Erythromycin

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Erythromycin

SKU: E002

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Description

Erythromycin is a macrolide antibiotic with a target spectrum similar to penicillin.

TOKU-E offers three forms of erythromycin: erythromycin (E002), erythromycin estolate (E003), and erythromycin ethylsuccinate (E004). Erythromycin is sparingly soluble in aqueous solution (2 mg/mL). Erythromycin estolate and erythromycin ethylsuccinate are both freely soluble in organic solvents.

CAS Number

114-07-8

Molecular Formula

C₃₇H₆₇NO₁₃

Molecular Weight

733.93

Mechanism of Action

Macrolide antibiotics inhibit bacterial growth by targeting the 50S ribosomal subunit preventing peptide bond formation and translocation during protein synthesis. Resistance to erythromycin is commonly attributed to mutations in 50S rRNA preventing erythromycin binding allowing the cell to synthesize proteins free of error.

Storage Conditions

<30°C

Tariff Code

2941.50.0000

Spectrum

Erythromycin is a broad spectrum antibiotic commonly targeting bacteria responsible for respiratory tract infections including Mycoplasma pneumoniae and Legionella pneumophila

Applications

Microbiology Applications

Erythromycin is commonly used in clinical in vitro microbiological antimicrobial susceptibility tests (panels, discs, and MIC strips) against gram positive, gram negative, and Mycoplasma species. Medical microbiologists use AST results to recommend antibiotic treatment options for infected patients. Representative MIC values include:

Mycoplasma pneumoniae 0.0019 µg/mL – 0.0078 µg/mL
Legionella pneumophila 0.008 µg/mL – 1 µg/mL
For a complete list of erythromycin MIC values, click here.

Plant Biology Applications

Erythromycin has been used in combination with nystatin and streptomycin for eliminating contaminants in rubber (Hevea brasiliensis) tissue culture (Leiffert et al.) (1991).

Specifications

Form

Powder

Appearance

White powder

Source

Biosynthetic: Saccharopolyspora erythraea (formerly Streptomyces erythraeus).

Impurity Profile

Erythromycin A||7540-22-9|C₃₇H₆₇NO₁₃|733.93| Erythromycin B| 12-deoxy erythromycin|527-75-3|C₃₇H₆₇NO₁₂|717.9| Erythromycin C| 3"-o-demethyl erythromycin A|1675-02-1|C₃₆H₆₅NO₁₃|720.92| Erythromycin D| 3"-o-demethyl-12-deoxy erythromycin A||C₃₆H₆₅NO₁₂|703.45| Impurity A| Erythromycin F|82230-93-1|C₃₇H₆₇NO₁₄|749.46| Impurity B| N-demethyl erythromycin A|992-62-1|C₃₆H₆₅NO₁₃|719.91| Impurity C| Erythromycin E|41451-91-6|C₃₇H₆₅NO₁₄|747.91| Impurity D| Anhydroerythromycin A|23893-13-2|C₃₇H₆₅NO₁₂|715.91| Impurity E| Erythromycin A enol ether|33396-29-1|C₃₇H₆₅NO₁₂|715.91|

Water Content (Karl Fischer)

≤10.0%

Melting Point

135-140°C

Optical Rotation

-71° to -78°

Assay

(On Dried Basis): 85-100.5%

Technical Data

References

Lovmar, Martin, and Tanel Tenson. "The Mechanism of Action of Macrolides, Lincosamides and Streptogramin B Reveals the Nascent Peptide Exit Path in the Ribosome."Journal of Molecular Microbiology 330.5 (2003): 1005-014.

Leifert C., Ritchie J.Y. and Waites W.M., Contaminants of plant-tissue and cell cultures. World Journal of Microbiology and Biotechnology 7. 452469, 1991