Combined enzymatic synthesis of nucleotide (deoxy) sugars from sucrose and nucleoside monophosphates

[en] Abstract: The synthesis of NDP-glucose 3a-d (N= A, C, U, dU) with sucrose synthase B was combined with the enzymatic synthesis of nucleoside diphosphates 2a-d from their corresponding nucleoside monophosphates la-d by different kinases A. Further combination with recombinant dTDP-glucose 4,6-dehydratase D enabled us to synthesize dUDP-6-deoxy-alpha-D-xylo-4-hexulose 5 from ld on a preparative scale. By using the repetitive batch technique the enzymatic syntheses of nucleotide (deoxy) sugars 3a-d, 5 could be realized on a 0.1 - 0.5 g scale.

Disciplines :

Biochemistry, biophysics & molecular biology

Author, co-author :

Zervosen, Astrid ; Université de Liège - ULiège > Centre de recherches du cyclotron

Stein, Andreas

Adrian, Holger

Elling, Lothar

Language :

English

Title :

Combined enzymatic synthesis of nucleotide (deoxy) sugars from sucrose and nucleoside monophosphates

Publication date :

1996

Journal title :

Tetrahedron

ISSN :

0040-4020

Publisher :

Pergamon Press, Oxford, United Kingdom

Volume :

Issue :

Pages :

2395-2404

Peer reviewed :

Peer Reviewed verified by ORBi

Available on ORBi :

since 23 July 2009

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Bibliography

Varki A., Proc. Natl. Acad. Sci. USA 1994, 91, 7390-7397; Radermacher T.W., Parekh R.B.; Dwek R.A., Ann. Rev. Biochem. 1988, 57, 785-838.
Varki A., Proc. Natl. Acad. Sci. USA 1994, 91, 7390-7397; Radermacher T.W., Parekh R.B.; Dwek R.A., Ann. Rev. Biochem. 1988, 57, 785-838.
Khan S.H., Hindsgaul O., In Molecular Glycobiology, Fukuda M.; Hindsgaul O., Eds., IRL Press, Oxford 1994, 206-229.
Nilsson K.G.I., Trends Biotechnol. 1988, 6, 256-264.
Ichikawa Y.,; Look G.C.; Wong C.-H., Anal. Biochem. 1992, 202, 215-238.
Simon E.S.; Grabowski S.; Whitesides G.M., J. Org. Chem. 1990, 55, 1834-1841.
Heidlas J.E.; Williams K.W.; Whitesides G.M., Acc. Chem. Res. 1992, 25, 307-314; Heidlas J.E.; Lees W.J.; Whitesides G.M., J. Org Chem. 1992, 57, 152-157; Heidlas J.E.; Lees W.J.; Pale P.; Whitesides G.M., J. Org. Chem. 1992, 57, 146-151.
Heidlas J.E.; Williams K.W.; Whitesides G.M., Acc. Chem. Res. 1992, 25, 307-314; Heidlas J.E.; Lees W.J.; Whitesides G.M., J. Org Chem. 1992, 57, 152-157; Heidlas J.E.; Lees W.J.; Pale P.; Whitesides G.M., J. Org. Chem. 1992, 57, 146-151.
Heidlas J.E.; Williams K.W.; Whitesides G.M., Acc. Chem. Res. 1992, 25, 307-314; Heidlas J.E.; Lees W.J.; Whitesides G.M., J. Org Chem. 1992, 57, 152-157; Heidlas J.E.; Lees W.J.; Pale P.; Whitesides G.M., J. Org. Chem. 1992, 57, 146-151.
Kawai H.; Kaneko M.; Maejima K.; Kato I.; Yamasaki M., Agric. Biol. Chem. 1985, 49, 2905-2911.
Ginsburg V., Biochem. Biophys. Res. Commun. 1962, 7, 1-4.
Melo A.; Glaser L., J. Biol. Chem. 1965, 240, 398-405.
Elling L.; Grothus M.; Kula M.-R., Glycobiology 1993, 3, 349-355; Elling L.; Kula M.-R., Enzyme Microb. Technol. 1995, 17, 929-934.
Elling L.; Grothus M.; Kula M.-R., Glycobiology 1993, 3, 349-355; Elling L.; Kula M.-R., Enzyme Microb. Technol. 1995, 17, 929-934.
Zervosen A.; Elling L.; Kula M.-R., Angew. Chem. Int. Ed. Engl. 1994, 33, 571-572.
Zarkowsky H.; Glaser L., J. Biol. Chem. 1969, 244, 4750-4756; Grisebach H., Adv. Carbohydr. Chem. Biochem. 1978, 35, 81-126; Piepersberg W., Crit. Rev. Biotechnol. 1994, 14 (3), 251-285.
Zarkowsky H.; Glaser L., J. Biol. Chem. 1969, 244, 4750-4756; Grisebach H., Adv. Carbohydr. Chem. Biochem. 1978, 35, 81-126; Piepersberg W., Crit. Rev. Biotechnol. 1994, 14 (3), 251-285.
Zarkowsky H.; Glaser L., J. Biol. Chem. 1969, 244, 4750-4756; Grisebach H., Adv. Carbohydr. Chem. Biochem. 1978, 35, 81-126; Piepersberg W., Crit. Rev. Biotechnol. 1994, 14 (3), 251-285.
Stein A., Kula M.-R., Elling L., Verseck S., Klaffke W., Angew. Chem. Int. Ed. Engl. 1995, 34, 1748-1749.
Nelsestuen G.L.; Kirkwood S., J. Biol. Chem. 1971, 4, 7533-7543; Adair W.L.; Grabiel O.; Ullrey D.; Kalckar H.M.J., J. Biol. Chem. 1973, 248, 4635-4639; Zervosen A.; Elling L. J. Am. Chem. Soc., submitted.
Nelsestuen G.L.; Kirkwood S., J. Biol. Chem. 1971, 4, 7533-7543; Adair W.L.; Grabiel O.; Ullrey D.; Kalckar H.M.J., J. Biol. Chem. 1973, 248, 4635-4639; Zervosen A.; Elling L. J. Am. Chem. Soc., submitted.
Nelsestuen G.L.; Kirkwood S., J. Biol. Chem. 1971, 4, 7533-7543; Adair W.L.; Grabiel O.; Ullrey D.; Kalckar H.M.J., J. Biol. Chem. 1973, 248, 4635-4639; Zervosen A.; Elling L. J. Am. Chem. Soc., submitted.
Noda L., J. Biol. Chem. 1958, 232, 237-250.
Kragl U.; Gödde A.; Wandrey C.; Kinzy W.; Cappon J.J.; Lugtenburg J., Tetrahedron Asymmetry 1993, 4, 1193-1202
Elling L.; Güldenberg B.; Grothus M.; Zervosen A.; Péus M.; Helfer A.; Stein A.; Adrian H.; Kula M.-R., Biotechnol. Appl. Biochem. 1995, 21, 29-37.
Strominger J.L.; Heppel L.A.; Maxwell E.S., Biochim. Biophys. Acta 1959, 32, 412-421.
A. Stein, Phd-thesis, Heinrich-Heine University Düsseldorf 1995
Elling L.; Kula M.-R., J. Biotechnol. 1993, 29, 277-286