Neutral pectin side chains of Amaranth (Amaranthus hypochondriacus) contain long, partially branched arabinans and short galactans, both with terminal arabinopyranoses

Journal of Agricultural and Food Chemistry

Volumn 63, Issue 2, 2015, Pages 707-715

  Wefers, Daniel ^a   Tyl, Catrin E ^b   Bunzel, Mirko ^a  

^a KARLSRUHE INSTITUTE OF TECHNOLOGY   (Germany)

^b UNIVERSITY OF MINNESOTA   (United States)

Author keywords

Amaranthus hypochrondriacus; arabinans; arabinopyranose; cell wall; dietary fiber; galactans; methylation analysis; NMR; oligosaccharides

Indexed keywords

ALKYLATION; CHAINS; METHYLATION; NUCLEAR MAGNETIC RESONANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OLIGOSACCHARIDES; POLYSACCHARIDES; SUGAR BEETS;

AMARANTHUS; ARABINANS; ARABINOPYRANOSE; CELL WALLS; DIETARY FIBERS; GALACTANS; METHYLATION ANALYSIS;

FIBERS;

AMARANTHUS; AMARANTHUS CAUDATUS; AMARANTHUS HYPOCHONDRIACUS; BETA VULGARIS SUBSP. VULGARIS; SOLANUM TUBEROSUM; TRIFOLIUM PRATENSE;

ARABAN; GALACTAN; PECTIN; PLANT EXTRACT; POLYSACCHARIDE;

AMARANTHUS; ANALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; DIETARY FIBER; PLANT SEED;

AMARANTHUS; DIETARY FIBER; GALACTANS; MOLECULAR STRUCTURE; PECTINS; PLANT EXTRACTS; POLYSACCHARIDES; SEEDS;

EID: 84921444455     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf505283x     Document Type: Article

References (34)

