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Mycosamine

From Wikipedia, the free encyclopedia
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
3D model (JSmol)
ChemSpider
  • 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/s1
    Key: OINCELAOJGBMQV-RDQKPOQOSA-N
  • C[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)O)O)N)O
Properties
C6H13NO4
Molar mass 163.173 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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.[1]

References

[edit]
  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: [1]