AdipoGen Life Sciences

Puromycin . dihydrochloride

CHF 45.00
In stock
AG-CN2-0078-M02525 mgCHF 45.00
AG-CN2-0078-M100100 mgCHF 120.00
AG-CN2-0078-M250250 mgCHF 200.00
AG-CN2-0078-M500500 mgCHF 390.00
AG-CN2-0078-G0011 gCHF 590.00
More Information
Product Details
Synonyms CL16,536; NSC 3055; Stylomycin
Product Type Chemical
Properties
Formula

C22H29N7O5 . 2HCl

MW 471.5 . 72.9
Merck Index 14: 7943
CAS 58-58-2
RTECS AU7355000
Source/Host Chemicals Isolated from Streptomyces alboniger.
Purity Chemicals ≥98% (HPLC)
Appearance White to off-white powder.
Solubility Soluble in water.
Identity Determined by 1H-NMR
Other Product Data

NOTE: The working puromycin concentration for selection in mammalian cell lines ranges from 1-10 µg/ml. Prior to using the puromycin antibiotic, titrate the selection agent to determine the optimal concentration for target cell line. Use the lowest concentration that kills 100% of non-transfected cells in 3-5 days from the start of puromycin selection. See also online selection-protocol.

InChi Key RXWNCPJZOCPEPQ-NIAQAADTBJ
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
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from moisture.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
Protocols Download PDF
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
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 µg/ml, while cells in suspension are sensitive to concentrations as low as 0.5 to 2 µg/ml. Puromycin-resistant stable mammalian cell lines can be generated in less than one week.
Product References
  1. Puromycin inhibition of protein synthesis: M.A. Darken; Pharmacol. Rev. 16, 223 (1964) (Review)
  2. Mechanism of puromycin action: fate of ribosomes after release of nascent polypeptide chains from polysomes: M.E. Azzam & D. Algranati; PNAS 70, 3866 (1973)
  3. Inhibition of aminopeptidase and acetylcholinesterase by puromycin and puromycin analogs: L.B. Hersh; J. Neurochem. 36, 1594 (1981)
  4. Isolation and properties of a puromycin acetyltransferase from puromycin-producing Streptomyces alboniger: S.Y. Paik, et al.; J. Antibiot. (Tokyo) 38, 1761 (1985)
  5. Biosynthesis of puromycin by Streptomyces alboniger. Characterization of puromycin N-acetyltransferase: J. Vara, et al.; Biochemistry 24, 8074 (1985)
  6. Molecular analysis of the pac gene encoding a puromycin-N-acetyl transferase from Streptomyces alboniger: R.A. Lacalle, et al.; Gene 79, 375 (1989)
  7. 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)
  8. Pac gene as efficient dominant marker and reporter gene in mammalian cells: S. De La Luna & J. Ortin; Meth. Enzymol. 216, 376 (1992)
  9. Puromycin reaction for the A site-bound peptidyl-tRNA: Y. Semenkov, et al.; FEBS Lett. 296, 207 (1992)
  10. 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)
  11. Puromycin is a potent and specific inhibitor of tyrosine kinase activity in HL-60 cells: A.N. Davidoff & B.V. Mendelow; Anticancer Res. 12, 1761 (1992)
  12. Puromycin inhibits protein import into mitochondria by interfering with an intramitochondrial ATP-dependent reaction: J. Price & K. Verner; Biochim. Biophys. Acta 1150, 89 (1993)
  13. Puromycin-sensitive aminopeptidase. Sequence analysis, expression, and functional characterization: D.B. Constam, et al.; J. Biol. Chem. 270, 26931 (1995)
  14. A simple assay for puromycin N-acetyltransferase: selectable marker and reporter: C. Mielke, et al.; Trends Genet. 11, 258 (1995)
  15. Cell proliferation and apoptosis of the glomerular epithelial cells in rats with puromycin aminonucleoside nephrosis: H. Shiiki, et al.; Pathobiology 66, 221 (1998)
  16. Puromycin Aminonucleoside Induces Glomerular Epithelial Cell Apoptosis: V. Sanwal, et al.; Exp. Mol. Pathol. 70, 54 (2001)
  17. Increased Apoptosis in Acute Puromycin Aminonucleoside Nephrosis: L. Fernandez, et al.; Exp. Nephrol. 9, 99 (2001)
  18. A puromycin-dependent activity-based sensing probe for histochemical staining of hydrogen peroxide in cells and animal tissues: K. Hoshi, et al.; Nature Protoc. 17, 1691 (2022)
© 2017 Adipogen Life Sciences. Pictures: © 2012 Martin Oeggerli. All Rights Reserved.