BicozaMycin benzoate, FR 2054
- Product Name
- BicozaMycin benzoate, FR 2054
- CAS No.
- 37134-40-0
- Chemical Name
- BicozaMycin benzoate, FR 2054
- Synonyms
- FR2054;BicycloMycin benzoate;Bicyclomycin benzoate,FR 2054;BicozaMycin benzoate, FR 2054;Bicyclomycin, 3'-benzoate (9CI);Bicyclomycin benzoate (Synonyms: FR2054);(2S,3S)-2,3-dihydroxy-3-((1S,6R)-6-hydroxy-5-methylene-8,10-dioxo-2-oxa-7,9-diazabicyclo[4.2.2]decan-1-yl)-2-methylpropyl benzoate
- CBNumber
- CB22703705
- Molecular Formula
- C19H22N2O8
- Formula Weight
- 406.39
- MOL File
- 37134-40-0.mol
BicozaMycin benzoate, FR 2054 Property
- Melting point:
- >123°C (dec.)
- Boiling point:
- 788.6±60.0 °C(Predicted)
- Density
- 1.49±0.1 g/cm3(Predicted)
- storage temp.
- Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 9.82±0.60(Predicted)
- color
- White
N-Bromosuccinimide Price
- Product number
- 15384
- Product name
- Bicyclomycin Benzoate
- Purity
- ≥99%
- Packaging
- 5mg
- Price
- $141
- Updated
- 2024/03/01
- Product number
- 15384
- Product name
- Bicyclomycin Benzoate
- Purity
- ≥99%
- Packaging
- 25mg
- Price
- $455
- Updated
- 2024/03/01
- Product number
- B382908
- Product name
- BicyclomycinBenzoate
- Packaging
- 1mg
- Price
- $155
- Updated
- 2021/12/16
- Product number
- B382908
- Product name
- BicyclomycinBenzoate
- Packaging
- 5mg
- Price
- $520
- Updated
- 2021/12/16
- Product number
- CS-6253
- Product name
- Bicyclomycinbenzoate
- Purity
- 99.85%
- Packaging
- 5mg
- Price
- $120
- Updated
- 2021/12/16
BicozaMycin benzoate, FR 2054 Chemical Properties,Usage,Production
Uses
BicozaMycin benzoate, FR 2054 is a polar metabolite first isolated from Streptomyces sapporonensis in 1972, with activity against Gram negative bacteria. The selective Gram negative profile of bicyclomycin is rare among Streptomyces metabolites, and in an effort to overcome its poor in vivo absorption, the benzoate ester was prepared by reaction with the more exposed primary alcohol. BicozaMycin benzoate, FR 2054 benzoate has limited use as a veterinary antibiotic.
Biological Activity
bicyclomycin benzoate is a novel antibiotic produced by s. sapporonensi [1]. bicyclomycin shows an inhibitory effect on gram-negative bacteria, such as e. coli, klebsiella, shigella, salmonella, citrobacter, e. cloacae, and the pathogenic group of neisseria [2]. bicyclomycin benzoate is inactive against proteus, p. aeruginosa, and gram-positive bacteria [1,2].
in vitro
the mig of bicyclomycin for e.coli nihj jc-2 was 25-50 μg/ml. bicyclomycin (25-50 μg/ml) completely inhibited formation of visible colonies or turbidity of this organism on agar plates, in nutrient broth, and in heart infusion broth [2]. bicyclomycin inhibited atpase activity in the presence of poly(dc) and ribo(c)10. the approximate ic50 value for inhibition of transcription termination at rho-dependent sites was 5 μm. the inhibitory effect of bicyclomycin on rho-dependent transcripts was accompanied by the appearance of a new set of transcripts. in the presence of poly(dc), bicyclomycin reversibly inhibited the ribo(c)10-stimulated atpase activity. the extrapolated ki for bicyclomycin was 2.8 μm without ribo(c)10, which was increased to 26 μm in the presence of ribo(c)10 [3].
in vivo
bicyclomycin showed therapeutic activity for infections with several strains of e. coli which were resistant to the control antibiotics. the ed50 of bicyclomycin for infection with gp-resistant e.coli 312 was 3.05 (1.47-7.66) mg/mouse [2].
References
[1] miyoshi, t. ,miyairi, n.,aoki, h., et al. bicyclomycin, a new antibiotic. i. taxonomy, isolation and characterization. j.antibiot.(tokyo) 25(10), 569-575(1972).
[2] nishida, m. ,mine, y.,matsubara, t., et al. bicyclomycin, a new antibiotic. iii. in vitro and in vivo antimicrobial activity. j.antibiot.(tokyo) 25(10), 582-593(1972).
[3] magyar a, zhang x, kohn h, et al. the antibiotic bicyclomycin affects the secondary rna binding site of escherichia coli transcription termination factor rho[j]. journal of biological chemistry, 1996, 271(41): 25369-25374.
BicozaMycin benzoate, FR 2054 Preparation Products And Raw materials
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