Degradation of cellooligosaccharides in oxidative medium and alkaline medium: HPLC, FTIR, and GC-MS analyses

BioResources

Volumn 5, Issue 2, 2010, Pages 616-633

  Peng, Hong ^a,b   Sun, Yong ^b   Zhang, Junhua ^b   Lin, Lu ^b  

^a NANCHANG UNIVERSITY   (China)

^b SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

Alkaline degradation; Cellooligosaccharides; Degradation products; Mechanism; Oxidative degradation

Indexed keywords

ALKALINE DEGRADATION; ALKALINE DEGRADATION PRODUCTS; ALKALINE MEDIUM; ALKALINE SOLUTIONS; BUTANEDIOIC ACID; CELLOOLIGOSACCHARIDES; CHEMICAL DEGRADATION; D-GLUCONIC ACIDS; D-GLUCOSE; DEGRADATION PRODUCTS; FORMATION MECHANISM; FTIR; GC-MS ANALYSIS; GLUCONIC ACIDS; GLUCOPYRANOSE; GLYCOSIDIC LINKAGES; ISOSACCHARINIC ACID; OXIDATIVE DEGRADATION; RADICAL ATTACKS; REACTION MECHANISM;

ACIDS; GLUCOSE; OLIGOMERS;

DEGRADATION;

EID: 77956071914     PISSN: None     EISSN: 19302126     Source Type: Journal    
DOI: None     Document Type: Article

References (32)

