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Erythromycin A oxime (CAS 111321-02-9)

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Application:
Erythromycin A oxime is a less acid labile analogue of erythromycin with improved oral absorption
CAS Number:
111321-02-9
Molecular Weight:
749.92
Molecular Formula:
C37H67NO14
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Erythromycin A oxime, cataloged under CAS number 111321-02-9, is a derivative of the parent compound erythromycin A, characterized by the substitution of its ketone group with an oxime group. This chemical modification significantly influences the molecule′s properties, including its stability and interaction with biological targets. The oxime group in erythromycin A oxime is particularly interesting for its potential to alter the molecule′s binding dynamics with bacterial ribosomes, which are critical for protein synthesis in bacterial cells. In research, erythromycin A oxime has been employed as a tool to study the effects of structural changes on the activity of macrolide antibiotics against bacterial populations. The introduction of the oxime group can potentially affect how the molecule interacts with the peptidyl transferase center of the ribosome, thus providing insights into the mechanism of action at a molecular level. Researchers utilize this compound to explore variations in antibiotic interaction that could lead to differences in efficacy and bacterial resistance profiles. Studies involving erythromycin A oxime are crucial for understanding the complex relationships between antibiotic structure and function, particularly in the context of designing molecules with improved properties or reduced resistance potential. This research is fundamental in advancing our knowledge of antibiotic action and could inform future developments in antibiotic design.


Erythromycin A oxime (CAS 111321-02-9) References

  1. [Effect of high performance liquid chromatographic instrument system on the analysis of erythromycin A oxime].  |  Sun, JG., et al. 2004. Guang Pu Xue Yu Guang Pu Fen Xi. 24: 1148-50. PMID: 15762547
  2. Isolation and identification of a novel impurity of erythromycin A 9-oxime desosaminehydrazinium salt.  |  Zhou, CC., et al. 2005. J Antibiot (Tokyo). 58: 539-44. PMID: 16266129
  3. [Analysis of erythromycin A oxime and its related compounds by RP-HPLC on base-deactivated column].  |  Cao, Z., et al. 2007. Se Pu. 25: 946-7. PMID: 18257324
  4. Synthesis of 3,6-bicyclolides: a novel class of macrolide antibiotics.  |  Gai, Y., et al. 2008. Bioorg Med Chem Lett. 18: 6315-8. PMID: 18996692
  5. Significant breakthroughs in search for anti-infectious agents derived from erythromycin A.  |  Ma, X. and Ma, S. 2011. Curr Med Chem. 18: 1993-2015. PMID: 21517774
  6. Glycoside cleavage reactions on erythromycin A. Preparation of erythronolide A.  |  LeMahieu, RA., et al. 1974. J Med Chem. 17: 953-6. PMID: 4213128
  7. A new semisynthetic macrolide antibiotic 3-O-oleandrosyl-5-O-desosaminylerythronolide A oxime.  |  LeMahieu, RA., et al. 1976. J Antibiot (Tokyo). 29: 729-34. PMID: 783104
  8. Erythromycin series. Part 11. Ring expansion of erythromycin A oxime by the Beckmann rearrangement.  |  Djokić and Slobodan, et al. 1986. Journal of the Chemical Society, Perkin Transactions. 1: 1881-1890.
  9. Translactonization of erythromycin A during oximation: mixture analysis and reaction monitoring by NMR.  |  Grover and Rajesh K., et al. 2001. Magnetic Resonance in Chemistry. 39.6: 355-360.
  10. A Validated RP-LC Method for the Determination of Erythromycin an Oxime and Related Substances.  |  Cao and Zhiling, et al. 2013. Advance Journal of Food Science and Technology. 5.1: 68-71.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Erythromycin A oxime, 5 mg

sc-391533
5 mg
$95.00