P7255

Puromycin dihydrochloride from Streptomyces alboniger

≥98% (HPLC), powder

• Synonym(s): 3′-[α-Amino-p-methoxyhydrocinnamamido]-3′-deoxy-N,N-dimethyladenosine dihydrochloride
• Empirical Formula (Hill Notation): C₂₂H₂₉N₇O₅ · 2HCl
• CAS Number: 58-58-2
• Molecular Weight: 544.43
• Beilstein/REAXYS Number: 3853613
• EC Number: 200-387-8
• MDL number: MFCD00012691
• UNSPSC Code: 51281912
• PubChem Substance ID: 57654556
• NACRES: NA.77

Properties

• Quality Level: 300
• assay: ≥98% (HPLC)
• form: powder
• greener alternative product score: old score: 88; new score: 79; Find out more about DOZN™ Scoring
• greener alternative product characteristics: Atom Economy; Design for Energy Efficiency; Use of Renewable Feedstocks; Design for Degradation; Learn more about the Principles of Green Chemistry.
• solubility: H₂O: 50 mg/mL (Sterilize stock solution by filtration using 0.22 μm filter then store in aliquots at −20 °C.)
• antibiotic activity spectrum: Gram-positive bacteria; neoplastics; parasites
• greener alternative category: , Re-engineered
• mode of action: protein synthesis | interferes
• 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

Chemical structure: peptidyl nucleoside

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Atom Economy”, “Design for Energy Efficiency”, “Use of Renewable Feedstock” and “Design for Degradation”. Click here to view its DOZN scorecard.

Application

Recommended for use as a selection agent at a range of 1-10 μg/mL.

Biochem/physiol Actions

Puromycin dihydrochloride is a part of the amino-nucleoside family of antibiotics and is derived from Streptomyces alboniger. It is a broad spectrum antibiotic with antitumor activity, as an inhibitor of protein synthesis and has been used to study transcription regulatory mechanisms that control the sequential and coordinate expression of genes during cell differentiation. The recommended working concentration in eukaryotic cell culture is 1-10 μg/mL.

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.

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

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Caution

As supplied, this product remains active for four years when stored at -20°C.

Preparation Note

This product is soluble in water at 50 mg/mL. A stock solution should be prepared by filtration using a 0.22 μm filter and then stored in aliquots at -20°C. This product is also soluble in methanol at 10 mg/mL.

Other Notes

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

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves