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ProductsBack/Puromycin . dihydrochloride [58-58-2]
Chemical Structure
Chemical Structure
Chemical Structure

Puromycin . dihydrochloride [58-58-2]

Research Use Only
AG-CN2-0078
AdipoGen Life Sciences
CAS Number58-58-2
DownloadMSDS
Product group Chemicals
Estimated Purity>98%
Molecular Weight471.5 . 72.9
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Puromycin . dihydrochloride
  • Delivery Days Customer
    10
  • CAS Number
    58-58-2
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Hazard Information
    Warning
  • Molecular Formula
    C22H29N7O5 . 2HCl
  • Molecular Weight
    471.5 . 72.9
  • Scientific Description
    Aminonucleoside antibiotic. Protein synthesis inhibitor. Disrupts peptide transfer on ribosomes (acting as an acyl-tRNA analog) causing premature chain termination during translation. Translational inhibitor in prokaryotic and eukaryotic cells in both in vitro and in vivo systems. Inhibits the transport of proteins into the mitochondria in vitro. Reversible inhibitor of dipeptidyl-peptidase II (serine peptidase) and cytosol alanyl aminopeptidase (metallopeptidase). Apoptosis inducer. Inhibits the growth of Gram-positive bacteria, various animal and insect cells. Fungi and Gram-negative bacteria are resistant due to the low permeability to the antibiotic. Antineoplastic agent. Used in cell biology as selective agent in cell culture systems. It allows selection for cells that contain the resistance gene puromycin N-acetyl-transferase (PAC). Puromycin has a fast mode of action, causing rapid cell death at low antibiotic concentrations. Adherent mammalian cells are sensitive to concentrations of 2 to 5 microg/ml, while cells in suspension are sensitive to concentrations as low as 0.5 to 2 microg/ml. Puromycin-resistant stable mammalian cell lines can be generated in less than one week. - Chemical. CAS: 58-58-2. Formula: C22H29N7O5 . 2HCl. MW: 471.5 . 72.9. Isolated from Streptomyces alboniger. Aminonucleoside antibiotic. Protein synthesis inhibitor. Disrupts peptide transfer on ribosomes (acting as an acyl-tRNA analog) causing premature chain termination during translation. Translational inhibitor in prokaryotic and eukaryotic cells in both in vitro and in vivo systems. Inhibits the transport of proteins into the mitochondria in vitro. Reversible inhibitor of dipeptidyl-peptidase II (serine peptidase) and cytosol alanyl aminopeptidase (metallopeptidase). Apoptosis inducer. Inhibits the growth of Gram-positive bacteria, various animal and insect cells. Fungi and Gram-negative bacteria are resistant due to the low permeability to the antibiotic. Antineoplastic agent. Used in cell biology as selective agent in cell culture systems. It allows selection for cells that contain the resistance gene puromycin N-acetyl-transferase (PAC). Puromycin has a fast mode of action, causing rapid cell death at low antibiotic concentrations. Adherent mammalian cells are sensitive to concentrations of 2 to 5 microg/ml, while cells in suspension are sensitive to concentrations as low as 0.5 to 2 microg/ml. Puromycin-resistant stable mammalian cell lines can be generated in less than one week.
  • SMILES
    COC1=CC=C(C[C@H](N)C(=O)NC2[C@@H](CO)O[C@H]([C@H]2O)N2C=NC3=C2N=CN=C3N(C)C)C=C1
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • Puromycin inhibition of protein synthesis: M.A. Darken; Pharmacol. Rev. 16, 223 (1964) (Review)
  • Mechanism of puromycin action: fate of ribosomes after release of nascent polypeptide chains from polysomes: M.E. Azzam & D. Algranati; PNAS 70, 3866 (1973)
  • Inhibition of aminopeptidase and acetylcholinesterase by puromycin and puromycin analogs: L.B. Hersh; J. Neurochem. 36, 1594 (1981)
  • Isolation and properties of a puromycin acetyltransferase from puromycin-producing Streptomyces alboniger: S.Y. Paik, et al.; J. Antibiot. (Tokyo) 38, 1761 (1985)
  • Biosynthesis of puromycin by Streptomyces alboniger. Characterization of puromycin N-acetyltransferase: J. Vara, et al.; Biochemistry 24, 8074 (1985)
  • Molecular analysis of the pac gene encoding a puromycin-N-acetyl transferase from Streptomyces alboniger: R.A. Lacalle, et al.; Gene 79, 375 (1989)
  • Use of puromycin N-acetyltransferase (PAC) as a new reporter gene in transgenic animals: E. Gomez Lahoz, et al.; Nucleic Acids Res. 19, 3465 (1991)
  • Pac gene as efficient dominant marker and reporter gene in mammalian cells: S. De La Luna & J. Ortin; Meth. Enzymol. 216, 376 (1992)
  • Puromycin reaction for the A site-bound peptidyl-tRNA: Y. Semenkov, et al.; FEBS Lett. 296, 207 (1992)
  • Unexpected cytokinetic effects induced by puromycin include a G2-arrest, a metaphase-mitotic-arrest, and apoptosis: A.N. Davidoff & B.V. Mendelow; Leuk. Res. 16, 1077 (1992)