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P7255

Puromycin dihydrochloride from Streptomyces alboniger

Name: Puromycin dihydrochloride from <I>Streptomyces alboniger</I>
Brand: SIGMA

≥98% (HPLC), powder

Synonym(s):

3′-[α-Amino-p-methoxyhydrocinnamamido]-3′-deoxy-N,N-dimethyladenosine 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:

51281912

NACRES:

NA.77

PubChem Substance ID:

57654556

EC Number:

200-387-8

Beilstein/REAXYS Number:

3853613

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

300

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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.

sustainability

Greener Alternative Product

solubility

H₂O: 50 mg/mL

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

Sterilize stock solution by filtration using 0.22 μm filter then store in aliquots at −20 °C.

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

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.

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.

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.

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

Disclaimer

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

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pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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.

P7255-250MG-PW: + P7255-BULK: + P7255-1G: + P7255-100MG-PW: + P7255-25MG-PW: + P7255-10MG: + P7255-100MG: + P7255-VAR: + P7255-250MG: + P7255-1G-PW: + P7255-25MG: + P7255-500MG: + P7255-500MG-PW:

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Articles

Inhibition of Protein Synthesis by Antibiotics

Antibiotics targeting bacterial ribosomes disrupt protein synthesis, a key process in bacterial growth inhibition.

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.