Direct Analysis of Triterpenes from High-Salt Fermented Cucumbers Using Infrared Matrix-Assisted Laser Desorption Electrospray Ionization (IR-MALDESI)

Journal of the American Society for Mass Spectrometry

Volumn 28, Issue 2, 2017, Pages 370-375

  Ekelöf, Måns ^a   McMurtrie, Erin K ^a   Nazari, Milad ^a   Johanningsmeier, Suzanne D ^a,b   Muddiman, David C ^a  

^a NORTH CAROLINA STATE UNIVERSITY   (United States)

^b NORTH CAROLINA STATE UNIVERSITY   (United States)

Author keywords

Direct analysis; Fermented vegetable composition; Food preservation; HRAM; IR MALDESI; Mass spectrometry imaging; Phytosterols; Q Exactive

Indexed keywords

ALCOHOLS; DESALINATION; DESORPTION; FOOD PRESERVATION; LIPIDS; MASS SPECTROMETRY; SODIUM CHLORIDE;

DIRECT ANALYSIS; HRAM; MASS-SPECTROMETRY IMAGING; PHYTOSTEROLS; Q EXACTIVE;

ELECTROSPRAY IONIZATION;

LIPID; LUPEOL; SITOSTEROL; SODIUM CHLORIDE; STIGMASTEROL; TRITERPENE DERIVATIVE; TRITERPENOID; TRITERPENE;

ANALYTIC METHOD; ARTICLE; CUCUMBER; FERMENTED PRODUCT; MASS; MASS SPECTROMETER; MATRIX-ASSISTED LASER DESORPTION-IONIZATION MASS SPECTROMETRY; NONHUMAN; STRUCTURE ANALYSIS; TANDEM MASS SPECTROMETRY; ANALYSIS; CHEMISTRY; FOOD ANALYSIS; FOOD STORAGE; IMAGE PROCESSING; PROCEDURES;

CUCUMIS SATIVUS; FERMENTED FOODS; FOOD ANALYSIS; FOOD STORAGE; IMAGE PROCESSING, COMPUTER-ASSISTED; SODIUM CHLORIDE; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION; TANDEM MASS SPECTROMETRY; TRITERPENES;

EID: 85009231035     PISSN: 10440305     EISSN: 18791123     Source Type: Journal    
DOI: 10.1007/s13361-016-1541-7     Document Type: Article

References (40)

