Preparation of d-psicose from d-fructose by immobilized d-tagatose 3-epimerase

Itoh, Hiromichi; Sato, Tomoko; Izumori, Ken

doi:10.1016/0922-338x(95)98186-o

Cited by 108 publications

(52 citation statements)

References 11 publications

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“…Cellulose and sucrose were purchased from Wako Pure Chemical Industries (Osaka, Japan). D-Psicose was prepared from D-fructose by immobilized D-tagatose 3-epimerase (2). The vitamin and mineral mixtures based on AIN-76A mixture were used.…”

Section: Animals and Dietsmentioning

confidence: 99%

Effects of Supplemental D-Psicose on Glucose Tolerance and Serum Adipocytokine Levels in Rats Fed a High-Fat Diet or a Low-Fat Diet

Matsuo¹,

Izumori²

2004

J. Oleo Sci.

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Section: Animals and Dietsmentioning

confidence: 99%

Effects of Supplemental D-Psicose on Glucose Tolerance and Serum Adipocytokine Levels in Rats Fed a High-Fat Diet or a Low-Fat Diet

Matsuo¹,

Izumori²

2004

J. Oleo Sci.

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“…The method of mass-producing D -psicose ( D -ribo-2-hexulose; CAS registration number: 551-68-8; molecular formula: C 6 H 12 O 6 ; molecular weight: 180.156), which is a C-3 epimer of D -fructose, has recently been developed using D -tagatose 3-epimerase ( 1 ). This has enabled investigations of D -psicose to be conducted into various fields.…”

mentioning

confidence: 99%

Acute D-Psicose Administration Decreases the Glycemic Responses to an Oral Maltodextrin Tolerance Test in Normal Adults

Iida

Kishimoto

Yoshikawa

et al. 2008

J Nutr Sci Vitaminol

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114

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Summary An examination was conducted to verify D -psicose suppressed the elevation of blood glucose and insulin concentration in a dose-dependent manner under the concurrent administration of maltodextrin and D -psicose to healthy humans. Twenty subjects aged 20-39 y, 11 males and 9 females were recruited. A load test of oral maltodextrin was conducted as a randomized single blind study. The subjects took one of five test beverages (7.5 g D -psicose alone, 75 g maltodextrin alone, 75 g maltodextrin ϩ 2.5, 5 or 7.5 g D -psicose). Blood was collected before an intake and at 30, 60, 90 and 120 min after an intake. Intervals of administration were at least 1 wk. The load test with 75 g maltodextrin showed significant suppressions of the elevation of blood glucose and insulin concentration under the doses of 5 g or more D -psicose with dose dependency. An independent administration of 7.5 g D -psicose had no influence on blood glucose or insulin concentration. D -Psicose is considered efficacious in the suppression of the elevation of blood glucose concentration after eating in humans.

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“…This rare sugar provides suitable sweetness, smooth texture, favorable mouthfeel, and long-time storage stability in food products (23). Psicose is considered to be a potential reduced energy sweetener because the sugar suppresses hepatic lipogenic enzyme activity (18) and does not contribute to calorie production (19).Biological production of psicose from fructose has been studied using D-psicose 3-epimerase from Agrobacterium tumefaciens (10, 13, 16) and D-tagatose 3-epimerases from Pseudomonas cichorii (7,24) and Rhodobacter sphaeroides (26). D-Psicose 3-epimerase from A. tumefaciens has been more effective than the D-tagatose 3-epimerases for the production of psicose.…”

mentioning

confidence: 99%

“…Biological production of psicose from fructose has been studied using D-psicose 3-epimerase from Agrobacterium tumefaciens (10, 13, 16) and D-tagatose 3-epimerases from Pseudomonas cichorii (7,24) and Rhodobacter sphaeroides (26). D-Psicose 3-epimerase from A. tumefaciens has been more effective than the D-tagatose 3-epimerases for the production of psicose.…”

mentioning

confidence: 99%

Improvement in the Thermostability of d -Psicose 3-Epimerase from Agrobacterium tumefaciens by Random and Site-Directed Mutagenesis

Choi

Yeom

et al. 2011

Appl Environ Microbiol

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The S213C, I33L, and I33L S213C variants of D-psicose 3-epimerase from Agrobacterium tumefaciens, which were obtained by random and site-directed mutagenesis, displayed increases of 2.5, 5, and 7.5°C in the temperature for maximal enzyme activity, increases of 3.3-, 7.2-, and 29.9-fold in the half-life at 50°C, and increases of 3.1, 4.3, and 7.6°C in apparent melting temperature, respectively, compared with the wild-type enzyme. Molecular modeling suggests that the improvement in thermostability in these variants may have resulted from increased putative hydrogen bonds and formation of new aromatic stacking interactions. The immobilized wild-type enzyme with and without borate maintained activity for 8 days at a conversion yield of 70% (350 g/liter psicose) and for 16 days at a conversion yield of 30% (150 g/liter psicose), respectively. After 8 or 16 days, the enzyme activity gradually decreased, and the conversion yields with and without borate were reduced to 22 and 9.6%, respectively, at 30 days. In contrast, the activities of the immobilized I33L S213C variant with and without borate did not decrease during the operation time of 30 days. These results suggest that the I33L S213C variant may be useful as an industrial producer of D-psicose.D-Psicose (D-allulose), a carbon-3 epimer of D-fructose, is present in small quantities as a nonfermentable constituent of cane molasses (1), as a sugar moiety of the nucleoside antibiotic psicofuranine (4), and as a free sugar in wheat (21) and Itea plants (5). This rare sugar provides suitable sweetness, smooth texture, favorable mouthfeel, and long-time storage stability in food products (23). Psicose is considered to be a potential reduced energy sweetener because the sugar suppresses hepatic lipogenic enzyme activity (18) and does not contribute to calorie production (19).Biological production of psicose from fructose has been studied using D-psicose 3-epimerase from Agrobacterium tumefaciens (10, 13, 16) and D-tagatose 3-epimerases from Pseudomonas cichorii (7,24) and Rhodobacter sphaeroides (26). D-Psicose 3-epimerase from A. tumefaciens has been more effective than the D-tagatose 3-epimerases for the production of psicose. However, D-psicose 3-epimerase is inefficient for the industrial production of psicose because of its short half-life of 63 min at 50°C (10). Thus, improvement in the thermostability of A. tumefaciens D-psicose 3-epimerase is essential for the industrial production of psicose.Random mutagenesis and rational protein design are typical tools for improving enzyme thermostability in the protein engineering field. Random mutagenesis techniques such as errorprone PCR and DNA shuffling can be easily applied for the improvement of enzyme thermostability (8, 9, 12, 28) because these techniques do not require detailed structural information or accurate predictions at the substituted residues (14).In the present study, thermostable variants of D-psicose 3-epimerase from A. tumefaciens were obtained by random and site-directed mutagenesis. The temperature fo...

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Preparation of d-psicose from d-fructose by immobilized d-tagatose 3-epimerase

Cited by 108 publications

References 11 publications

Effects of Supplemental D-Psicose on Glucose Tolerance and Serum Adipocytokine Levels in Rats Fed a High-Fat Diet or a Low-Fat Diet

Effects of Supplemental D-Psicose on Glucose Tolerance and Serum Adipocytokine Levels in Rats Fed a High-Fat Diet or a Low-Fat Diet

Acute D-Psicose Administration Decreases the Glycemic Responses to an Oral Maltodextrin Tolerance Test in Normal Adults

Improvement in the Thermostability of d -Psicose 3-Epimerase from Agrobacterium tumefaciens by Random and Site-Directed Mutagenesis

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