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. 1986 Nov 1;239(3):733–738. doi: 10.1042/bj2390733

Isolation and identification of uridine(5')-diphospho(1)-2,3-diacetamido-2,3-dideoxy-alpha-D- glucopyra nuronic acid from Pseudomonas aeruginosa P1-III.

S Okuda, S Murata, N Suzuki
PMCID: PMC1147347  PMID: 3030271

Abstract

A new uridine nucleotide was isolated from Pseudomonas aeruginosa P1-III (Habs serotype 5). On the basis of 13C-n.m.r. and p.m.r. spectroscopy, mass spectrometry, i.r.-absorption spectroscopy and circular dichrometry, the structure of the new compound was unequivocally identified as uridine(5')-diphospho(1)-2,3-diacetamido-2,3-dideoxy-alpha-D-gl ucopyranuronic acid.

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Selected References

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  1. Biely P., Jeanloz R. W. The isolation and structure identification of uridine 5-(2-acetamido-2-deoxy-alpha-D-glucopyranosyluronic acid pyrophosphate) from Micrococcus lysodeikticus cells. J Biol Chem. 1969 Sep 25;244(18):4929–4935. [PubMed] [Google Scholar]
  2. Dietzler D. N., Strominger J. L. Characterization of the 4-acetamido-4,6-dideoxyhexoses from Escherichia coli strains. J Biol Chem. 1973 Jan 10;248(1):104–109. [PubMed] [Google Scholar]
  3. Distler J., Kaufman B., Roseman S. Enzymic synthesis of a diamino sugar nucleotide by extracts of type XIV Diplococcus pneumoniae. Arch Biochem Biophys. 1966 Sep 26;116(1):466–478. doi: 10.1016/0003-9861(66)90054-3. [DOI] [PubMed] [Google Scholar]
  4. Dmitriev B. A., Kocharova N. A., Knirel Y. A., Shashkov A. S., Kochetkov N. K., Stanislavsky E. S., Mashilova G. M. Somatic Antigens of Pseudomonas aeruginosa. The structure of the polysaccharide chain of Ps.aeruginosa O:6 (Lanyi) lipopolysaccharide. Eur J Biochem. 1982 Jun 15;125(1):229–237. doi: 10.1111/j.1432-1033.1982.tb06673.x. [DOI] [PubMed] [Google Scholar]
  5. Fan D. F., John C. E., Zalitis J., Feingold D. S. UDPacetylglucosamine dehydrogenase from Achromobacter georgiopolitanum. Arch Biochem Biophys. 1969 Dec;135(1):45–49. doi: 10.1016/0003-9861(69)90514-1. [DOI] [PubMed] [Google Scholar]
  6. GILBERT J. M., MATSUHASHI M., STROMINGER J. L. THYMIDINE DIPHOSPHATE 4-ACETAMIDO-4,6-DIDEOXYHEXOSES. II. PURIFICATION AND PROPERTIES OF THYMIDINE DIPHOSPHATE D-GLUCOSE OXIDOREDUCTASE. J Biol Chem. 1965 Mar;240:1305–1308. [PubMed] [Google Scholar]
  7. Kawamura T., Ichihara N., Sugiyama S., Yokota H., Ishimoto N., Ito E. Biosynthesis of UDP-N-acetyl-D-glucosaminuronic acid and UDP-N-acetyl-D-mannosaminuronic acid in Micrococcus luteus. J Biochem. 1985 Jul;98(1):105–116. doi: 10.1093/oxfordjournals.jbchem.a135248. [DOI] [PubMed] [Google Scholar]
  8. Knirel YuA, Vinogradov E. V., Shashkov A. A., Dmitriev B. A., Kochetkov N. K., Stanislavsky E. S., Mashilova G. M. Somatic antigens of Pseudomonas aeruginosa. The structure of O-specific polysaccharide chains of P. aeruginosa O:3(a),c and O:3a,d,e lipopolysaccharides. Eur J Biochem. 1983 Aug 1;134(2):289–297. doi: 10.1111/j.1432-1033.1983.tb07564.x. [DOI] [PubMed] [Google Scholar]
