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Biosynthesis of uridine diphosphate N-acetyl-L-fucosamine in a cell-free system from Salmonella arizonae O:59

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Abstract

The conversion of uridine diphosphate N-acetyl-D-glucosamine into uridine diphosphate N-acetyl-L-fucosamine was demonstrated with enzymes from cytoplasmic fraction of Salmonella arizonae O:59 cells in the presence of NAD+ (NADP+) and NADPH. The reaction product was identified by ion-pair, reverse-phase HPLC with the use of synthetic nucleoside diphosphate sugar standards under conditions specially developed for separation of uridine diphosphate 2acetamido-2,6-dideoxyhexoses. L-Fucose dehydrogenase from porcine liver was shown to be applicable for determination of N-acetyl-L-fucosamine, this enzyme being used to confirm L-configuration of the amino sugar residue in the sugar nucleotide formed.

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Abbreviations

NDPS:

nucleoside diphosphate sugars

D-FucNAc:

2-acetamido-2,6-dideoxy-D-galactose (N-acetyl-D-fucosamine)

L-FucNAc:

2-acetamido-2,6-dideoxy-L-galactose (N-acetyl-L-fucosamine)

GlcNAc:

N-acetyl-D-glucosamine

ManNAc:

N-acetyl-D-mannosamine

L-PneNAc:

2-acetamido-2,6-dideoxy-L-talose (N-acetyl-L-pneumosamine)

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Authors and Affiliations

  1. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky pr. 47, 119991, Moscow, Russia

    T. N. Druzhinina, N. A. Kalinchuk & V. N. Shibaev

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  1. T. N. Druzhinina
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  2. N. A. Kalinchuk
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  3. V. N. Shibaev
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Translated from Biokhimiya, Vol. 70, No. 1, 2005, pp. 105–112. Original Russian Text Copyright © 2005 by Druzhinina, Kalinchuk, Shibaev. Originally published in Biochemistry (Moscow) On-Line Papers in Press, as Manuscript BM04-096, October 10, 2004.

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Druzhinina, T.N., Kalinchuk, N.A. & Shibaev, V.N. Biosynthesis of uridine diphosphate N-acetyl-L-fucosamine in a cell-free system from Salmonella arizonae O:59. Biochemistry (Moscow) 70, 85–91 (2005). https://doi.org/10.1007/PL00021764

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