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Chemical Compound Review

CHEBI:31747     (2R,3S,4S,5R)-3-amino- 2,4,5,6-tetrahydroxy...

Synonyms: CTK1H0819, AR-1F1757, FT-0670603, AC1L4V91, AC1Q6A6U, ...
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Disease relevance of D-Kanosamine


High impact information on D-Kanosamine

  • Identification of RifN, product of one of three genes from the rifamycin biosynthetic gene cluster known to be essential for aminoDAHP formation, as a specific kanosamine (3-deoxy-3-amino-D-glucose) 6-kinase establishes kanosamine and its 6-phosphate as specific intermediates in AHBA formation [5].
  • Maximum accumulation of kanosamine in B. cereus UW85 culture supernatants coincided with sporulation [1].
  • Kanosamine accumulation was also enhanced more than 300% by the addition of alfalfa seedling exudate to minimal medium [1].
  • Experiments with S. cerevisiae mutants showed that the presence of the Cdr1p drug efflux pump did not affect the antifungal activity of kanosamine [6].
  • Maintenance of pancreatic endocrine cells of the neonatal rat: VII. The effect of 3-amino-3-deoxyglucose on insulin secretion from perifused B cells [7].

Anatomical context of D-Kanosamine

  • Monolayer cultures of the pancreas of the neonatal rat were maintained in TCM 199 medium, supplemented with 5.5 mM glucose, with or without 5 mM 3-amino-3-deoxyglucose, and perifused to examine the changes which occurred in the insulin secretory response during culture [7].
  • Monolayer islet cells prepared from neonatal rat pancreases were cultured in media with 5.5 mM glucose alone or further supplemented with 5 mM 3-amino-3-deoxyglucose (3A3dG) for a total of 7 days [8].

Associations of D-Kanosamine with other chemical compounds


  1. Production of kanosamine by Bacillus cereus UW85. Milner, J.L., Silo-Suh, L., Lee, J.C., He, H., Clardy, J., Handelsman, J. Appl. Environ. Microbiol. (1996) [Pubmed]
  2. 3-Amino-3-deoxyglucose produced by a Streptomyces sp. Dolak, L.A., Castle, T.M., Dietz, A., Laborde, A.L. J. Antibiot. (1980) [Pubmed]
  3. The site of inhibition of cell wall synthesis by 3-amino-3-deoxy-D-glucose in Staphylococcus aureus. Tanaka, H., Shimizu, S., Oiwa, R., Iwai, Y., Omura, S. J. Biochem. (1979) [Pubmed]
  4. Target range of zwittermicin A, an aminopolyol antibiotic from Bacillus cereus. Silo-Suh, L.A., Stabb, E.V., Raffel, S.J., Handelsman, J. Curr. Microbiol. (1998) [Pubmed]
  5. Characterization of the early stage aminoshikimate pathway in the formation of 3-amino-5-hydroxybenzoic acid: the RifN protein specifically converts kanosamine into kanosamine 6-phosphate. Arakawa, K., Müller, R., Mahmud, T., Yu, T.W., Floss, H.G. J. Am. Chem. Soc. (2002) [Pubmed]
  6. Mechanism of antifungal action of kanosamine. Janiak, A.M., Milewski, S. Med. Mycol. (2001) [Pubmed]
  7. Maintenance of pancreatic endocrine cells of the neonatal rat: VII. The effect of 3-amino-3-deoxyglucose on insulin secretion from perifused B cells. Nakao, K., Kagawa, S., Wakabayashi, S., Matsuoka, A. Endocrinol. Jpn. (1986) [Pubmed]
  8. Maintenance of pancreatic endocrine cells of the neonatal rat: IV. The effect of 3-amino-3-deoxyglucose. Wakabayashi, S., Kagawa, S., Nakao, K., Yoshida, K., Mimura, K., Matsuoka, A. Endocrinol. Jpn. (1984) [Pubmed]
  9. Studies on bacterial cell wall inhibitors. III. 3-amino-3-deoxy-D-glucose, an inhibitor of bacterial cell wall synthesis. Iwai, Y., Tanaka, H., Oiwa, R., Shimizu, S., Omura, S. Biochim. Biophys. Acta (1977) [Pubmed]
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