Azirinomycin

Azirinomycin is an antibiotic azirine derivative with the molecular formula C4H5NO2 which is produced by the bacterium Streptomyces aureus.[1][2][3] Azirinomycin was first isolated in 1971.[4] Azirinomycin is toxic and therefore it cannot not be used in human medicine.[4]

Azirinomycin
Names
IUPAC name
3-Methyl-2H-azirine-2-carboxylic acid[1]
Identifiers
3D model (JSmol)
  • InChI=1S/C4H5NO2/c1-2-3(5-2)4(6)7/h3H,1H3,(H,6,7)
    Key: NHCHAEIJXKFNRU-UHFFFAOYSA-N
  • CC1=NC1C(=O)O
Properties
C4H5NO2
Molar mass 99.089 g·mol−1
Related compounds
Related compounds
 Azirine
Motualevic acid F
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. "3-Methyl-2H-azirine-2-carboxylic acid". pubchem.ncbi.nlm.nih.gov.
  2. Communications, EBCONT. "Azirinomycin". roempp.thieme.de.
  3. Stapley, Edward O.; Hendlin, David; Jackson, Marion; Miller, A. Kathrine; Hernandez, Sebastian; Mata, Justo M. (25 January 1971). "Azirinomycin. I". The Journal of Antibiotics. 24 (1): 42–47. doi:10.7164/antibiotics.24.42. ISSN 0021-8820.
  4. Diana, Patrizia; Cirrincione, Girolamo (30 January 2015). Biosynthesis of Heterocycles: From Isolation to Gene Cluster. John Wiley & Sons. p. 101. ISBN 978-1-118-96042-4.

Further reading


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