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Key Documents

5.06291

Sigma-Aldrich

Lactimidomycin

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

Sinónimos:

Lactimidomycin, LTM

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About This Item

Fórmula empírica (notación de Hill):
C26H35NO6
Número de CAS:
Peso molecular:
457.56
UNSPSC Code:
12352200
NACRES:
NA.77

product name

Lactimidomycin,

assay

≥98% (HPLC)

Quality Level

form

powder

potency

37.8 nM IC50

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

DMSO: soluble

storage temp.

−20°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-

Inchi Key

OYOKHBHOTQDIPM-YVQSYIHDSA-N

General description

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 (Kd = 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.

Biochem/physiol Actions

Primary Target
Ribosome
Reversible: yes

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

Other Notes

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.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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