bicozamycin
bicozamycin Basic information
- Product Name:
- bicozamycin
- Synonyms:
-
- bicozamycin
- C11259
- WS-4545
- BicozaMycin benzoate
- BicozaMycin, AizuMycin, Bacteron, CGP 3543E, WS4545, 5879
- BicycloMycin
- (1R,6S)-1-hydroxy-2-methylidene-6-[(1S,2S)-1,2,3-trihydroxy-2-methylpropyl]-5-oxa-8,10-diazabicyclo[4.2.2]decane-7,9-dione
- 2-Oxa-7,9-diazabicyclo[4.2.2]decane-8,10-dione, 6-hydroxy-5-methylene-1-[(1S,2S)-1,2,3-trihydroxy-2-methylpropyl]-, (1S,6R)-
- CAS:
- 38129-37-2
- MF:
- C12H18N2O7
- MW:
- 302.28
- EINECS:
- 253-795-3
- Mol File:
- 38129-37-2.mol
bicozamycin Chemical Properties
- Melting point:
- 188-191° (dec); mp 187-189° (dec) (Imanaka); mp 166-170° (Nakatsuka et al.)
- alpha
- D23 +63.5° (methanol)
- Boiling point:
- 786.6±60.0 °C(Predicted)
- Density
- 1.57±0.1 g/cm3(Predicted)
- pka
- 9.85±0.60(Predicted)
bicozamycin Usage And Synthesis
Uses
Bicyclomycin is a polar metabolite first isolated from Streptomyces sapporonensis in 1972. The selective Gram negative profile of bicyclomycin is rare among Streptomyces metabolites. The primary site of action for bicyclomycin is thought to be the rho transcription termination factor.
Definition
ChEBI: A commercially important azabicyclic antibiotic obtained from Streptomyces sapporonensis. It inhibits the Rho protein of E. coli.
Origin
Bicozamycin, formerly called bicyclomycin, was found independently in 1972, in the cul ture broth of Streptomyces sapporonensisbyFu jisawa Pharmaceuticals Industries and in that of S. aizuensis by Miyamura et al. of Ni igata University.
Biological Activity
Bicozamycin has a unique bicyclic structure and shows activity against Kleb siella, Salmonella, and Shigella but noneagainst other gram-negative bacteria or gram-positive microorganisms.
Safety
Bicozamycin is not absorbed orally and showsverylowtoxicity;nomicedied following its intravenous injection at a dose as high as two grams per kilogram.
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