Enzymatic Synthesis and Properties of Trehalose Analogues as Disaccharide and Trisaccharide

Soo Bok Lee; Soo In Ryu; Hye Min Kim; Bong Gwan Kim

doi:10.1533/9781845695750.2.258

Enzymatic Synthesis and Properties of Trehalose Analogues as Disaccharide and Trisaccharide

Soo Bok Lee, Soo In Ryu, Hye Min Kim, Bong Gwan Kim

Department of Food and Nutrition

Research output: Chapter in Book/Report/Conference proceeding › Chapter

Abstract

Trehalose analogue, non-reducing dissacharide of 1α-D-glucopyranosyl α-D-galactopyranoside, was synthesized by Pyrococcus horikoshii glycosyltransferase transglycosylation reaction with sugar nucleotides and galactose. This disaccharide analogue was effective inhibitor for several disaccharidases including rat intestinal trehalase and sucrase. Trehalose was also modified by Escherichia coli β-galactosidase transglycosylation reaction with lactose to give trehalose trisaccharide analogues. These trisaccharide analogues have been supposed to be indigestible oligosaccharides exhibiting enhanced hygroscopic, cryoprotective, anti-cariogenic, and prebiotic effects. The enzymatic techniques using glycosyltransferase and glycosidase might lead to create more trehalose-based analogues with a wide variety of acceptor and donor sugars.

Original language	English
Title of host publication	Carbohydrate-Active Enzymes
Subtitle of host publication	Structure, Function and Applications
Publisher	Elsevier Ltd
Pages	258-265
Number of pages	8
ISBN (Print)	9781845695194
DOIs	https://doi.org/10.1533/9781845695750.2.258
Publication status	Published - 2008 Sept

Bibliographical note

Funding Information:
We thank for financial support from the Marine and Extreme Genome Research Center Program, Ministry of Maritime Affairs and Fisheries, Republic of Korea.

All Science Journal Classification (ASJC) codes

Agricultural and Biological Sciences(all)
Biochemistry, Genetics and Molecular Biology(all)
Medicine(all)

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10.1533/9781845695750.2.258

Cite this

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abstract = "Trehalose analogue, non-reducing dissacharide of 1α-D-glucopyranosyl α-D-galactopyranoside, was synthesized by Pyrococcus horikoshii glycosyltransferase transglycosylation reaction with sugar nucleotides and galactose. This disaccharide analogue was effective inhibitor for several disaccharidases including rat intestinal trehalase and sucrase. Trehalose was also modified by Escherichia coli β-galactosidase transglycosylation reaction with lactose to give trehalose trisaccharide analogues. These trisaccharide analogues have been supposed to be indigestible oligosaccharides exhibiting enhanced hygroscopic, cryoprotective, anti-cariogenic, and prebiotic effects. The enzymatic techniques using glycosyltransferase and glycosidase might lead to create more trehalose-based analogues with a wide variety of acceptor and donor sugars.",

author = "Lee, {Soo Bok} and Ryu, {Soo In} and Kim, {Hye Min} and Kim, {Bong Gwan}",

note = "Funding Information: We thank for financial support from the Marine and Extreme Genome Research Center Program, Ministry of Maritime Affairs and Fisheries, Republic of Korea.",

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AU - Lee, Soo Bok

AU - Ryu, Soo In

AU - Kim, Hye Min

AU - Kim, Bong Gwan

N1 - Funding Information: We thank for financial support from the Marine and Extreme Genome Research Center Program, Ministry of Maritime Affairs and Fisheries, Republic of Korea.

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N2 - Trehalose analogue, non-reducing dissacharide of 1α-D-glucopyranosyl α-D-galactopyranoside, was synthesized by Pyrococcus horikoshii glycosyltransferase transglycosylation reaction with sugar nucleotides and galactose. This disaccharide analogue was effective inhibitor for several disaccharidases including rat intestinal trehalase and sucrase. Trehalose was also modified by Escherichia coli β-galactosidase transglycosylation reaction with lactose to give trehalose trisaccharide analogues. These trisaccharide analogues have been supposed to be indigestible oligosaccharides exhibiting enhanced hygroscopic, cryoprotective, anti-cariogenic, and prebiotic effects. The enzymatic techniques using glycosyltransferase and glycosidase might lead to create more trehalose-based analogues with a wide variety of acceptor and donor sugars.

AB - Trehalose analogue, non-reducing dissacharide of 1α-D-glucopyranosyl α-D-galactopyranoside, was synthesized by Pyrococcus horikoshii glycosyltransferase transglycosylation reaction with sugar nucleotides and galactose. This disaccharide analogue was effective inhibitor for several disaccharidases including rat intestinal trehalase and sucrase. Trehalose was also modified by Escherichia coli β-galactosidase transglycosylation reaction with lactose to give trehalose trisaccharide analogues. These trisaccharide analogues have been supposed to be indigestible oligosaccharides exhibiting enhanced hygroscopic, cryoprotective, anti-cariogenic, and prebiotic effects. The enzymatic techniques using glycosyltransferase and glycosidase might lead to create more trehalose-based analogues with a wide variety of acceptor and donor sugars.

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ER -

Enzymatic Synthesis and Properties of Trehalose Analogues as Disaccharide and Trisaccharide

Abstract

Bibliographical note

All Science Journal Classification (ASJC) codes

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