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540222

Sigma-Aldrich

Puromycin, Dihydrochloride

Puromycin, Dihydrochloride, CAS 58-58-2, is An aminonucleoside antibiotic that inhibits protein synthesis by blocking the translation step and causes premature release of nascent polypeptide chains.

Synonym(s):

Puromycin, Dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C22H29N7O5 · 2HCl
CAS Number:
58-58-2
Molecular Weight:
544.43
MDL number:
MFCD00012691
UNSPSC Code:
12352200

Quality Level

100

Assay

≥98% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated

color

white to off-white

solubility

methanol: 20 mg/mL
water: 50 mg/mL

shipped in

ambient

storage temp.

−20°C

InChI

1S/C22H29N7O5.2ClH/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12;;/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32);2*1H/t14-,15+,16?,18+,22+;;/m0../s1

InChI key

MKSVFGKWZLUTTO-USYAMCSGSA-N

General description

Prokaryotic and eukaryotic protein synthesis inhibitor. Nucleoside that resembles the aminoacyl-adenylyl terminus of aminoacyl-tRNA and competes for binding to the "A site" of the large ribosomal subunit. Its incorporation into a growing polypeptide results in termination of chain elongation and release of the nascent polypeptidyl-puromycin. Used for selection of mammalian cell lines expressing a transfected pac gene (Streptomyces alboniger), whose product, puromycin acetyltransferase, inactivates the drug via acetylation. Induces DNA fragmentation in thymocytes and in human HL-60 leukemia cells. Like cycloheximide, puromycin is also used as a general protein synthesis inhibitor in numerous cellular assays.
Protein synthesis inhibitor. Inhibits translation by causing premature release of nascent polypeptide chains. Induces DNA fragmentation in thymocytes and in human HL-60 leukemia cells.
Puromycin, Dihydrochloride, CAS 58-58-2, is An aminonucleoside antibiotic that inhibits protein synthesis by blocking the translation step and causes premature release of nascent polypeptide chains.

Biochem/physiol Actions

Primary Target
protein synthesis

Warning

Toxicity: Harmful (C)

Reconstitution

Following reconstitution, sterilize by filtration through a 0.22 µm pore-size filter, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Chow, S.C., et al. 1995. Exp. Cell Res. 216, 149.
Constam, D.B., et al. 1995. J. Biol. Chem.270, 26931.
Wirth, M., et al. 1994. J. Virol.68, 566.
Claeyssens, S., et al. 1993. FEBS Lett.315, 7.
Hechler, U., et al. 1993. Biochem. Biophys. Res. Commun.194, 1305.
Kaufman, S.H., et al. 1993. Cancer Res.53, 3976.
de la Luna, S. and Ortín, J. 1992. Methods Enzymol.216, 376.
Kalpaxis, D.L. and Drainas, D. 1992. Arch. Biochem. Biophys.300, 629.
Shipston, M.J. and Antoni, F.A. 1992. Biochem. Biophys. Res. Commun.189, 1382.

Legal Information

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

540222-25MG:
540222-100MG:
540222-10GM:
540222-0GM:
540222-MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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