P9620

Sigma-Aldrich

Puromycin dihydrochloride

Ready Made Solution, from Streptomyces alboniger, 10 mg/mL in H2O, 0.2 μm filtered

CAS Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.85

Quality Level

biological source

Streptomyces alboniger

sterility

0.2 μm filtered

assay

>98% (HPLC)

form

solution

concentration

10 mg/mL in H2O

application(s)

cell culture | mammalian: suitable

solubility

H2O: soluble 10 mg/mL

Mode of action

protein synthesis | interferes

antibiotic activity spectrum

Gram-positive bacteria
neoplastics
parasites

shipped in

wet ice

storage temp.

−20°C

SMILES string

Cl.Cl.COc1ccc(C[C@H](N)C(=O)N[C@H]2[C@@H](O)[C@@H](O[C@@H]2CO)n3cnc4c(ncnc34)N(C)C)cc1

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-FZFAUISWSA-N

Related Categories

General description

Chemical structure: peptidyl nucleoside

Application

Puromycin is an aminonucleoside antibiotic that is derived from Streptomyces alboniger. It allows selection for cells that contain the resistance gene puromycin N-acetyl-transferase (PAC). It has been used to study vascular smooth muscle cell viability after treatment in the rabbit model . Puromycin is used to produce enhanced green fluorescent protein (EGFP) transgenic piglets after somatic cell cloning and embryo transfer.

Packaging

10 mL in glass bottle

Biochem/physiol Actions

Mode of Action: Puromycin inhibits protein synthesis by causing premature chain termination acting as an analog of the 3′-terminal end of the aminoacyl-tRNA. Puromycin also acts as a reversible inhibitor of dipeptidyl-peptidase II (serine peptidase) and cytosol alanyl aminopeptidase.

Mode of Resistance: Puromycin acetyltransferase is an effective resistance gene.

Antimicrobial Spectrum: This product is active against gram-positive microorganisms, less active against acid-fast bacilli and more weakly active against gram-negative microorganisms. Puromycin can prevent growth of bacteria, protozoa, algae and mammalian cells and acts quickly, killing 99% of cells within 2 days.

Preparation Note

This product is concentrated at 10 mg/mL in water and is 0.2 μm filtered. It has been tested on HeLa cells for cell growth arrest and selection of cells after transfection of the pac resistance gene.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Satoshi Watanabe et al.
Biology of reproduction, 72(2), 309-315 (2004-09-24)
Puromycin N-acetyl transferase gene (pac), of which the gene product catalyzes antibiotic puromycin (an effective inhibitor of protein synthesis), has been widely used as a dominant selection marker in embryonic stem (ES) cell-mediated transgenesis. The present study is the first...
Ming Lee Lin et al.
Proceedings of the National Academy of Sciences of the United States of America, 105(8), 3029-3034 (2008-02-15)
Cross-presentation as a fundamental pathway of activating CD8(+) T cells has been well established. So far the application of this concept in vivo is limited, and the mechanisms that specialize CD8(+) dendritic cells (DCs) for this task are not fully...
S Eyckerman et al.
Nature cell biology, 3(12), 1114-1119 (2002-01-10)
Ligand-induced clustering of type I cytokine receptor subunits leads to trans-phosphorylation and activation of associated cytosolic janus kinases (JAKs). In turn, JAKs phosphorylate tyrosine residues in the receptor tails, leading to recruitment and activation of signalling molecules. Among these, signal...
Jacinta P W Lee et al.
Autophagy, 12(6), 907-916 (2016-05-11)
MIF (macrophage migration inhibitory factor [glycosylation-inhibiting factor]) is a pro-inflammatory cytokine expressed in multiple cells types, including macrophages. MIF plays a pathogenic role in a number of inflammatory diseases and has been linked to tumor progression in some cancers. Previous...
Valerie Croons et al.
The Journal of pharmacology and experimental therapeutics, 325(3), 824-832 (2008-03-07)
Recent evidence indicates that the protein synthesis inhibitor cycloheximide triggers selective macrophage death in rabbit atheroma-like lesions without affecting smooth muscle cells (SMCs) or the endothelium, thereby favoring a stable plaque phenotype. In this study, we report that puromycin, a...
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