Summary
4-O-\-d-Glucopyranosyl-d-xylose (GX) was synthesized from equimolar amounts of d-xylose and α-d-glucose-1-phosphate (G-1-P) using acetone-treated cells of Cellvibrio gilvus. It was found that ethanol treatment of acetone-treated cells selectively removed phosphoglucomutase activity, which competes with cellobiose phosphorylase for G-1-P in the synthetic reaction. The yield of synthesis was 60%, based on d-xylose used. GX was purified by charcoal column chromatography with a 32% yield based on d-xylose. Nuclear magnetic resonance and fast atm bombardment mass data of GX are presented. The possibility for this saccharide to be used as a new foodstuff is also discussed.
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References
Alexander JK (1968a) Purification and specificity of cellobiose phosphorylase from Clostridium thermocellum. J Biol Chem 243:2899–2904
Alexander JK (1968b) Synthesis of 4-O-\-d-glucopyranosyl-d-xylose, 4-O-\-d-glucopyranosyl-d-arabinose, 4-O-\-d-glucopyranosyl-2-deoxy-d-glucose, 4-O-\-d-glucopyranosyl-d-mannose, 4-O-\-d-glucopyranosyl-d-glucosamine by cellobiose phosphorylase from Clostridium thermocellum. Arch Biochem Biophys 123:240–246
Ayers WA (1958) Phosphorylation of cellulose and glucose by Ruminococcus flavefaciens. J Bacteriol 76:515–517
Dubois M, Gilles KA, Hamilton JK, Rebers PA, Smith F (1956) Colorimetric method for determination of sugars and related substances. Anal Chem 28:350–356
Fujikawa S, Okazaki M (1989) Production and application of xylooligosaccharides (in Japanese). Food Chemicals 1:63–68
Hakomori S (1964) A rapid permethylation of glycolipid, and polysaccharide catalyzed by methylsulfinyl carbanion in dimethyl sulfoxide. J Biochem 55:205–208
Hulcher FH, King KW (1958) Metabolic basis for disaccharide preference in a Cellvibrio. J Bacteriol 76:571–577
Michal G (1974a) d-Glucose 1-phosphate. In: Bergmeyer HU (ed) Methods of enzymatic analysis, vol 4, 2nd edn. Academic Press, New York, pp 185–191
Michal G (1974b) d-Glucose 6-phosphate and d-fructose 6-phosphate. In: Bergmeyer HU (ed) Methods of enzymatic analysis, vol 4, 2nd edn. Academic Press, New York, pp 191–198
Nakamura T, Okiyama A, Harada T (1987) Japan laid open patent 87-273921
Nelson N (1944) A photometric adaptation of the Smogyi method for the determination of glucose. J Biol Chem 153:375–380
Sasaki T, Tanaka T, Nakagawa S, Kainuma K (1983) Purification and properties of Cellvibrio gilvus cellobiose phosphorylase. Biochem J 209:803–807
Schimz K-L, Broll B, John B (1983) Cellobiose phosphorylase (EC 2.4.1.20) of Cellulomonas: occurrence, induction and its role in cellobiose metabolism. Arch Microbiol 135:241–249
Sih CJ, McBee RH (1955) A cellobiose phosphorylase in Clostridium thermocellum. Proc Mont Acad Sci 15:21–22
Somogyi M (1952) Notes on sugar determination. J Biol Chem 195:19–23
Sweely CC, Bentley R, Makita M, Wells WW (1963) Gas-liquid chromatography of trimethylsilyl derivatives of sugars and related substances. J Am Chem Soc 85:2497–2507
Trevelyan WE, Procter DP, Harrison JS (1950) Detection of sugars on paper chromatograms. Nature 166:444–445
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Kitaoka, M., Taniguchi, H. & Sasaki, T. Production of glucosyl-xylose using Cellvibrio gilvus cells and its properties. Appl Microbiol Biotechnol 34, 178–182 (1990). https://doi.org/10.1007/BF00166776
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DOI: https://doi.org/10.1007/BF00166776