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Erythromycin A N-oxide (CAS 992-65-4)

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Application:
Erythromycin A N-oxide is a facile metabolite of erythromycin A
CAS Number:
992-65-4
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 N-oxide, bearing the CAS number 992-65-4, represents a chemically modified form of the well-known compound erythromycin A, distinguished by the addition of an N-oxide group. This modification profoundly impacts the molecule′s chemical properties and its interaction with biological systems. Specifically, the introduction of the N-oxide group alters the electron distribution within the molecule, which can affect its binding affinity and mechanism of action relative to its unmodified counterpart. In biochemical research, Erythromycin A N-oxide has been used predominantly to investigate the role of oxidative modifications in the activity and stability of macrolide antibiotics. This compound serves as a crucial tool in studies focusing on the metabolic pathways involving erythromycin and similar substances, particularly how these pathways can be influenced by enzymatic activities that introduce oxygen-containing groups into the molecular structure. Researchers utilize Erythromycin A N-oxide to explore how such modifications can affect the interaction of macrolides with bacterial ribosomes—the primary site of action for this class of molecules. Understanding these interactions provides valuable insights into the molecular dynamics of ribosome function and the potential mechanisms by which bacteria may develop resistance to certain types of antibiotics. This research is essential for advancing fundamental knowledge in microbiology and enzymology, shedding light on the subtle nuances of antibiotic action and resistance.


Erythromycin A N-oxide (CAS 992-65-4) References

  1. Investigating the potential of erythromycin and derivatives as chiral selector in capillary electrophoresis.  |  Thanh Ha, PT., et al. 2004. J Pharm Biomed Anal. 34: 861-70. PMID: 15019020
  2. Investigation of degradation products in a topical gel containing erythromycin and benzoyl peroxide by liquid chromatography-mass spectrometry.  |  Haghedooren, E., et al. 2006. J Pharm Biomed Anal. 41: 165-75. PMID: 16377117
  3. Motilin receptors of the rabbit colon.  |  Depoortere, I., et al. 1991. Peptides. 12: 89-94. PMID: 2052502
  4. Erythromycin is a motilin receptor agonist.  |  Peeters, T., et al. 1989. Am J Physiol. 257: G470-4. PMID: 2782416
  5. Separation of novel derivatives from commercial erythromycin samples by thin-layer chromatography.  |  Cachet, T., et al. 1987. J Chromatogr. 403: 343-9. PMID: 3680421
  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. Chemical modifications of erythromycin antibiotics. I. 3'-de(dimethylamino)erythromycin A and B.  |  Jones, PH. and Rowley, EK. 1968. J Org Chem. 33: 665-70. PMID: 5636610
  8. Distribution and characterization of motilin receptors in the cat.  |  Depoortere, I., et al. 1993. Peptides. 14: 1153-7. PMID: 8134297
  9. Cosynthesis of erythromycin A N-oxide by mutants of Saccharopolyspora erythraea blocked in erythromycin production.  |  Blumauerová and M., et al. 1991. Folia microbiologica. 36: 533-537.
  10. The electrochemical behavior of erythromycin A on a gold electrode.  |  Ivić and ML Avramov, et al. 2008. Electrochimica Acta. 54.2: 649-654.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Erythromycin A N-oxide, 5 mg

sc-391531
5 mg
$71.00

Erythromycin A N-oxide, 25 mg

sc-391531A
25 mg
$288.00