1. Bressani, R.; Gonzales, J. M.; Zuniga, J.; Breuner, M.; Elias, L. G. Yield, selected chemical composition and nutritive value of 14 selections of amaranth grain representing four species J. Sci. Food Agric. 1987, 38, 347-356
2. Alvarez-Jubete, L.; Arendt, E. K.; Gallagher, E. Nutritive value and chemical composition of pseudocereals as gluten-free ingredients Int. J. Food Sci. Nutr. 2009, 60, 240-257
3. AACC The definition of dietary fiber Cereal Foods World 2001, 46, 112-126
4. Pedersen, B.; Knudsen, K. E. B.; Eggum, B. O. The nutritive value of amaranth grain (Amaranthus caudatus) 3. Energy and fibre of raw and processed grain Plant Foods Hum. Nutr. 1990, 40, 61-71
5. Lamothe, L. M.; Srichuwong, S.; Reuhs, B. L.; Hamaker, B. R. Quinoa (Chenopodium quinoa W.) and amaranth (Amaranthus caudatus L.) provide dietary fibres high in pectic substances and xyloglucans Food Chem. 2015, 167, 490-496
6. Bunzel, M.; Ralph, J.; Steinhart, H. Association of non-starch polysaccharides and ferulic acid in grain amaranth (Amaranthus caudatus L.) dietary fiber Mol. Nutr. Food Res. 2005, 49, 551-559
7. Voragen, A. G. J.; Coenen, G. J.; Verhoef, R. P.; Schols, H. A. Pectin, a versatile polysaccharide present in plant cell walls Struct. Chem. 2009, 20, 263-275
8. Pena, M. J.; Carpita, N. C. Loss of highly branched arabinans and debranching of rhamnogalacturonan I accompany loss of firm texture and cell separation during prolonged storage of apple Plant Physiol. 2004, 135, 1305-1313
9. Kabel, M. A.; Kortenoeven, L.; Schols, H. A.; Voragen, A. G. J. In vitro fermentability of differently substituted xylo-oligosaccharides J. Agric. Food Chem. 2002, 50, 6205-6210
10. Gniechwitz, D.; Reichardt, N.; Blaut, M.; Steinhart, H.; Bunzel, M. Dietary fiber from coffee beverage: degradation by human fecal microbiota J. Agric. Food Chem. 2007, 55, 6989-6996
11. Prosky, L.; Asp, N. G.; Schweizer, T. F.; Devries, J. W.; Furda, I. Determination of insoluble, soluble, and total dietary fiber in foods and food products: Interlaboratory study J. Assoc. Off. Anal. Chem. 1988, 71, 1017-1023
12. Willis, R. B.; Montgomery, M. E.; Allen, P. R. Improved method for manual, colorimetry determination of total Kjeldahl nitrogen using salicylate J. Agric. Food Chem. 1996, 44, 1804-1807
13. Saeman, J. F.; Bubl, J. L.; Harris, E. E. Quantitative saccharification of wood and cellulose Ind. Eng. Chem., Anal. Ed. 1945, 17, 35-37
14. De Ruiter, G. A.; Schols, H. A.; Voragen, A. G. J.; Rombouts, F. M. Carbohydrate analysis of water-soluble uronic acid-containing polysaccharides with high-performance anion-exchange chromatography using methanolysis combined with TFA hydrolysis is superior to four other methods Anal. Biochem. 1992, 207, 176-185
15. Leontein, K.; Lindberg, B.; Lonngren, J. Assignment of absolute configuration of sugars by GLC of their acetylated glycosides formed from chiral alcohols Carbohydr. Res. 1978, 62, 359-362
16. Gottlieb, H. E.; Kotlyar, V.; Nudelman, A. NMR chemical shifts of common laboratory solvents as trace impurities J. Org. Chem. 1997, 62, 7512-7515
17. Pitson, S. M.; Voragen, A. G. J.; Vincken, J. P.; Beldman, G. Action patterns and mapping of the substrate-binding regions of endo -(1→5)-α- l -arabinanases from Aspergillus niger and Aspergillus aculeatus Carbohydr. Res. 1997, 303, 207-218
18. Nunes, F. M.; Coimbra, M. A. Chemical characterization of the high molecular weight material extracted with hot water from green and roasted arabica coffee J. Agric. Food Chem. 2001, 49, 1773-1782
19. Sweet, D. P.; Shapiro, R. H.; Albersheim, P. Quantitative-analysis by various GLC response-factor theories for partially methylated and partially ethylated alditol acetates Carbohydr. Res. 1975, 40, 217-225
20. Westphal, Y.; Kühnel, S.; de Waard, P.; Hinz, S. W. A.; Schols, H. A.; Voragen, A. G. J.; Gruppen, H. Branched arabino-oligosaccharides isolated from sugar beet arabinan Carbohydr. Res. 2010, 345, 1180-1189
21. Navarro, D. A.; Cerezo, A. S.; Stortz, C. A. NMR spectroscopy and chemical studies of an arabinan-rich system from the endosperm of the seed of Gleditsia triacanthos Carbohydr. Res. 2002, 337, 255-263
22. Capek, P.; Toman, R.; Kardosova, A.; Rosik, J. Polysaccharides from the roots of the marsh mallow (Althaea officinalis L., var. Rhobusta): structure of an arabinan Carbohydr. Res. 1983, 117, 133-140
23. Swamy, N. R.; Salimath, P. V. Arabinans from Cajanus cajan cotyledon Phytochemistry 1991, 30, 263-265
24. Ishii, T.; Konishi, T.; Ito, Y.; Ono, H.; Ohnishi-Kameyama, M.; Maeda, I. A β-(1→3)-arabinopyranosyltransferase that transfers a single arabinopyranose onto arabino-oligosaccharides in mung bean (Vigna radiate) hypocotyls Phytochemistry 2005, 66, 2418-2425
25. Fransen, C. T. M.; Van Laere, K. M. J.; van Wijk, A. A. C.; Brull, L. P.; Dignum, M.; Thomas-Oates, J. E.; Haverkamp, J.; Schols, H. A.; Voragen, A. G. J.; Kamerling, J. P.; Vliegenthart, J. F. G. α- d -Glc p -(1虠1)-β- d -Gal p -containing oligosaccharides, novel products from lactose by the action of β-galactosidase Carbohydr. Res. 1998, 314, 101-114
26. Lichtenthaler, F. W.; Oberthur, M.; Peters, S. Directed and efficient syntheses of β(1→4)-linked galacto-oligosaccharides Eur. J. Org. Chem. 2001, 2001, 3849-3869
27. Ishii, T.; Ono, H.; Ohnishi-Kameyama, M.; Maeda, I. Enzymic transfer of α- l -arabinopyranosyl residues to exogenous 1,4-linked β- d -galacto-oligosaccharides using solubilized mung bean (Vigna radiata) hypocotyl microsomes and UDP-β- l -arabinopyranose Planta 2005, 221, 953-963
28. Huisman, M. M. H.; Brull, L. P.; Thomas-Oates, J. E.; Haverkamp, J.; Schols, H. A.; Voragen, A. G. J. The occurrence of internal (1→5)-linked arabinofuranose and arabinopyranose residues in arabinogalactan side chains from soybean pectic substances Carbohydr. Res. 2001, 330, 103-114
29. Westphal, Y.; Kühnel, S.; Schols, H. A.; Voragen, A. G. J.; Gruppen, H. LC/CE-MS tools for the analysis of complex arabino-oligosaccharides Carbohydr. Res. 2010, 345, 2239-2251
30. Dunkel, M. P. H.; Amado, R. Analysis of endo -(1→5)-α- l -arabinanase degradation patterns of linear (1→5)-α- l -arabino-oligosaccharides by high-performance anion-exchange chromatography with pulsed amperometric detection Carbohydr. Res. 1995, 268, 151-158
31. Yamaguchi, F.; Inoue, S.; Hatanaka, C. Purification and properties of endo-β-1,4-galactanase from Aspergillus niger Biosci., Biotechnol., Biochem. 1995, 59, 1742-1744
32. Luonteri, E.; Laine, C.; Uusitalo, S.; Teleman, A.; Siika-aho, M.; Tenkanen, M. Purification and characterization of Aspergillus β- d -galactanases acting on β-1,4- and β-1,3/6-linked arabinogalactans Carbohydr. Polym. 2003, 53, 155-168
33. Van de Vis, J. W.; Searle-van Leeuwen, M. J. F.; Siliha, H. A.; Kormelink, F. J. M.; Voragen, A. G. J. Purification and characterization of endo -1,4-β- d -galactanases from Aspergillus niger and Aspergillus aculeatus: Use in combination with arabinanases from Aspergillus niger in enzymatic conversion of potato arabinogalactan Carbohydr. Polym. 1991, 16, 167-187
34. Eriksson, I.; Andersson, R.; Westerlund, E.; Andersson, R.; Aman, P. Structural features of an arabinan fragment isolated from the water-soluble fraction of dehulled rapeseed Carbohydr. Res. 1996, 281, 161-172