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Hydrolysis kinetics of secoisolariciresinol diglucoside oligomers from flaxseed.
J Agric Food Chem. 2008 Nov 12; 56(21):10041-7.JA

Abstract

Flaxseed is the richest dietary source of the lignan secoisolariciresinol diglucoside (SDG) and contains the largest amount of SDG oligomers, which are often hydrolyzed to break the ester linkages for the release of SDG and the glycosidic bonds for the release of secoisolariciresinol (SECO). The alkaline hydrolysis reaction kinetics of SDG oligomers from flaxseed and the acid hydrolysis process of SDG and other glucosides were investigated. For the kinetic modeling, a pseudo-first-order reaction was assumed. The results showed that the alkaline hydrolysis of SDG oligomers followed first-order reaction kinetics under mild alkaline hydrolytic conditions and that the concentration of sodium hydroxide had a strong influence on the activation energy of the alkaline hydrolysis of SDG oligomers. The results also indicated that the main acid hydrolysates of SDG included secoisolariciresinol monoglucoside (SMG), SECO, and anhydrosecoisolariciresinol (anhydro-SECO) and that the extent and the main hydrolysates of the acid hydrolysis reaction depended on the acid concentration, hydrolysis temperature, and time. In addition, the production and change of p-coumaric acid glucoside, ferulic acid glucoside and their methyl esters and p-coumaric acid, ferulic acid, and their methyl esters during the process of hydrolysis was also investigated.

Authors+Show Affiliations

State Key Laboratory of Biocontrol/Food Engineering Research Center of State Education Ministry, College of Life Sciences, Sun Yat-Sen University, Guangzhou 510275, People's Republic of China.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

18925741

Citation

Yuan, Jian-Ping, et al. "Hydrolysis Kinetics of Secoisolariciresinol Diglucoside Oligomers From Flaxseed." Journal of Agricultural and Food Chemistry, vol. 56, no. 21, 2008, pp. 10041-7.
Yuan JP, Li X, Xu SP, et al. Hydrolysis kinetics of secoisolariciresinol diglucoside oligomers from flaxseed. J Agric Food Chem. 2008;56(21):10041-7.
Yuan, J. P., Li, X., Xu, S. P., Wang, J. H., & Liu, X. (2008). Hydrolysis kinetics of secoisolariciresinol diglucoside oligomers from flaxseed. Journal of Agricultural and Food Chemistry, 56(21), 10041-7. https://doi.org/10.1021/jf8020656
Yuan JP, et al. Hydrolysis Kinetics of Secoisolariciresinol Diglucoside Oligomers From Flaxseed. J Agric Food Chem. 2008 Nov 12;56(21):10041-7. PubMed PMID: 18925741.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Hydrolysis kinetics of secoisolariciresinol diglucoside oligomers from flaxseed. AU - Yuan,Jian-Ping, AU - Li,Xin, AU - Xu,Shi-Ping, AU - Wang,Jiang-Hai, AU - Liu,Xin, Y1 - 2008/10/17/ PY - 2008/10/18/pubmed PY - 2009/1/1/medline PY - 2008/10/18/entrez SP - 10041 EP - 7 JF - Journal of agricultural and food chemistry JO - J. Agric. Food Chem. VL - 56 IS - 21 N2 - Flaxseed is the richest dietary source of the lignan secoisolariciresinol diglucoside (SDG) and contains the largest amount of SDG oligomers, which are often hydrolyzed to break the ester linkages for the release of SDG and the glycosidic bonds for the release of secoisolariciresinol (SECO). The alkaline hydrolysis reaction kinetics of SDG oligomers from flaxseed and the acid hydrolysis process of SDG and other glucosides were investigated. For the kinetic modeling, a pseudo-first-order reaction was assumed. The results showed that the alkaline hydrolysis of SDG oligomers followed first-order reaction kinetics under mild alkaline hydrolytic conditions and that the concentration of sodium hydroxide had a strong influence on the activation energy of the alkaline hydrolysis of SDG oligomers. The results also indicated that the main acid hydrolysates of SDG included secoisolariciresinol monoglucoside (SMG), SECO, and anhydrosecoisolariciresinol (anhydro-SECO) and that the extent and the main hydrolysates of the acid hydrolysis reaction depended on the acid concentration, hydrolysis temperature, and time. In addition, the production and change of p-coumaric acid glucoside, ferulic acid glucoside and their methyl esters and p-coumaric acid, ferulic acid, and their methyl esters during the process of hydrolysis was also investigated. SN - 1520-5118 UR - https://www.unboundmedicine.com/medline/citation/18925741/Hydrolysis_kinetics_of_secoisolariciresinol_diglucoside_oligomers_from_flaxseed_ L2 - https://dx.doi.org/10.1021/jf8020656 DB - PRIME DP - Unbound Medicine ER -