Spiramycin

SKU: orb1310264

Description

Spiramycin is a macrolide antibiotic derived from Streptomyces ambofaciens, effective against Gram-positive aerobes, Neisseria gonorrhoeae, and staphylococci. It is utilized in research for studying bacterial and Toxoplasma gondii infections, with applications in both in vitro antimicrobial assays and in vivo experimental models.

Research Area

Infectious Disease & Virology

Key Properties

• CAS Number: 8025-81-8
• MW: 843.07
• Purity: 97.92% (May vary between batches)
• Formula: C₄₃H₇₄N₂O₁₄
• SMILES: COC1C(O)CC(=O)OC(C)CC=CC=CC(OC2CCC(C(C)O2)N(C)C)C(C)CC(CC=O)C1OC1OC(C)C(OC2CC(C)(O)C(O)C(C)O2)C(C1O)N(C)C
• Target: Antibacterial|||Parasite|||Antibiotic
• Solubility: H2O:< 1 mg/mL (insoluble or slightly soluble);Ethanol:93 mg/mL (110.31 mM);DMSO:252.5 mg/mL (299.5 mM);10% DMSO+40% PEG300+5% Tween 80+45% Saline:3.3 mg/mL (3.91 mM)

Bioactivity

• In Vivo:
  Spiramycin acts by binding to the bacterial 50S ribosomal subunit, thereby inhibiting translocation. Its primary mechanism during translocation involves stimulating the dissociation of peptidyl-tRNA from the ribosome. The compound reduces the protective effect of anisomycin on 23S rRNA nucleotides. Spiramycin exhibits potent antibacterial activity against the genus Prevotella, Streptococcus mitis, Archaea, strains of Porphyromonas, and Bacteroides, with metronidazole enhancing its efficacy. At 30°C, Spiramycin can inhibit protein synthesis in wild-type cells but not kill mutant or wild-type cells. Treating lipopolysaccharide-stimulated human monocytes with Spiramycin and erythromycin increases the total production of IL-6 without affecting TNFα, IL-1α, or IL-1β production. Spiramycin inhibits protein synthesis by stimulating the dissociation of peptidyl-tRNA from ribosomes. It dose-dependently inhibits the proliferative response of human mononuclear cells stimulated by pulse-width modulation and polyhydroxyalkanoate esters. Additionally, Spiramycin induces a reduction in tritiated thymidine uptake, suggesting interference with an early stage of the cell cycle.
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Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

Antibiotic, Bacterial, Formacidine, Espiramicin, Parasite, Spiramycin, Rovamycin, Provamycin, Sequamycin

Compound Identifiers

PubChem CID

5266