LC-MS analysis reveals the presence of graminan- and neo-type fructans in wheat grains

Journal of Cereal Science

Volumn 61, Issue , 2015, Pages 133-138

  Verspreet, Joran ^a   Holmgaard Hansen, Anders ^b   Dornez, Emmie ^a   Delcour, Jan A ^a   Van den Ende, Wim ^a   Harrison, Scott J ^b   Courtin, Christophe M ^a  

^a LEUVEN FOOD SCIENCE AND NUTRITION RESEARCH CENTRE LFORCE   (Belgium)

^b Chalmers University of Technology   (Denmark)

Author keywords

Liquid chromatography mass spectrometry; Structural identification; Wheat grain fructans

Indexed keywords

TRITICUM AESTIVUM;

EID: 84922505482     PISSN: 07335210     EISSN: 10959963     Source Type: Journal    
DOI: 10.1016/j.jcs.2014.08.012     Document Type: Article

References (32)

1. Allsopp P., Possemiers S., Campbell D., Oyarzábal I.S., Gill C., Rowland I. An exploratory study into the putative prebiotic activity of fructans isolated from Agave angustifolia and the associated anticancer activity. Anaerobe 2013, 22:38-44.
2. Bancal P., Carpita N.C., Gaudillère J.P. Differences in fructan accumulated in induced and field-grown wheat plants: an elongation-trimming pathway for their synthesis. New. Phytol. 1992, 120:313-321.
3. Bechtel D.B., Abecassis J., Shewry P.R., Evers A.D. Development, structure, and mechanical properties of the wheat grain. Wheat: Chemistry and Technology 2009, 51-118. AACC International, Inc., St.Paul, Minnesota. K. Khan, P.R. Shewry (Eds.).
4. Bonnett G.D., Sims I.M., Simpson R.J., Cairns A.J. Structural diversity of fructan in relation to the taxonomy of the Poaceae. New. Phytol. 1997, 136:11-17.
5. Carpita N.C., Housley T.L., Hendrix J.E. New features of plant-fructan structure revealed by methylation analysis and C-13 NMR-spectroscopy. Carbohydr. Res. 1991, 217:127-136.
6. Carpita N.C., Kanabus J., Housley T.L. Linkage structure of fructans and fructan oligomers from Triticum aestivum and Festuca arundinacea leaves. J.Plant Physiol. 1989, 134:162-168.
7. Delcour J.A., Hoseney R.C. Principles of Cereal Science and Technology 2010, AACC International, St. Paul, Minnesota. third ed.
8. Domon B., Costello C. Asystematic nomenclature for carbohydrate fragmentations in FAB-MS/MS spectra of glycoconjugates. Glycoconj. J. 1988, 5:397-409.
9. Harrison J. Developing Metabolomics-type Techniques for the High-throughput Analysis of Carbohydrate Polymers to Improve Our Understanding of Fructan Biosynthesis in Grasses 2012, 199. University of Auckland, Auckland, (PhD thesis).
10. 13C-labeled fructans revealing differentiating fragmentation patterns of beta (1-2) and beta (2-6) fructans and providing a tool for oligosaccharide identification in complex mixtures. Anal. Chem. 2012, 84:1540-1548.
11. Haskå L., Nyman M., Andersson R. Distribution and characterisation of fructan in wheat milling fractions. J.Cereal Sci. 2008, 48:768-774.
12. Iizuka M., Yamaguchi H., Ono S., Minamiura N. Production and isolation of levan by use of levansucrase immobilized on the ceramic support SM-10. Biosci. Biotechnol. Biochem. 1993, 57:322-324.
13. Lasseur B., Lothier J., Wiemken A., Van Laere A., Morvan-Bertrand A., Ende W.V.d., Prud'homme M.-P. Towards a better understanding of the generation of fructan structure diversity in plants: molecular and functional characterization of a sucrose:fructan 6-fructosyltransferase (6-SFT) cDNA from perennial ryegrass (Lolium perenne). J.Exp. Bot. 2011, 62:1871-1885.
14. McCleary B.V. Development of an integrated total dietary fiber method consistent with the codex alimentarius definition. Cereal Foods World 2010, 55:24-28.
15. Medcalf D.G., Cheung P.W. Composition and structure of glucofructans from durum wheat flours. Cereal Chem. 1971, 48:1-8.
16. Montgomery R., Smith F. The carbohydrates of Gramineae. 9. The constitution of a glucofructan of the endosperm of wheat (Triticum vulgare). J.Am. Chem. Soc. 1957, 79:446-450.
17. Moshfegh A.J., Friday J.E., Goldman J.P., Ahuja J.K.C. Presence of inulin and oligofructose in the diets of Americans. J.Nutr. 1999, 129:1407-1411.
18. Pollet A., Van Craeyveld V., Van de Wiele T., Verstraete W., Delcour J.A., Courtin C.M. Invitro fermentation of arabinoxylan oligosaccharides and low molecular mass arabinoxylans with different structural properties from wheat (Triticum aestivum L.) bran and psyllium (Plantago ovata Forsk) seed husk. J.Agric. Food Chem. 2011, 60:946-954.
19. Roberfroid M., Gibson G.R., Hoyles L., McCartney A.L., Rastall R., Rowland I., Wolvers D., Watzl B., Szajewska H., Stahl B., Guarner F., Respondek F., Whelan K., Coxam V., Davicco M.-J., Léotoing L., Wittrant Y., Delzenne N.M., Cani P.D., Neyrinck A.M., Meheust A. Prebiotic effects: metabolic and health benefits. Br. J. Nutr. 2010, 104:S1-S63.
20. Shewry P.R., Mitchell R.A.C., Tosi P., Wan Y., Underwood C., Lovegrove A., Freeman J., Toole G.A., Mills E.N.C., Ward J.L. An integrated study of grain development of wheat (cv. Hereward). J.Cereal Sci. 2012, 56:21-30.
21. Shiomi N. Properties of fructosyltransferases involved in the synthesis of fructan in Liliaceous plants. J.Plant Physiol. 1989, 134:151-155.
22. Shiomi N., Onodera S., Sakai H. Fructo-oligosaccharide content and fructosyltransferase activity during growth of onion bulbs. New. Phytol. 1997, 136:105-113.
23. Urías-Silvas J.E., Cani P.D., Delmée E., Neyrinck A., López M.G., Delzenne N.M. Physiological effects of dietary fructans extracted from Agave tequilana Gto. and Dasylirion spp. Br. J. Nutr. 2008, 99:254-261.
24. Van den Ende W. Multifunctional fructans and raffinose family oligosaccharides. Front. Plant Sci. 2013, 4.
25. Van den Ende W., Clerens S., Vergauwen R., Van Riet L., Van Laere A., Yoshida M., Kawakami A. Fructan 1-exohydrolases. β-(2,1)-trimmers during graminan biosynthesis in stems of wheat? Purification, characterization, mass mapping, and cloning of two fructan 1-exohydrolase isoforms. Plant Physiol. 2003, 131:621-631.
26. Van den Ende W., Coopman M., Clerens S., Vergauwen R., Le Roy K., Lammens W., Van Laere A. Unexpected presence of graminan- and levan-type fructans in the evergreen frost-hardy eudicot Pachysandra terminalis (Buxaceae): purification, cloning, and functional analysis of a 6-SST/6-SFT enzyme. Plant Physiol. 2011, 155:603-614.
27. Verspreet J., Cimini S., Vergauwen R., Dornez E., Locato V., Le Roy K., De Gara L., Van den Ende W., Delcour J.A., Courtin C.M. Fructan metabolism in developing wheat (Triticum aestivum L.) kernels. Plant Cell Physiol. 2013, 54:2047-2057.
28. Verspreet J., Hemdane S., Dornez E., Cuyvers S., Delcour J.A., Courtin C.M. Maximizing the concentrations of wheat grain fructans in bread by exploring strategies to prevent their yeast (Saccharomyces cerevisiae)-mediated degradation. J.Agric. Food Chem. 2013, 61:1397-1404.
29. Verspreet J., Hemdane S., Dornez E., Cuyvers S., Pollet A., Delcour J.A., Courtin C.M. Analysis of storage and structural carbohydrates in developing wheat (Triticum aestivum L.) grains using quantitative analysis and microscopy. J.Agric. Food Chem. 2013, 61:9251-9259.
30. Verspreet J., Holmgaard Hansen A., Dornez E., Courtin C.M., Harrison S. Anew high-throughput LC-MS method for the analysis of complex fructan mixtures. Anal. Bioanal. Chem. 2014, 406:4785-4788.
31. Verspreet J., Holmgaard Hansen A., Dornez E., Harrison S., Courtin C.M. LC-MS analysis of branched fructans produced invitro with carbon 13 labeled substrates. Rapid Commun. Mass Spectrom. 2014, 28:2191-2200.
32. Verspreet J., Pollet A., Cuyvers S., Vergauwen R., Van den Ende W., Delcour J.A., Courtin C.M. Asimple and accurate method for determining wheat grain fructan content and average degree of polymerization. J.Agric. Food Chem. 2012, 60:2102-2107.