P9620

Puromycin dihydrochloride

Ready Made Solution, from Streptomyces alboniger, 10 mg/mL in H₂O, suitable for cell culture

• Synonym(s): 3′-(L-α-Amino-p-methoxyhydrocinnamamido)-3′-deoxy-N,N-dimethyladenosine dihydrochloride, Stylomycin dihydrochloride
• CAS Number: 58-58-2
• MDL number: MFCD00012691
• UNSPSC Code: 51281906
• PubChem Substance ID: 329820352
• NACRES: NA.85

Properties

• biological source: Streptomyces alboniger
• Quality Level: 300
• type: for cell culture
• assay: >98% (HPLC)
• form: solution
• storage condition: (Store in cool place. Keep container tightly closed in a dry and well -ventilated place. )
• concentration: 10 mg/mL in H₂O
• technique(s): cell culture | mammalian: suitable
• color: colorless to yellow
• solubility: H₂O: soluble 10 mg/mL
• antibiotic activity spectrum: Gram-positive bacteria; neoplastics; parasites
• mode of action: protein synthesis | interferes
• 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

Description

General description

Puromycin, also known as clomycin or stylomycin hydrochloride, is an aminonuclease antibiotic and protein synthesis inhibitor. It is produced by the soil actinomycete bacterium Streptomyces alboniger through a series of enzymatic reactions. Puromycin is effective against both prokaryotic and eukaryotic cells, working by interfering with RNA function, leading to the inhibition of protein synthesis. It also serves as an inhibitor of aminopeptidase and enkephalinase. The growth of bacteria, protozoa, algae, and mammalian cells is quickly halted by puromycin, but cells with the pac gene exhibit resistance. The gene product of the pac gene is puromycin-N-acetyl-transferase, which inactivates puromycin through acetylation.

Puromycin′s structural similarity to the amino acid-bearing end of tRNA allows it to enter the ribosome during protein synthesis, bind to the nascent polypeptide chain, and halt chain elongation. Widely used in cell culture, puromycin serves as a selective agent for cells that have been transformed with a gene conferring resistance to puromycin.

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.

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.

Features and Benefits

• High-quality antibiotic suitable for multiple research applications
• Antibiotic and protein synthesis inhibitor
• Effective against prokaryotic and eukaryotic cells
• Inhibits protein synthesis by interfering with RNA function
• Commonly used as a selective agent in cell biology research

Preparation Note

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

Other Notes

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

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, multi-purpose combination respirator cartridge (US)