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Aurodox (CAS 12704-90-4)

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Alternate Names:
1-Methylmocimycin; Goldinodox
Application:
Aurodox is a compound that inhibits bacterial protein biosynthesis
CAS Number:
12704-90-4
Purity:
≥95%
Molecular Weight:
810.97
Molecular Formula:
C44H62N2O12
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Aurodox is a compound that can be isolated from the bacterium Streptomyces goldiniensis. It belongs to a class of compounds known as polyketides. Aurodox inhibits bacterial protein biosynthesis by interrupting the functional cycle of Elongation Factor-Tu (EF-Tu). This is a weakly acidic antibiotic that causes a ribosomal stoppage during translation. In environmental science, the study of natural compounds like Aurodox contributes to the understanding of microbial interactions and the discovery of novel bioactive substances. This knowledge can be applied in bioremediation strategies, where specific bacteria are used to degrade or neutralize pollutants in the environment.


Aurodox (CAS 12704-90-4) References

  1. Conformational change of elongation factor Tu (EF-Tu) induced by antibiotic binding. Crystal structure of the complex between EF-Tu.GDP and aurodox.  |  Vogeley, L., et al. 2001. J Biol Chem. 276: 17149-55. PMID: 11278992
  2. Kirromycin drastically reduces the affinity of Escherichia coli elongation factor Tu for aminoacyl-tRNA.  |  Abrahams, JP., et al. 1991. Biochemistry. 30: 6705-10. PMID: 2065055
  3. Effects of nucleotide- and aurodox-induced changes in elongation factor Tu conformation upon its interactions with aminoacyl transfer RNA. A fluorescence study.  |  Dell, VA., et al. 1990. Biochemistry. 29: 1757-63. PMID: 2110000
  4. Effects of elfamycins on elongation factor Tu from Escherichia coli and Staphylococcus aureus.  |  Hall, CC., et al. 1989. Antimicrob Agents Chemother. 33: 322-5. PMID: 2499247
  5. Conformation and reactivity changes induced by N-methylkirromycin (aurodox) in elongation factor Tu.  |  Balestrieri, C., et al. 1989. Biochemistry. 28: 7097-101. PMID: 2510820
  6. A resting cell system for efrotomycin biosynthesis.  |  Nielsen, JB. and Kaplan, L. 1989. J Antibiot (Tokyo). 42: 944-51. PMID: 2737954
  7. Structure elucidation and antitumour activity of a new macrolactam produced by marine-derived actinomycete Micromonospora sp. FIM05328.  |  Nie, YL., et al. 2018. Nat Prod Res. 32: 2133-2138. PMID: 28823189
  8. Characterization of the Mode of Action of Aurodox, a Type III Secretion System Inhibitor from Streptomyces goldiniensis.  |  McHugh, RE., et al. 2019. Infect Immun. 87: PMID: 30455200
  9. Development and validation of a high-content screening assay for inhibitors of enteropathogenic E. coli adhesion.  |  Pylkkö, T., et al. 2021. J Microbiol Methods. 184: 106201. PMID: 33713725
  10. Insights into the structure-activity relationship of a type III secretion system inhibitor, aurodox.  |  Kimishima, A., et al. 2022. Bioorg Med Chem Lett. 69: 128779. PMID: 35545199
  11. Biosynthesis of Aurodox, a Type III Secretion System Inhibitor from Streptomyces goldiniensis.  |  McHugh, RE., et al. 2022. Appl Environ Microbiol. 88: e0069222. PMID: 35867559
  12. Genome sequence of the aurodox-producing bacterium Streptomyces goldiniensis ATCC 21386.  |  McHugh, RE., et al. 2022. Access Microbiol. 4: acmi000358. PMID: 36003359
  13. Bioconversion capacity of Streptomyces sp GE44282, a producer of the antibiotics heneicomycin and aurodox.  |  Marinelli, F., et al. 1995. J Ind Microbiol. 15: 49-54. PMID: 7662297

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Aurodox, 1 mg

sc-280608
1 mg
$469.00

Aurodox, 2.5 mg

sc-280608A
2.5 mg
$887.00

Aurodox, 10 mg

sc-280608B
10 mg
$1979.00

Aurodox, 50 mg

sc-280608C
50 mg
$4682.00

Aurodox, 100 mg

sc-280608D
100 mg
$14045.00