgosides A–I, Unexpected Minor Dimeric Flavonol Diglycosidic Truxinate and Truxillate Esters from Ginkgo biloba Leaves and Their Antineuroinflammatory and Neuroprotective Activities Ma, Guang-Lei; Xiong, Juan; Yang, Guo-Xun Journal of Natural Products, Vol. 79, Issue 5 https://doi.org/10.1021/acs.jnatprod.6b00061	journal	May 2016
The Evolution of Plant Secretory Structures and Emergence of Terpenoid Chemical Diversity Lange, Bernd Markus Annual Review of Plant Biology, Vol. 66, Issue 1 https://doi.org/10.1146/annurev-arplant-043014-114639	journal	April 2015
Differential accumulation of maysin and rhamnosylisoorientin in leaves of high-altitude landraces of maize after UV-B exposure Casati, Paula; Walbot, Virginia Plant, Cell and Environment, Vol. 28, Issue 6 https://doi.org/10.1111/j.1365-3040.2005.01329.x	journal	June 2005
Mass Spectrometry Sampling Under Ambient Conditions with Desorption Electrospray Ionization Takats, Z. Science, Vol. 306, Issue 5695, p. 471-473 https://doi.org/10.1126/science.1104404	journal	October 2004
Laser Ablation Electrospray Ionization for Atmospheric Pressure, in Vivo, and Imaging Mass Spectrometry Nemes, Peter; Vertes, Akos Analytical Chemistry, Vol. 79, Issue 21 https://doi.org/10.1021/ac071181r	journal	November 2007
Laser-Induced Hydrogen Radical Removal in UV MALDI-MS Allows for the Differentiation of Flavonoid Monoglycoside Isomers Yamagaki, Tohru; Watanabe, Takehiro; Tanaka, Masaki Journal of The American Society for Mass Spectrometry, Vol. 25, Issue 1 https://doi.org/10.1007/s13361-013-0764-0	journal	November 2013
Localization and in-Vivo Characterization of Thapsia garganica CYP76AE2 Indicates a Role in Thapsigargin Biosynthesis Andersen, Trine Bundgaard; Martinez-Swatson, Karen Agatha; Rasmussen, Silas Anselm Plant Physiology, Vol. 174, Issue 1 https://doi.org/10.1104/pp.16.00055	journal	March 2017
Characterization of anacardic acids by micellar electrokinetic chromatography and mass spectrometry Česla, Petr; Blomberg, Lars; Hamberg, Mats Journal of Chromatography A, Vol. 1115, Issue 1-2 https://doi.org/10.1016/j.chroma.2006.02.070	journal	May 2006
Biomolecular Imaging with a C60-SIMS/MALDI Dual Ion Source Hybrid Mass Spectrometer: Instrumentation, Matrix Enhancement, and Single Cell Analysis Lanni, Eric J.; Dunham, Sage J. B.; Nemes, Peter Journal of The American Society for Mass Spectrometry, Vol. 25, Issue 11 https://doi.org/10.1007/s13361-014-0978-9	journal	September 2014
Comparison of sample pre-treatments for laser desorption ionization and secondary ion mass spectrometry imaging of Miscanthus×giganteus Li, Zhen; Bohn, Paul W.; Sweedler, Jonathan V. Bioresource Technology, Vol. 101, Issue 14 https://doi.org/10.1016/j.biortech.2010.01.136	journal	July 2010

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