1. Bedner, M., Schantz, M.M., Sander, L.C., Sharpless, K.E.: Development of liquid chromatographic methods for the determination of phytosterols in Standard Reference Materials containing saw palmetto. J. Chromatogr. A 1192, 74–80 (2008)
2. Canabate-Diaz, B., Carretero, A.S., Fernandez-Gutierrez, A., Vega, A.B., Frenich, A.G., Vidal, J.L.M.: Separation and determination of sterols in olive oil by HPLC-MS. Food Chem. 102, 593–598 (2007)
3. Careri, M., Bianchi, F., Corradini, C.: Recent advances in the application of mass spectrometry in food-related analysis. J. Chromatogr. A 970, 3–64 (2002)
4. Dettmer, K., Aronov, P.A., Hammock, B.D.: Mass spectrometry-based metabolomics. Mass Spectrom. Rev. 26, 51–78 (2007)
5. Japelt, R.B., Silvestro, D., Smedsgaard, J., Jensen, P.E., Jakobsen, J.: LC-MS/MS with atmospheric pressure chemical ionisation to study the effect of UV treatment on the formation of vitamin D-3 and sterols in plants. Food Chem. 129, 217–225 (2011)
6. Jessome, L.L., Volmer, D.A.: Ion suppression: a major concern in mass spectrometry. LC– GC N. Am. 24, 498–508 (2006)
7. Lu, B.Y., Zhang, Y., Wu, X.Q., Shi, H.: Separation and determination of diversiform phytosterols in food materials using supercritical carbon dioxide extraction and ultraperformance liquid chromatography-atmospheric pressure chemical ionization-mass spectrometry. Anal. Chim. Acta 588, 50–63 (2007)
8. Mo, S.Y., Dong, L.L., Hurst, W.J., van Breemen, R.B.: Quantitative analysis of phytosterols in edible oils using APCI liquid chromatography-tandem mass spectrometry. Lipids 48, 949–956 (2013)
9. Rozenberg, R., Ruibal-Mendieta, N.L., Petitjean, G., Cani, P., Delacroix, D.L., Delzenne, N.M.: Phytosterol analysis and characterization in spelt (Triticum aestivum ssp spelta L.) and wheat (T. aestivum L.) lipids by LC/APCI-MS. J. Cereal Sci 38, 189–197 (2003)
10. Annesley, T.M.: Ion suppression in mass spectrometry. Clin. Chem. 49, 1041–1044 (2003)
11. Constantopoulos, T.L., Jackson, G.S., Enke, C.G.: Effects of salt concentration on analyte response using electrospray ionization mass spectrometry. J. Am. Soc. Mass Spectrom. 10, 625–634 (1999)
12. Takats, Z., Wiseman, J.M., Gologan, B., Cooks, R.G.: Mass spectrometry sampling under ambient conditions with desorption electrospray ionization. Science 306, 471–473 (2004)
13. Chang, D.Y., Lee, C.C., Shiea, J.: Detecting large biomolecules from high-salt solutions by fused-droplet electrospray ionization mass spectrometry. Anal. Chem. 74, 2465–2469 (2002)
14. Sampson, J.S., Hawkridge, A.M., Muddiman, D.C.: Generation and detection of multiply-charged peptides and proteins by matrix-assisted laser desorption electrospray ionization (MALDESI) Fourier transform ion cyclotron resonance mass spectrometry. J. Am. Soc. Mass Spectrom. 17, 1712–1716 (2006)
15. Jackson, A.U., Talaty, N., Cooks, R.G., Van Berkel, G.J.: Salt tolerance of desorption electrospray ionization (DESI). J. Am. Soc. Mass Spectrom. 18, 2218–2225 (2007)
16. Wilm, M., Mann, M.: Analytical properties of the nanoelectrospray ion source. Anal. Chem. 68, 1–8 (1996)
17. Mandal, M.K., Chen, L.C., Hashimoto, Y., Yu, Z., Hiraoka, K.: Detection of biomolecules from solutions with high concentration of salts using probe electrospray and nano-electrospray ionization mass spectrometry. Anal. Methods (UK) 2, 1905–1912 (2010)
18. Robichaud, G., Barry, J.A., Garrard, K.P., Muddiman, D.C.: Infrared matrix-assisted laser desorption electrospray ionization (IR-MALDESI) imaging source coupled to a FT-ICR Mass Spectrometer. J. Am. Soc. Mass Spectrom. 24, 92–100 (2013)
