Hostname: page-component-586b7cd67f-t7fkt Total loading time: 0 Render date: 2024-11-21T14:03:42.175Z Has data issue: false hasContentIssue false

Smectite-catalyzed dehydration of glucose

Published online by Cambridge University Press:  01 January 2024

Javier M. Gonzalez*
Affiliation:
Department of Agronomy, Iowa State University, Ames, IA 50011, USA
David A. Laird
Affiliation:
USDA-ARS, National Soil Tilth Laboratory, 2150 Pammel Drive, Ames, IA 50011, USA
*
*E-mail address of corresponding author: [email protected]
Rights & Permissions [Opens in a new window]

Abstract

Core share and HTML view are not available for this content. However, as you have access to this content, a full PDF is available via the ‘Save PDF’ action button.

The objective of this study was to determine whether smectites abiotically catalyze transformation of glucose under conditions relevant to soil organic matter (SOM) formation. Four smectites saturated with Na, Ca, Fe and Al were incubated under abiotic conditions with glucose solutions for 21 days at 37°C. After the incubations, soluble organic C recoveries ranged from 95 to 109.3%, relative to the amount of C added as glucose; however, glucose recoveries in the solutions ranged from 18.3 to 98.3%. The results indicate that a significant amount of the added glucose was abiotically transformed to soluble organic compounds other than glucose during the incubations. In general, glucose recoveries decreased with the acidic character of smectites: SWa-1 > Panther > Otay. Also, within clays, glucose recoveries decreased as the exchangeable cation became more acidic: Na > Ca > Al. Higher glucose recoveries were obtained for ‘Fe-rich’ smectites relative to ‘Fe-poor’ smectites, suggesting that Fe-oxyhydroxy coatings on smectite surfaces inhibit the transformation of glucose. High-pressure liquid chromatography analysis of the incubation solutions revealed small peaks for 5-(hydroxymethyl)-2-furaldehyde along with peaks for other unknown compounds. The results suggest that under conditions similar to those found in soils, smectites catalyze glucose dehydration to form furfural compounds. Polymerization of furfural compounds may be a major pathway leading to the formation of new humic materials in soils.

