Basic information Safety Supplier Related

bicozamycin

Basic information Safety Supplier Related

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
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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)
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Safety Information

Toxicity
LD50 in mice: >4 g/kg (Williams, Durham)
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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.

bicozamycinSupplier

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