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Chemical Compound Review

Guluronic acid     (2S,3R,4R,5R)-2,3,4,5- tetrahydroxy-6-oxo...

Synonyms: AR-1I3696, AC1L38SF, AC1Q6A7U, d-guluronic acid, EINECS 239-860-9
 
 
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Disease relevance of Guluronic acid

 

High impact information on Guluronic acid

  • Identification of a biocompatible immunoprotective membrane to prevent graft rejection remained elusive until the development of microcapsules formulated in alginate high in guluronic acid [3].
  • (1)H-NMR analysis of alginate isolated from these complemented mutants showed that the degree of acetylation increased from 4.7 to 9.3% and the guluronic acid content was reduced from 38 to 19% [4].
  • The polymer is composed of the two sugar monomers mannuronic acid and guluronic acid (G), and in all these bacteria the genes encoding 12 of the proteins essential for synthesis of the polymer are clustered in the genome [5].
  • A strain expressing both an epimerase-defective (point mutation) and a wild-type epimerase was constructed and shown to produce two types of alginate molecules: one class being pure mannuronan and the other having the wild-type content of guluronic acid residues [6].
  • Two of the alginates used had a high guluronic acid content (73% in guluronic acid residues) with varying molecular weight, while the other two had a high mannuronic acid content (68% in mannuronic acid residues) with varying molecular weight [7].
 

Biological context of Guluronic acid

 

Anatomical context of Guluronic acid

 

Associations of Guluronic acid with other chemical compounds

  • The effect of three variables on porosity was evaluated: (1) alginate solution concentration (2) the concentration of CaCl2 in the coagulation medium and (3) the ratio of guluronic acid to manuronic acid of the alginate [12].
 

Analytical, diagnostic and therapeutic context of Guluronic acid

References

  1. AlgR functions in algC expression and virulence in Pseudomonas syringae pv. syringae. Peñaloza-Vázquez, A., Fakhr, M.K., Bailey, A.M., Bender, C.L. Microbiology (Reading, Engl.) (2004) [Pubmed]
  2. Alginate-chaperoned facile refolding of Chromobacterium viscosum lipase. Mondal, K., Bohidar, H.B., Roy, R.P., Gupta, M.N. Biochim. Biophys. Acta (2006) [Pubmed]
  3. Insulin independence in a type 1 diabetic patient after encapsulated islet transplantation. Soon-Shiong, P., Heintz, R.E., Merideth, N., Yao, Q.X., Yao, Z., Zheng, T., Murphy, M., Moloney, M.K., Schmehl, M., Harris, M. Lancet (1994) [Pubmed]
  4. In vitro alginate polymerization and the functional role of Alg8 in alginate production by Pseudomonas aeruginosa. Remminghorst, U., Rehm, B.H. Appl. Environ. Microbiol. (2006) [Pubmed]
  5. Role of the Pseudomonas fluorescens alginate lyase (AlgL) in clearing the periplasm of alginates not exported to the extracellular environment. Bakkevig, K., Sletta, H., Gimmestad, M., Aune, R., Ertesvåg, H., Degnes, K., Christensen, B.E., Ellingsen, T.E., Valla, S. J. Bacteriol. (2005) [Pubmed]
  6. The Pseudomonas fluorescens AlgG protein, but not its mannuronan C-5-epimerase activity, is needed for alginate polymer formation. Gimmestad, M., Sletta, H., Ertesvåg, H., Bakkevig, K., Jain, S., Suh, S.J., Skjåk-Braek, G., Ellingsen, T.E., Ohman, D.E., Valla, S. J. Bacteriol. (2003) [Pubmed]
  7. The effects of alginate composition on encapsulated betaTC3 cells. Stabler, C., Wilks, K., Sambanis, A., Constantinidis, I. Biomaterials (2001) [Pubmed]
  8. Polysaccharide production and the possible occurrence of GDP-D-mannose dehydrogenase in Azotobacter vinelandii. Couperwhite, I., McCallum, M.F. Antonie Van Leeuwenhoek (1975) [Pubmed]
  9. Alginate beads as immobilization matrix for hepatocytes perfused in a bioreactor: a physico-chemical characterization. Murtas, S., Capuani, G., Dentini, M., Manetti, C., Masci, G., Massimi, M., Miccheli, A., Crescenzi, V. Journal of biomaterials science. Polymer edition. (2005) [Pubmed]
  10. Development of mechanically stable alginate/chondrocyte constructs: effects of guluronic acid content and matrix synthesis. Wong, M., Siegrist, M., Wang, X., Hunziker, E. J. Orthop. Res. (2001) [Pubmed]
  11. FT-IR of membranes made with alginate/polylysine complexes. Variations with the mannuronic or guluronic content of the polysaccharides. Dupuy, B., Arien, A., Perrot Minnot, A. Artificial cells, blood substitutes, and immobilization biotechnology. (1994) [Pubmed]
  12. Alginate microparticles prepared by spray-coagulation method: preparation, drug loading and release characterization. Tu, J., Bolla, S., Barr, J., Miedema, J., Li, X., Jasti, B. International journal of pharmaceutics. (2005) [Pubmed]
  13. Long-term reversal of diabetes by the injection of immunoprotected islets. Soon-Shiong, P., Feldman, E., Nelson, R., Heintz, R., Yao, Q., Yao, Z., Zheng, T., Merideth, N., Skjak-Braek, G., Espevik, T. Proc. Natl. Acad. Sci. U.S.A. (1993) [Pubmed]
  14. Factors influencing the adequacy of microencapsulation of rat pancreatic islets. De Vos, P., De Haan, B., Wolters, G.H., Van Schilfgaarde, R. Transplantation (1996) [Pubmed]
  15. Effect of microcapsule composition and short-term immunosuppression on intraportal biocompatibility. Toso, C., Mathe, Z., Morel, P., Oberholzer, J., Bosco, D., Sainz-Vidal, D., Hunkeler, D., Buhler, L.H., Wandrey, C., Berney, T. Cell transplantation. (2005) [Pubmed]
 
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