Type
Research Article
Copyright
Copyright © 2006, The Clay Minerals Society

References

Balogh, M. and Laszlo, P., (1993) Organic Chemistry Using Clays New York Springer-Verlag 184 pp.Google Scholar
Cheshire, M.V., (1979) Nature and Origin of Carbohydrates in Soils New York Academic Press 216 pp.Google Scholar
Farmer, V.C. and Russell, J.D., (1971) Interlayer complexes in layer silicates. The structure of water in lamellar ionic solutions Transactions of the Faraday Society 67 27372749 10.1039/tf9716702737.CrossRefGoogle Scholar
Feather, M.S. and Harris, J.F., (1973) Dehydration reactions of carbohydrates Advances of Carbohydrate Chemistry and Biochemistry 28 161224 10.1016/S0065-2318(08)60383-2.CrossRefGoogle Scholar
Ferrer, E. Alegria, A. Courtois, G. and Farre, R., (2000) High-performance liquid chromatographic determination of Maillard compounds in store-brand and name-brand ultra-high-temperature-treated cows’ milk Journal of Chromatography A 881 599606 10.1016/S0021-9673(00)00218-1.CrossRefGoogle ScholarPubMed
Frost, R.L. and Kloprogge, J.T., (2000) Vibrational spectroscopy of ferruginous smectite and nontronite Spectrochimica Acta, Part A 56 21772189 10.1016/S1386-1425(00)00279-1.CrossRefGoogle Scholar
Fusi, P. Ristori, G.G. Calamai, L. and Stotzky, G., (1989) Adsorption and binding of protein on “clean” (homoionic) and “dirty” (coated with Fe oxyhydroxides) montmorillonite, illite and kaolinite Soil Biology and Biochemistry 21 911920 10.1016/0038-0717(89)90080-1.CrossRefGoogle Scholar
Haider, K. and Martin, J.P., (1976) Decomposition of specifically carbon-14-labeled ferulic acid: Free and linked into model humic acid-type polymers Soil Science Society of America Journal 40 377380 10.2136/sssaj1976.03615995004000030022x.Google Scholar
Ikan, R. Ioselis, P. Rubinsztain, Y. Aizenshtat, Z. Pugmire, R. Anderson, L.L. and Ishiwatari, R., (1986) Carbohydrate origin of humic substances Naturwissenschaften 73 150151 10.1007/BF00367403.CrossRefGoogle Scholar
Johnston, C.T. Tombácz, E., Dixon, J.B. and Schulze, D.G., (2002) Surface chemistry of soil minerals Soil Mineralogy with Environmental Applications Madison, Wisconsin Soil Science Society of America 3767.Google Scholar
Koivula, N. and Hanninen, K., (2001) Concentrations of monosaccharides in humic substances in the early stages of humification Chemosphere 44 271279 10.1016/S0045-6535(00)00167-3.CrossRefGoogle ScholarPubMed
Laird, D.A. Dowdy, R.H. and Munter, R.C., (1991) Suspension nebulization analysis of clays by inductively coupled plasma-atomic emission spectroscopy Soil Science Society of America Journal 55 274278 10.2136/sssaj1991.03615995005500010047x.CrossRefGoogle Scholar
Lehnen, R. Saake, B. and Nimz, H.H., (2001) Furfural and hydroxymethylfurfural as by-products of FORMACELL pulping Holzforschung 55 199204 10.1515/HF.2001.033.CrossRefGoogle Scholar
Lourvanij, K. and Rorrer, G.L., (1994) Dehydration of glucose to organic acids in microporous pillared clay catalysts Applied Catalysis A — General 109 147165 10.1016/0926-860X(94)85008-9.CrossRefGoogle Scholar
Lourvanij, K. and Rorrer, G.L., (1997) Reaction rates for the partial dehydration of glucose to organic acids in solid-acid, molecular-sieving catalyst powders Journal of Chemical Technology and Biotechnology 69 3544 10.1002/(SICI)1097-4660(199705)69:1<35::AID-JCTB685>3.0.CO;2-9.3.0.CO;2-9>CrossRefGoogle Scholar
Moliner, A.M. and Street, J.J., (1989) Decomposition of hydrazine in aqueous solutions Journal of Environmental Quality 18 483487 10.2134/jeq1989.00472425001800040016x.CrossRefGoogle Scholar
Morrison, R.T. and Boyd, R.N., (1987) Organic Chemistry Boston, Massachusetts Allyn and Bacon, Inc. 1434 pp.Google Scholar
Mortland, M.M. and Raman, K.V., (1968) Surface acidity of smectites in relation to hydration, exchange cation and structure Clays and Clay Minerals 16 393398 10.1346/CCMN.1968.0160508.CrossRefGoogle Scholar
Muramoto, K. Goto, R. and Hisao, K., (1987) Analysis of reducing sugars as their chromophoric hydrazones by high-performance liquid chromatography Analytical Biochemistry 162 435442 10.1016/0003-2697(87)90416-7.CrossRefGoogle ScholarPubMed
Patton, S., (1950) The formation of Maltol in certain carbohydrate-glycine-systems Journal of Biological Chemistry 184 131134.CrossRefGoogle Scholar
Pigman, W. Anet, EFLJ, Pigman, W. and Horton, D., (1972) Mutorotations and actions of acids and bases The Carbohydrates: Chemistry and Biochemistry New York Academic Press 165194 10.1016/B978-0-12-556301-7.50012-0.CrossRefGoogle Scholar
Rubinsztain, Y. Yariv, S. Ioselis, P. Aizenshtat, Z. and Ikan, R., (1986) Characterization of melanoidins by IR spectroscopy — I. Galatose-glycine melanoidins Organic Geochemistry 9 117125 10.1016/0146-6380(86)90101-4.CrossRefGoogle Scholar
Solomon, D.H. and Hawthorne, D.G., (1983) Chemistry of Pigments and Fillers New York John Wiley & Sons, Inc. 309 pp.Google Scholar
Stevenson, F.J., (1982) Humus Chemistry New York John Wiley & Sons 443 pp.Google Scholar
Yariv, S., (1992) The effect of tetrahedral substitution of Si by Al on the surface acidity of the oxygen plane of clay minerals International Reviews in Physical Chemistry 11 345375 10.1080/01442359209353275.CrossRefGoogle Scholar
Yeomans, J.C. and Bremner, J.M., (1988) A rapid and precise method for routine determination of organic carbon in soil Communications in Soil Science and Plant Analysis 19 14671476 10.1080/00103628809368027.CrossRefGoogle Scholar