5.06291

Lactimidomycin

≥98% (HPLC), powder, ribosome inhibitor, Calbiochem^®

• Sinónimos: Lactimidomycin, LTM
• Fórmula empírica (notación de Hill): C₂₆H₃₅NO₆
• Número de CAS: 134869-15-1
• Peso molecular: 457.56
• Número MDL: MFCD30533614
• Código UNSPSC: 12352200
• NACRES: NA.77

Propiedades

• Nombre del producto: Lactimidomycin,
• Ensayo: ≥98% (HPLC)
• Nivel de calidad: 100
• Formulario: powder
• potencia: 37.8 nM IC₅₀
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze; protect from light
• color: white
• solubilidad: DMSO: soluble
• temp. de almacenamiento: −20°C
• cadena SMILES: N1C(=O)CC(CC1=O)CC(O)CC(=O)C(C)\C=C(/C2OC(=O)\C=C/CC\C=C/C=C\C2C)\C
• InChI: 1S/C26H35NO6/c1-17-10-8-6-4-5-7-9-11-25(32)33-26(17)19(3)12-18(2)22(29)16-21(28)13-20-14-23(30)27-24(31)15-20/h4,6,8-12,17-18,20-21,26,28H,5,7,13-16H2,1-3H3,(H,27,30,31)/b6-4-,10-8-,11-9-,19-12-
• Clave InChI: OYOKHBHOTQDIPM-YVQSYIHDSA-N

Descripción

Descripción general

A glutarimide based 12-membered macrolide antibiotic with antifungal properties. Acts as a potent inhibitor of cell migration, cell proliferation, and protein synthesis (IC₅₀ = 37.82 nM), but does not affect RNA synthesis even at high concentrations (IC₅₀ >10 µM). Acts as a potent inhibitor of translation and appears to block the first translocation step without affecting tRNA binding or peptide bond formation. It exhibits about 10-fold greater potency than cycloheximide (Cat. No. 239763 and 239764). Binds to the same site on the 60S ribosomal subunit with high affinity (K_d = 500 nM vs 15 µM for cycloheximide). Shown to extend the survival of mice bearing P388 lymphoma by blocking cell growth, however, it does not significantly affect non-tumorigenic MCF10A breast cell lines. Also shown to retard the growth of MDA MB231 cells in nude mice (~0.6 /mg/kg).

Lactimidomycin, CAS 134869-15-1, inhibits cell migration, proliferation, & protein synthesis (IC₅₀ = 37.8 nM). Blocks the first translocation step and has no effect on tRNA binding.

Acciones bioquímicas o fisiológicas

Primary Target
Ribosome

Reversible: yes

Advertencia

Toxicity: Standard Handling (A)

Reconstitución

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Otras notas

Schneider-Poetsch, T., et al. 2010. Nat. Chem. Biol.6, 209.
Micoine, K., et al. 2010. J. Am. Chem. Soc.132, 14064.
Ju, J., et al. 2009. J. Am. Chem. Soc.131, 1370.
Sugawara, K., et al. 1992. J. Antibiot.45, 1433.

Información legal

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable