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Bicyclomycin (CAS 38129-37-2)

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Alternate Names:
Bicyclomycin also known as Bicozamycin; Aizumycin; Bacteron; Bicozamicina; Bicozamycine; Bicozamycinum; Bacfeed; Antibiotic 5879; Antibiotic WS 4545
Application:
Bicyclomycin is a streptomyces polar metabolite with selective Gram negative profile with the primary site being the rho transcription termination factor
CAS Number:
38129-37-2
Purity:
≥95%
Molecular Weight:
302.28
Molecular Formula:
C12H18N2O7
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Bicyclomycin is a bicyclic peptide that is primarily utilized in research for its action as an inhibitor of bacterial transcription termination factor Rho. This compound is of interest in molecular biology and biochemistry for studying the mechanisms of transcription regulation in bacteria. By binding to Rho and preventing its interaction with RNA, bicyclomycin serves as a tool to dissect the role of Rho-dependent termination in the control of gene expression. In addition, it has been used in structural studies to determine the binding site and to understand the conformational changes in Rho that are induced upon bicyclomycin binding. The studies of such interactions are essential for elucidating the fundamental processes of bacterial RNA synthesis and regulation.


Bicyclomycin (CAS 38129-37-2) References

  1. Identifying the bicyclomycin binding domain through biochemical analysis of antibiotic-resistant rho proteins.  |  Magyar, A., et al. 1999. J Biol Chem. 274: 7316-24. PMID: 10066795
  2. Role of the [4.2.2] Bicyclic Unit in Bicyclomycin: Synthesis, Structure, Chemical, Biochemical, and Biological Properties.  |  Santillán, A., et al. 1996. J Org Chem. 61: 7756-7763. PMID: 11667731
  3. Structural mechanism of inhibition of the Rho transcription termination factor by the antibiotic bicyclomycin.  |  Skordalakes, E., et al. 2005. Structure. 13: 99-109. PMID: 15642265
  4. The molecular basis for the mode of action of bicyclomycin.  |  Kohn, H. and Widger, W. 2005. Curr Drug Targets Infect Disord. 5: 273-95. PMID: 16181146
  5. Single-gene deletion mutants of Escherichia coli with altered sensitivity to bicyclomycin, an inhibitor of transcription termination factor Rho.  |  Tran, L., et al. 2011. J Bacteriol. 193: 2229-35. PMID: 21357484
  6. Synthesis of bridged diketopiperazines by using the persistent radical effect and a formal synthesis of bicyclomycin.  |  Amatov, T., et al. 2015. Angew Chem Int Ed Engl. 54: 12153-7. PMID: 26418182
  7. Identification of the Biosynthetic Pathway for the Antibiotic Bicyclomycin.  |  Patteson, JB., et al. 2018. Biochemistry. 57: 61-65. PMID: 29053243
  8. Discovery and Biosynthesis of the Antibiotic Bicyclomycin in Distantly Related Bacterial Classes.  |  Vior, NM., et al. 2018. Appl Environ Microbiol. 84: PMID: 29500259
  9. Binding of bicyclomycin to inner membrane proteins of E. coli.  |  Someya, A., et al. 1978. J Antibiot (Tokyo). 31: 712-8. PMID: 357364
  10. Bicyclomycin, a new antibiotic. I. Taxonomy, isolation and characterization.  |  Miyoshi, T., et al. 1972. J Antibiot (Tokyo). 25: 569-75. PMID: 4648311
  11. Bicyclomycin, a new antibiotic. IV. Absorption, excretion and tissue distribution.  |  Nishida, M., et al. 1972. J Antibiot (Tokyo). 25: 594-601. PMID: 4648313
  12. Antibiotic 5879 produced by Streptomyces aizunensis, identical with bicyclomycin.  |  Miyamura, S., et al. 1973. J Antibiot (Tokyo). 26: 479-84. PMID: 4792062
  13. Bicyclomycin sensitivity and resistance affect Rho factor-mediated transcription termination in the tna operon of Escherichia coli.  |  Yanofsky, C. and Horn, V. 1995. J Bacteriol. 177: 4451-6. PMID: 7543478
  14. Transcription termination factor rho: the site of bicyclomycin inhibition in Escherichia coli.  |  Zwiefka, A., et al. 1993. Biochemistry. 32: 3564-70. PMID: 8466900

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Bicyclomycin, 1 mg

sc-391755
1 mg
$321.00

Bicyclomycin, 5 mg

sc-391755A
5 mg
$1100.00

Bicyclomycin, 10 mg

sc-391755B
10 mg
$1750.00

Bicyclomycin, 50 mg

sc-391755C
50 mg
$8843.00

Bicyclomycin, 100 mg

sc-391755D
100 mg
$14280.00