1-O-α-d-glucopyranosyl-d-fructose: Darstellung aus Saccharose und ihre reduktion zu 1-O-α-d-Glucopyranosyl-d-glucitol

Munir, Mohammad; Schneider, Bernd; Schiweck, H.

doi:10.1016/0008-6215(87)80152-0

Cited by 20 publications

(8 citation statements)

References 9 publications

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“…marcesens, Pseudomonas mesoacidophila, Leuconostoc mesenteroides, Klebsiella spp., Agrobacterium sp., haploid yeast and Enterobacter sp. (Stodola et al 1956;Avigad 1959;Schmidt-Berg-Lorenz and Mauch 1964;Lund and Wyatt 1973;Cheetham et al 1982;Munir et al 1987;McAllister et al 1990;Miyata et al 1992;Tsuyuki et al 1992;Nagai-Miyata et al 1993;Nagai et al 1994;Park et al 1996;Huang et al 1998;Mattes et al 1999;Börnke et al 2001;Zhang et al 2002). Isomaltulose is currently produced in industrial scale column reactors containing immobilized bacterial cells.…”

Section: Introductionmentioning

confidence: 99%

Characterization of Pantoea dispersa UQ68J: producer of a highly efficient sucrose isomerase for isomaltulose biosynthesis

Birch

2004

J Appl Microbiol

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Aims: Isolation, identification and characterization of a highly efficient isomaltulose producer. Methods and Results: After an enrichment procedure for bacteria likely to metabolize isomaltulose in sucroserich environments, 578 isolates were screened for efficient isomaltulose biosynthesis using an aniline/diphenylamine assay and capillary electrophoresis. An isolate designated UQ68J was exceptionally efficient in sucrose isomerase activity. Conversion of sucrose into isomaltulose by UQ68J (enzyme activity of 90-100 U mg )1 DW) was much faster than the current industrial strain Protaminobacter rubrum CBS574.77 (41-66 U mg )1 DW) or a reference strain of Erwinia rhapontici (0AE3-0AE9 U mg )1 DW). Maximum yield of isomaltulose at 78-80% of supplied sucrose was achieved in less than half the reaction time needed by CBS574.77, and the amount of contaminating trehalulose (4%) was the lowest recorded from an isomaltulose-producing microbe. UQ68J is a Gram negative, facultatively anaerobic, motile, noncapsulate, straight rod-shaped bacterium producing acid but no gas from glucose. Based on 16S rDNA analysis UQ68J is closest to Klebsiella oxytoca, but it differs from Klebsiella in defining characteristics and most closely resembles Pantoea dispersa in phenotype.Significance and Impact of Study: This organism is likely to have substantial advantage over previously characterized sucrose isomerase producers for the industrial production of isomaltulose.

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Section: Introductionmentioning

confidence: 99%

Characterization of Pantoea dispersa UQ68J: producer of a highly efficient sucrose isomerase for isomaltulose biosynthesis

Birch

2004

J Appl Microbiol

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“…SIs have been purified from Erwinia rhapontici NCPPB 1578 (2), Protaminobacter rubrum CBS574.77 (11), Serratia plymuthica ATCC 15928 (10,24), Agrobacterium radiobacter (13), Pseudomonas mesoacidophila MX-45 (12), Klebsiella sp. (16), and the whitefly Bemisia argentifolii (18).…”

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confidence: 99%

Characterization of the Highly Efficient Sucrose Isomerase from Pantoea dispersa UQ68J and Cloning of the Sucrose Isomerase Gene

Birch

2005

Appl Environ Microbiol

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Sucrose isomerase (SI) genes from Pantoea dispersa UQ68J, Klebsiella planticola UQ14S, and Erwinia rhapontici WAC2928 were cloned and expressed in Escherichia coli. The predicted products of the UQ14S and WAC2928 genes were similar to known SIs. The UQ68J SI differed substantially, and it showed the highest isomaltulose-producing efficiency in E. coli cells. The purified recombinant WAC2928 SI was unstable, whereas purified UQ68J and UQ14S SIs were very stable. UQ68J SI activity was optimal at pH 5 and 30 to 35°C, and it produced a high ratio of isomaltulose to trehalulose (>22:1) across its pH and temperature ranges for activity (pH 4 to 7 and 20 to 50°C). In contrast, UQ14S SI showed optimal activity at pH 6 and 35°C and produced a lower ratio of isomaltulose to trehalulose (<8:1) across its pH and temperature ranges for activity. UQ68J SI had much higher catalytic efficiency; the K m was 39.9 mM, the V max was 638 U mg ؊1 , and the K cat /K m was 1.79 ؋ 10 4 M ؊1 s ؊1 , compared to a K m of 76.0 mM, a V max of 423 U mg ؊1 , and a K cat /K m of 0.62 ؋ 10 4 M ؊1 s ؊1 for UQ14S SI. UQ68J SI also showed no apparent reverse reaction producing glucose, fructose, or trehalulose from isomaltulose. These properties of the P. dispersa UQ68J enzyme are exceptional among purified SIs, and they indicate likely differences in the mechanism at the enzyme active site. They may favor the production of isomaltulose as an inhibitor of competing microbes in high-sucrose environments, and they are likely to be highly beneficial for industrial production of isomaltulose.

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“…One prerequisite for conducting ensuing reactions of ( 2 x 6 ) in a more uniform and predictable way is a detailed knowledge of the distribution of the individual tautomeric forms in a given solvent as a function of time (after dissolution) and temperature-information, that is only sporadically available, and only for water, in the form of 13C NMR-derived equilibrium tautomeric compositions for turanose (3) at 36 "C,' for maltulose (4) at 25, 32, and 60°C,17*18 and for palatinose (6) at 30 and 65OC.I9 This situation has led us to examine the tautomeric ratios of all five a-D-glUCOSyl-D-frUCtOSeS ( 2 x 6 ) not only in water, but in organic solvents in which chemistry may be done, i.e. in dimethyl sulphoxide, and in pyridine as a function of time and temperature; the results obtained by utilization of the convenient 'H NMR-based methodology developed previously"-' are herein presented together with their implications on the acquisition of products in ensuing reactions.…”

mentioning

confidence: 99%

α-D-Glucopyranosyl-D-fructoses: distribution of furanoid and pyranoid tautomers in water, dimethyl sulphoxide, and pyridine. Studies on ketoses. Part 4

Lichtenthaler¹,

Rönninger²

1990

J. Chem. Soc., Perkin Trans. 2

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1-O-α-d-glucopyranosyl-d-fructose: Darstellung aus Saccharose und ihre reduktion zu 1-O-α-d-Glucopyranosyl-d-glucitol

Cited by 20 publications

References 9 publications

Characterization of Pantoea dispersa UQ68J: producer of a highly efficient sucrose isomerase for isomaltulose biosynthesis

Characterization of Pantoea dispersa UQ68J: producer of a highly efficient sucrose isomerase for isomaltulose biosynthesis

Characterization of the Highly Efficient Sucrose Isomerase from Pantoea dispersa UQ68J and Cloning of the Sucrose Isomerase Gene

α-D-Glucopyranosyl-D-fructoses: distribution of furanoid and pyranoid tautomers in water, dimethyl sulphoxide, and pyridine. Studies on ketoses. Part 4

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