Hydrolysis Kinetics of Trisaccharides Consisting of Glucose, Galactose, and Fructose Residues in Subcritical Water

Khajavi, Shabnam Haghighat; Ota, Shuji; Nakazawa, Risa; Kimura, Yukitaka; Adachi, Shuji

doi:10.1021/bp060086l

Cited by 19 publications

(7 citation statements)

References 16 publications

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“…Such reactions are commonly implemented in industry for animal fat and vegetable oil splitting . Additionally, hydrolysis in HTW has been investigated for many other applications such as coal liquefaction, biorefineries, and waste polymer recycling. − …”

Section: Introductionmentioning

confidence: 99%

Effect of pH on Ether, Ester, and Carbonate Hydrolysis in High-Temperature Water

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Hunter

Walton

et al. 2007

Ind. Eng. Chem. Res.

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We examined the hydrolysis of dibenzyl ether, benzyl t-butyl ether, methyl t-butyl ether, methylbenzoate, and diphenylcarbonate in high-temperature liquid water, both with and without added acid or base. The apparent reaction order for H+ did not exceed 0.2 for any of the compounds investigated. This result indicates that hydrolysis of these compounds in high-temperature water (HTW) does not follow the kinetics expected for specific acid catalysis (H+ reaction order = 1.0), as does the hydrolysis at ambient temperatures. Rather, the greater thermal energy in the HTW system allows protonation by water molecules to become faster than protonation by H+ at near-neutral conditions. Because the water-catalyzed path is faster, the occurrence of these acid-catalyzed reactions in HTW with no added acid is not due to the elevated value of K w, the ion product. This finding contradicts the conventional wisdom in this field.

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Section: Introductionmentioning

confidence: 99%

Effect of pH on Ether, Ester, and Carbonate Hydrolysis in High-Temperature Water

Comisar

Hunter

Walton

et al. 2007

Ind. Eng. Chem. Res.

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“…e hydrothermal process can be carried out in a microcapillary system. Microcapillary systems permit the rapid shifting of the liquid temperature between room temperature and hydrothermal temperature [20][21][22][27][28][29].…”

Section: Introductionmentioning

confidence: 99%

Kinetic pH Titration to Predict the Acid and Hydrothermal Conditions for the Hydrolysis of Disaccharides: Use of a Microcapillary System

Shimanouchi

Mano

et al. 2019

Journal of Chemistry

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The hydrolysis of disaccharides was conducted using a microcapillary system under hydrothermal conditions (up to 190°C at 10 MPa and pH 4–11). The hydrolysis reaction showed a sigmoidal progression with time, especially under alkaline conditions. Analysis using a kinetic model yielded the reaction induction period. The specific pH value (pHamb) at the induction time, which is the pH value corresponding to the progression of disaccharide hydrolysis, was peculiar to each disaccharide. Finally, the calculation of the electron density around the oxygen atom of the glycosidic bond between saccharides was found to roughly predict the pHamb value required for the progression of hydrolysis.

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“…Grohmann et al utilized dilute sulfuric acid at a concentration of about 0.05% to hydrolyze hesperidin under elevated temperature, obtaining highest yield of glucose and rhamnose as products from hydrolysis reaction at 140 °C. Acid-catalyzed hydrolysis under subcritical water conditions at the temperature range of 150 to 320 °C has also been applied to the decomposition of some biochemical compounds including monosaccharides, disaccharides, and cellulosic biomass. − However, with the risks posed by the use of such strong acid, especially if the products are intended for human consumption, alternative safe methods are currently being explored.…”

Section: Introductionmentioning

confidence: 99%

Hydrothermal Hydrolysis of Hesperidin Into More Valuable Compounds Under Supercritical Carbon Dioxide Condition

Ruen-ngam

Quitain

Sasaki

et al. 2012

Ind. Eng. Chem. Res.

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Synergistic effects of utilizing subcritical water and supercritical carbon dioxide were investigated for the hydrolysis of hesperidin into more valuable compounds at a pressure range of 10−25 MPa and temperature of 110−140 °C. The effect of operating conditions such as pressure, temperature, reaction time, and addition of cosolvent such as ethanol were found to affect the hydrolysis rate. Higher yields were obtained at higher carbon dioxide pressure owing to an increase in formation of carbonic acid. Moreover, the rate of reaction was also found to increase with increasing temperature, obtaining higher yields of the main products, hesperetin-β-glucoside and hesperetin. Addition of ethanol as a cosolvent could increase solubility of hesperidin, however, it inhibited the reaction and formation of carbonic acid. At the maximum temperature of 140 °C and pressure of 25 MPa investigated in this work, the highest concentration of hesperetin-β-glucoside of 4.2 mol/L was obtained in a reaction time of 2 h, whereas for hesperetin the highest was 6.9 mol/L obtained in 3 h. Among the hydrolysis methods investigated, the proposed method was the most selective toward formation of the target compounds.

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Hydrolysis Kinetics of Trisaccharides Consisting of Glucose, Galactose, and Fructose Residues in Subcritical Water

Cited by 19 publications

References 16 publications

Effect of pH on Ether, Ester, and Carbonate Hydrolysis in High-Temperature Water

Effect of pH on Ether, Ester, and Carbonate Hydrolysis in High-Temperature Water

Kinetic pH Titration to Predict the Acid and Hydrothermal Conditions for the Hydrolysis of Disaccharides: Use of a Microcapillary System

Hydrothermal Hydrolysis of Hesperidin Into More Valuable Compounds Under Supercritical Carbon Dioxide Condition

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