1. Akpinar, O., Mcgorrin R. J., and Penner, M. H. (2004). "Cellulose-based chromatography for cellooligosaccharide production," Journal Agricultural and Food Chemistry 52, 4144-4148.
2. Asvarujanon, P., Ishizuka, S., and Hara, H. (2005). "Promotive effects of non-digestible disaccharides on rat mineral absorption depend on the type of saccharide," Nutrition 21, 1025-1035.
3. 2 complexes as electrochemical mediators," Electrochimica Acta 50, 3341-3346.
4. Berg, R., Peters, J. A., and Bekkum, H. (1995). "Selective alkaline oxidative degradation of mono and di-saccharides by hydrogen peroxide using borate as catalyst and protecting group," Carbohydrate Research 267, 65-77.
5. Calle, P., Sanchez, A., and Sieiro C. (1992). "E.S.R. study of the alkaline degradation of disaccharides in methyl sulfoxide," Carbohydrate Research 224, 19-27.
6. Chheda, J. N., Leshkov, Y. R., and Dumesic, J. A. (2007). "Production of 5-hydroxymethylfurfural and furfural by dehydration of biomass-derived monoandpoly-saccharides," Green Chemistry 9, 342-350.
7. Ericsson, B., Lindgren, B. O., Theander, O., and Petersson, G. (1972) "Formation of methyl 2-carboxy-β-D-pentofuranosides by oxidation of methyl β-D-glucopyranoside with oxygen in alkaline, aqueous solution," Carbohydrate Research 23, 323-325.
8. Flugge, L. A., Blank, J. T., and Petillo, P. A. (1999). "Isolation, modification, and NMR assignments of a series of cellulose oligomers," Journal of the American Chemical Society 121, 7228-7238.
9. I by modeling," Carbohydrate Research 340, 827-833.
10. Forsskahl, I., Popoff, T., and Theander, O. (1976). "Reactions of D-xylose and D-glucose in alkaline, aqueous solutions," Carbohydrate Research 48, 13-21.
11. Glaus, M. A., van Loon, L. R., Achatz, S., Chodura, A. and Fischer, K. (1999). "Degradation of cellulosic materials under the alkaline conditions of a cementitious repository for low and intermediate level radioactive waste: Part I: Identification of degradation products," Analytica Chimica Acta 398, 111-122.
12. Isbell, H. S., and Frush, H. L. (1987). "Mechanisms for hydroperoxide degradation of saccharides and related compounds," Carbohydrate Research 161, 181-193.
13. Kaur, R., Macleod, J., Foley, W., and Nayudu, M. (2006). "Gluconic acid: An antifungal agent produced by Pseudomonas species in biological control of take-all," Phytochemistry 67, 595-604.
14. Lai, Y. Z. (1973). "Anionic intermediates in base-catalyzed reactions of monosaccharides," Carbohydrate Research 28, 154-157.
15. Lloyd, L. L., Wase, D. A. J., and Kennedy, J. F. (1995). "Alkaline stability of the oligosaccharides present in beet medium invert sugar," Food Chemistry 53, 117-124.
16. Luijkx, G. C. A., Rantwijk, F., Bekkum, H., and Antal, M. J. (1995). "The role of deoxyhexonic acids in the hydrothermal decarboxylation of carbohydrates," Carbohydrate Research 272, 191-202.
17. Manini, P., Pietra, P. L., Panzella, L., Napolitano, A., and Ischia, M. (2006). "Glyoxal formation by Fenton-induced degradation of carbohydrates and related compounds," Carbohydrate Research 341, 1828-1833.
18. Moe, S. T., Holen, A. K., and Schult, T. (2002). "4-O-β-D-glucopyranosyl-D-gluconic acid (cellobionic acid) by ozonation of cellobiose: Isolation by HPLC and assignment of NMR chemical shifts," Journal of Carbohydrate Chemistry 21, 513-520.
19. Mosier, N. S., Sarikaya, A., Ladisch, C. M., and Ladisch, M. R. (2001). "Characterization of dicarboxylic acid for cellulose hydrolysis," Biotechnology Progress 17, 474-480.
20. Mosier, N. S., Ladisch, C. M., and Ladisch, M. R. (2002). "Characterization of acid catalytic domains for cellulose hydrolysis and glucose degradation," Biotechnology and Bioengineering 79, 610-618.
21. Mussatto, S. T., and Mancilha, I. M. (2007). "Non-digestible oligosaccharides: A review," Carbohydrate Polymers 68, 587-597.
22. Peng, H., Lin, L., Peng, T., and Sun, R. C. (2008). "Preparation of high-purity cellooligosaccharides on polyacrylamide gel column," Chemistry and Industry of Forest Products 28, 63-66.
23. Potgieter, J. H., Vermaak, S. S. P., Modise J., and Basson, N. (2005). "Removal of iron and manganese from water with a high organic carbon loading. Part II: The effect of various adsorbents and nanofiltration membrane," Water, Air, & Soil Polution 162, 61-70.
24. IV," Canadian Journal of Chemistry 80, 1676-1686.
25. Sarbu, A., Gonçalves, F., and Pinho, M. N. (2003). "Radical initiated oxidative degradation of oat-spelts xylan," Carbohydrate Polymers 53, 1-8.
26. Sartori, J., Potthast, A., Ecker, A., Sixta, H., Rosenau, T., and Kosma, P. (2003). "Alkaline degradation kinetics and CE-separation of celloand xylooligomers. Part I," Carbohydrate Research 338, 1209-1216.
27. Sekkal, M., Dincq, V., Legrand, P., and Huvenne, J. P. (1995). "Investigation of the glycosidic linkages in several oligosaccharides using FT-IR and FT Raman spectroscopies," Journal of Molecular Structure 349, 349-352.
28. Sun, J. X., Sun, X. F., Sun, R. C., and Su, Y. Q. (2004). "Fractional extraction and structural characterization of sugarcane bagasse hemicelluloses," Carbohydrate Polymers 56, 195-204.
29. Sun, J. X., Sun, R. C., Sun, X. F., and Su, Y. Q. (2004). "Fractional and physico-chemical characterization of hemicelluloses from ultrasonic irradiated sugarcane bagasse," Carbohydrate Research 339, 291-300.
30. Wit, G. D., Kieboom, A. P. G., and Bekkum, H. (1979). "Enolisation and isomerisation of monosaccharides in aqueous, alkaline solution," Carbohydrate Research 74, 157-175.
31. Yang, B. Y., and Montgomery, R. (2007). "Alkaline degradation of invert sugar from molasses," Bioresource Technology 98, 3084-3089.
32. Zhang, Y. -H. P., and Lynd, L. R. (2003). "Cellodextrin preparation by mixed-acid hydrolysis and chromatographic separation," Analytical Biochemistry 322, 225-232.