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Mycosamine

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D-Mycosamine
Names
Other names
    • 3-amino-3,6-dideoxy-α-D-manno-hexopyranose
    • (2S,3S,4S,5S,6R)-4-amino-6-methyloxane-2,3,5-triol
    • 3-amino-3-desoxy-D-rhamnose
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6H13NO4/c1-2-4(8)3(7)5(9)6(10)11-2/h2-6,8-10H,7H2,1H3/t2-,3+,4-,5+,6+/m1/s1Key: OINCELAOJGBMQV-RDQKPOQOSA-N
SMILES
  • C1((((O1)O)O)N)O
Properties
Chemical formula C6H13NO4
Molar mass 163.173 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

D-Mycosamine is an amino sugar found in several polyene antimycotics. Structural analogs of these agents lacking this monosaccharide component do not exhibit substantial antifungal activity.

References

  1. Nedal, A.; Sletta, H.; Brautaset, T.; Borgos, S. E. F.; Sekurova, O. N.; Ellingsen, T. E.; Zotchev, S. B. (17 December 2020). "Analysis of the Mycosamine Biosynthesis and Attachment Genes in the Nystatin Biosynthetic Gene Cluster of Streptomyces noursei ATCC 11455". Applied and Environmental Microbiology. 73 (22): 7400–7407. doi:10.1128/AEM.01122-07. PMC 2168226. PMID 17905880.
  • Biosynthesis:
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