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. 1981 Feb;41(2):392–395. doi: 10.1128/aem.41.2.392-395.1981

Preparation of Uridine Diphosphate-N-Acetylgalactosamine from Uridine Diphosphate-N-Acetylglucosamine by Using Microbial Enzymes

Kenji Yamamoto 1, Hiroyasu Kawai 2, Tatsurokurou Tochikura 1
PMCID: PMC243706  PMID: 16345713

Abstract

A method was developed for the large scale preparation of uridine diphosphate-N-acetylgalactosamine (UDP-GalNAc) from uridine diphosphate-N-acetylglucosamine (UDP-GlcNAc) by means of microbial enzymes. With Bacillus subtilis cell-free extract as a source of UDP-GlcNAc 4-epimerase, about 35% of the UDP-GlcNAc added was converted to UDP-GalNAc. After the residual UDP-GlcNAc was degraded to uridine triphosphate and N-acetylglucosamine-1-phosphate with a protamine-treated extract of bakers' yeast as a source of UDP-GlcNAc pyrophosphorylase, UDP-GalNAc was separated by anion-exchange column chromatography. The nucleotide was recovered by adsorption on charcoal and elution with ammoniacal ethanol. The final yield was about 100 μmol.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. CAPUTTO R., LELOIR L. F., CARDINI C. E., PALADINI A. C. Isolation of the coenzyme of the galactose phosphate-glucose phosphate transformation. J Biol Chem. 1950 May;184(1):333–350. [PubMed] [Google Scholar]
  2. CARDINI C. E., LELOIR L. F. Enzymatic formation of acetylgalactosamine. J Biol Chem. 1957 Mar;225(1):317–324. [PubMed] [Google Scholar]
  3. CARLSON D. M., SWANSON A. L., ROSEMAN S. PREPARATION OF CRYSTALLINE ALPHA-D-GALACTOSAMINE-1-PHOSPHORIC ACID AND ITS CONVERSION TO UDP-N-ACETYLGALACTOSAMINE. Biochemistry. 1964 Mar;3:402–405. doi: 10.1021/bi00891a016. [DOI] [PubMed] [Google Scholar]
  4. COMB D. G., ROSEMAN S. Enzymic synthesis of N-acetyl-D-mannosamine. Biochim Biophys Acta. 1958 Sep;29(3):653–654. doi: 10.1016/0006-3002(58)90031-3. [DOI] [PubMed] [Google Scholar]
  5. GLASER L. The biosynthesis of N-acetylgalactosamine. J Biol Chem. 1959 Nov;234:2801–2805. [PubMed] [Google Scholar]
  6. GONZALEZ N. S., PONTIS H. G. Uridine diphosphate fructose and uridine diphosphate acetylgalactosamine from dahlia tubers. Biochim Biophys Acta. 1963 Jan 1;69:179–181. doi: 10.1016/0006-3002(63)91243-5. [DOI] [PubMed] [Google Scholar]
  7. JACOBSON B., DAVIDSON E. A. UDP-D-glucuronic acid-5-epimerase and UDP-N-acetyglucosamine-4-epimerase of rabbit skin. Biochim Biophys Acta. 1963 May 7;73:145–151. doi: 10.1016/0006-3002(63)90429-3. [DOI] [PubMed] [Google Scholar]
  8. LOWRY O. H., ROSEBROUGH N. J., FARR A. L., RANDALL R. J. Protein measurement with the Folin phenol reagent. J Biol Chem. 1951 Nov;193(1):265–275. [PubMed] [Google Scholar]
  9. Ludowieg J., Benmaman J. D. Colorimetric differentiation of hexosamines. Anal Biochem. 1967 Apr;19(1):80–88. doi: 10.1016/0003-2697(67)90136-4. [DOI] [PubMed] [Google Scholar]
  10. MALEY F., MALEY G. F. The enzymic conversion of glucosamine to galactosamine. Biochim Biophys Acta. 1959 Feb;31(2):577–578. doi: 10.1016/0006-3002(59)90047-2. [DOI] [PubMed] [Google Scholar]
  11. PONTIS H. G. Uridine diphosphate acetylgalactosamine in liver. J Biol Chem. 1955 Sep;216(1):195–202. [PubMed] [Google Scholar]
  12. Partridge S. M. Filter-paper partition chromatography of sugars: 1. General description and application to the qualitative analysis of sugars in apple juice, egg white and foetal blood of sheep. with a note by R. G. Westall. Biochem J. 1948;42(2):238–250. doi: 10.1042/bj0420238. [DOI] [PMC free article] [PubMed] [Google Scholar]
  13. STROMINGER J. L., SMITH M. S. The preparation of uridine diphosphoacetyl-galactosamine. J Biol Chem. 1959 Jul;234(7):1828–1829. [PubMed] [Google Scholar]
  14. STROMINGER J. L., SMITH M. S. Uridine diphosphoacetylglucosamine pyrophosphorylase. J Biol Chem. 1959 Jul;234(7):1822–1827. [PubMed] [Google Scholar]
  15. STROMINGER J. L. Uridine diphosphate acetylglucosamine phosphate and uridine diphosphate acetylgalactosamine sulfate. Biochim Biophys Acta. 1955 Jun;17(2):283–285. doi: 10.1016/0006-3002(55)90367-x. [DOI] [PubMed] [Google Scholar]

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