19. Barry, J.A., Robichaud, G., Bokhart, M.T., Thompson, C., Sykes, C., Kashuba, A.D.M.: Mapping antiretroviral drugs in tissue by IR-MALDESI MSI coupled to the Q Exactive and comparison with LC-MS/MS SRM assay. J. Am. Soc. Mass Spectrom. 25, 2038–2047 (2014)
20. Robichaud, G., Barry, J.A., Muddiman, D.C.: IR-MALDESI mass spectrometry imaging of biological tissue sections using ice as a matrix. J. Am. Soc. Mass Spectrom. 25, 319–328 (2014)
21. Waymouth, C.: Osmolality of mammalian blood and of media for culture of mammalian cells. In Vitro Cell. Dev. B 6, 109–127 (1970)
22. Chambers, M.C., Maclean, B., Burke, R., Amodei, D., Ruderman, D.L., Neumann, S.: A cross-platform toolkit for mass spectrometry and proteomics. Nat. Biotechnol. 30, 918–920 (2012)
23. Race, A.M., Styles, I.B., Bunch, J.: Inclusive sharing of mass spectrometry imaging data requires a converter for all. J. Proteomics 75, 5111–5112 (2012)
24. Robichaud, G., Garrard, K.P., Barry, J.A., Muddiman, D.C.: MSiReader: an open-source interface to view and analyze high resolving power MS imaging files on Matlab platform. J. Am. Soc. Mass Spectrom. 24, 718–721 (2013)
25. Smith, C.A., O'Maille, G., Want, E.J., Qin, C., Trauger, S.A., Brandon, T.R.: METLIN—a metabolite mass spectral database. Ther. Drug Monit. 27, 747–751 (2005)
26. Moreau, R.A., Whitaker, B.D., Hicks, K.B.: Phytosterols, phytostanols, and their conjugates in foods: structural diversity, quantitative analysis, and health-promoting uses. Prog. Lipid Res. 41, 457–500 (2002)
27. Sucrow, W., Reimerde, A.: Delta7-sterines from cucurbitaceae. Z Naturforsch B 23, 42–45 (1968)
28. Morita, M., Shibuya, M., Kushiro, T., Masuda, K., Ebizuka, Y.: Molecular cloning and functional expression of triterpene synthases from pea (Pisum sativum)—new α-amyrin-producing enzyme is a multifunctional triterpene synthase. Eur. J. Biochem. 267, 3453–3460 (2000)
29. Naumoska, K., Vovk, I.: Analysis of triterpenoids and phytosterols in vegetables by thin-layer chromatography coupled to tandem mass spectrometry. J. Chromatogr. A 1381, 229–238 (2015)
30. Pop, G., Galuscan, A., Peev, C., Militaru, A., Vlase, L., Ardelean, L.: HPLC-MS identification of sterol fractios from vegetable oil. Rev. Chim. (Bucharest) 63(1046–1050) (2012)
31. Itoh, T., Shigemoto, T., Shimizu, N., Tamura, T., Matsumoto, T.: Triterpene alcohols in the seeds of 2 cucumis species of cucurbitaceae. Phytochemistry 21, 2414–2415 (1982)
32. Nes, W.D., Heftmann, E.: A comparison of triterpenoids with steroids as membrane-components. J. Nat. Prod. 44, 377–400 (1981)
33. van Meer, G., Voelker, D.R., Feigenson, G.W.: Membrane lipids: where they are and how they behave. Nat. Rev. Mol. Cell Biol. 9, 112–124 (2008)
34. Meleard, P., Gerbeaud, C., Pott, T., Fernandez Puente, L., Bivas, I., Mitov, M.D.: Bending elasticities of model membranes: influences of temperature and sterol content. Biophys. J. 72, 2616–2629 (1997)
35. Geuns, J.M.C.: Variations in sterol composition in etiolated mung bean seedlings. Phytochemistry 12, 103–106 (1973)
36. Vlahakis, C., Hazebroek, J.: Phytosterol accumulation in canola, sunflower, and soybean oils: effects of genetics, planting location, and temperature. J. Am. Oil Chem. Soc. 77, 49–53 (2000)
37. Whitaker, B.D.: Changes in lipids of tomato fruit stored at chilling and non-chilling temperatures. Phytochemistry 30, 757–761 (1991)
38. Kuiper, P.J.C.: Environmental-changes and lipid-metabolism of higher-plants. Physiol. Plant. 64, 118–122 (1985)
39. Szakiel, A., Paczkowski, C., Pensec, F., Bertsch, C.: Fruit cuticular waxes as a source of biologically active triterpenoids. Phytochem. Rev. 11, 263–284 (2012)
40. Killops, S.D., Frewin, N.L.: Triterpenoid diagenesis and cuticular preservation. Org. Geochem. 21, 1193–1209 (1994)