Bacillomycin

Bacillomycins are a group of antifungal polypeptide antibiotics isolated from Bacillus subtilis.

Bacillomycin D
Names
IUPAC name
3-[3,9-Bis(2-amino-2-oxo-ethyl)-16-(1-hydroxyethyl)-19-(hydroxymethyl)-6-[(4-hydroxyphenyl)methyl]-13-octyl-2,5,8,11,15,18,21,24-octaoxo-1,4,7,10,14,17,20,23-octazabicyclo[23.3.0]octacosan-22-yl]propanoic acid
Systematic IUPAC name
3-[16,22-Bis(carbamoylmethyl)-9-(1-hydroxyethyl)-6-(hydroxymethyl)-19-[(4-hydroxyphenyl)methyl]-12-octyl-1,4,7,10,14,17,20,23-octaoxo-hexacosahydro-1H-pyrrolo[1,2-j]1,4,7,10,13,16,19,22-octaazacyclopentacosan-3-yl]propanoic acid
Other names
3-[16,22-bis(carbamoylmethyl)-9-(1-hydroxyethyl)-6-(hydroxymethyl)-19-[(4-hydroxyphenyl)methyl]-12-octyl-1,4,7,10,14,17,20,23-octaoxo-octadecahydro-2H-pyrrolo[1,2-j]1,4,7,10,13,16,19,22-octaazacyclopentacosan-3-yl]propanoic acid
Identifiers
3D model (JSmol)
ChemSpider
Properties
C45H68N10O15
Molar mass 989.094 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Examples include:

  • Bacillomycin A (fungosin, structure unknown)[1][2]
  • Bacillomycin C (structure unknown)[2]
  • Bacillomycin D (C45H68N10O15)[3]
  • Bacillomycin F (C52H84N12O14)[4]
  • Bacillomycin Fc (C52H84N12O14)[5]
  • Bacillomycin L (Landy substance)[2][6]
  • Bacillomycin S (structure unknown)[2]

References

  1. Bacillomycin A
  2. John Buckingham (ed.). Dictionary of Natural Products. pp. 590–591.
  3. Peypoux, F; Besson, F; Michel, G; Delcambe, L (1981). "Structure of bacillomycin D, a new antibiotic of the iturin group". European Journal of Biochemistry / FEBS. 118 (2): 323–7. doi:10.1111/j.1432-1033.1981.tb06405.x. PMID 7285926.
  4. CID 3086138 from PubChem
  5. CID 3086563 from PubChem
  6. Zhang, B; Dong, C; Shang, Q; Cong, Y; Kong, W; Li, P (2013). "Purification and partial characterization of bacillomycin L produced by Bacillus amyloliquefaciens K103 from lemon". Applied Biochemistry and Biotechnology. 171 (8): 2262–72. doi:10.1007/s12010-013-0424-7. PMID 24043450.


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