  9. Knirel Y. A., Vinogradov E. V., Shashkov A. S., Dmitriev B. A., Kochetkov N. K., Stanislavsky E. S., Mashilova G. M. Somatic antigens of Pseudomonas aeruginosa. The structure of O-specific polysaccharide chains of P. aeruginosa O:3a, b and O:3a, d lipopolysaccharides. Eur J Biochem. 1982 Nov;128(1):81–90. [PubMed] [Google Scholar]
  10. MARKHAM R., SMITH J. D. The structure of ribonucleic acid. I. Cyclic nucleotides produced by ribonuclease and by alkaline hydrolysis. Biochem J. 1952 Dec;52(4):552–557. doi: 10.1042/bj0520552. [DOI] [PMC free article] [PubMed] [Google Scholar]
  11. MATSUHASHI M., STROMINGER J. L. THYMIDINE DIPHOSPHATE 4-ACETAMIDO-4, 6-DIDEOXYHEXOSES. I. ENZYMATIC SYNTHESIS BY STRAINS OF ESCHERICHIA COLI. J Biol Chem. 1964 Aug;239:2454–2463. [PubMed] [Google Scholar]
  12. Matsuhashi M., Strominger J. L. Thymidine diphosphate 4-acetamido-2,6-dideoxyhexoses. 3. Purification and properties of thymidine diphosphate 4-keto-6-deoxy-D-glucose transaminase from Escherichia coli strain B. J Biol Chem. 1966 Oct 25;241(20):4738–4744. [PubMed] [Google Scholar]
  13. Nakanishi Y., Shimizu S., Takahashi N., Sugiyama M., Suzuki S. Structure and distribution of a disaccharide-carrying nucleotide and related nucleotides in hen oviduct. J Biol Chem. 1967 Mar 10;242(5):967–976. [PubMed] [Google Scholar]
  14. O'Connor J. V., Nunez H. A., Barker R. alpha and beta-glycopyranosyl phosphates and 1.2-phosphates. Assignments of conformations in solution by 13C and 1H NMR. Biochemistry. 1979 Feb 6;18(3):500–507. doi: 10.1021/bi00570a020. [DOI] [PubMed] [Google Scholar]
  15. Oashi H., Matsuhashi M., Matsuhashi S. Thymidine diphosphate 4-acetamido-4,6-dideoxyhexoses. IV. Purification and properties of thymidine diphosphate 4-keto-6-deoxy-D-glucose transaminase from Pasteurella pseudotuberculosis. J Biol Chem. 1971 Apr 25;246(8):2325–2330. [PubMed] [Google Scholar]
  16. Okuda S., Suzuki N. 2,3-diamino-2,3-dideoxy-D-glucofuranurono-6,3-lactam from the hydrolysate of Pseudomonas aeruginosa P14 lipopolysaccharide. Biochem J. 1983 Dec 1;215(3):597–604. doi: 10.1042/bj2150597. [DOI] [PMC free article] [PubMed] [Google Scholar]
  17. Okuda S., Suzuki N., Suzuki S. Isolation and structure of cytidine diphosphate 6-deoxy-3-C-methyl-2-O-methyl-L-aldohexopyranoside (cytidine diphosphate vinelose) from Azotobacter vinelandii. J Biol Chem. 1967 Mar 10;242(5):958–966. [PubMed] [Google Scholar]
  18. PARK J. T., JOHNSON M. J. A submicrodetermination of glucose. J Biol Chem. 1949 Nov;181(1):149–151. [PubMed] [Google Scholar]
  19. STROMINGER J. L. Uridine and guanosine nucleotides of hen oviduct. J Biol Chem. 1962 May;237:1388–1392. [PubMed] [Google Scholar]
  20. Suzuki N., Tsunematsu Y., Matsumoto H., Tazaki T. Relationship between Habs serotypes and 2-amino sugar composition of Pseudomonas aeruginosa. Infect Immun. 1977 Mar;15(3):692–697. doi: 10.1128/iai.15.3.692-697.1977. [DOI] [PMC free article] [PubMed] [Google Scholar]
  21. VOLK W. A., ASHWELL G. Enzymatic formation of TDP-3-acetamido-3,6-dideoxy hexose. Biochem Biophys Res Commun. 1963 Jul 18;12:116–120. doi: 10.1016/0006-291x(63)90245-6. [DOI] [PubMed] [Google Scholar]

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