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P7255

Sigma-Aldrich

Puromycine dihydrochloride from Streptomyces alboniger

greener alternative

≥98% (HPLC), powder

Synonyme(s) :

3′-[α-Amino-p-méthoxyhydrocinnamamido]-3′-déoxy-N,N-diméthyladénosine dihydrochloride

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About This Item

Formule empirique (notation de Hill):
C22H29N7O5 · 2HCl
Numéro CAS:
58-58-2
Poids moléculaire :
544.43
Numéro Beilstein :
3853613
Numéro CE :
200-387-8
Numéro MDL:
MFCD00012691
Code UNSPSC :
51281912
ID de substance PubChem :
57654556
Nomenclature NACRES :
NA.77

Niveau de qualité

300

Pureté

≥98% (HPLC)

Forme

powder

Score du produit alternatif plus écologique

old score: 88
new score: 79
Find out more about DOZN™ Scoring

Caractéristiques du produit alternatif plus écologique

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

Solubilité

H2O: 50 mg/mL

Spectre d'activité de l'antibiotique

Gram-positive bacteria
neoplastics
parasites

Autre catégorie plus écologique

, Re-engineered

Mode d’action

protein synthesis | interferes

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

MKSVFGKWZLUTTO-FZFAUISWSA-N

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Description générale

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.

Actions biochimiques/physiologiques

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 d′action : La puromycine inhibe la synthèse des protéines en provoquant la terminaison prématurée de la chaîne, en servant d′analogue à l′extrémité 3′-terminale de l′aminoacyl-tRNA.

Mode de résistance : La puromycine acétyltransférase est un gène de résistance efficace.

Spectre antimicrobien : Ce produit est actif contre les micro-organismes à Gram positif, moins actif contre les bacilles acidorésistants et faiblement actif contre les micro-organismes à Gram négatif. La puromycine peut empêcher la croissance des bactéries, protozoaires, algues et cellules de mammifères et agit rapidement, tuant 99 % des cellules dans un délai de 2 jours.

Caractéristiques et avantages

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.

Attention

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

Notes préparatoires

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.

Autres remarques

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Conseils de prudence

P301 + P312 + P330

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Claudia Fritsch et al.
Genome research, 22(11), 2208-2218 (2012-08-11)
So far, the annotation of translation initiation sites (TISs) has been based mostly upon bioinformatics rather than experimental evidence. We adapted ribosomal footprinting to puromycin-treated cells to generate a transcriptome-wide map of TISs in a human monocytic cell line. A
Robert J Huber et al.
Biochimica et biophysica acta, 1833(1), 11-20 (2012-10-16)
Cyclin-dependent kinase 5 (Cdk5) is a serine/threonine kinase that has been implicated in a number of cellular processes. In Dictyostelium, Cdk5 localizes to the nucleus and cytoplasm, interacts with puromycin-sensitive aminopeptidase A (PsaA), and regulates endocytosis, secretion, growth, and multicellular
Shingo Ueno et al.
Journal of biotechnology, 162(2-3), 299-302 (2012-09-25)
cDNA display using a puromycin-linker to covalently bridge a protein and its coding cDNA is a stable and efficient in vitro protein selection method. The optimal design of the often-used puromycin-linker is vital for effective selection. In this report, an
Robert A J Signer et al.
Nature, 509(7498), 49-54 (2014-03-29)
Many aspects of cellular physiology remain unstudied in somatic stem cells, for example, there are almost no data on protein synthesis in any somatic stem cell. Here we set out to compare protein synthesis in haematopoietic stem cells (HSCs) and
Bence Daniel et al.
Immunity, 49(4), 615-626 (2018-10-18)
Macrophages polarize into distinct phenotypes in response to complex environmental cues. We found that the nuclear receptor PPARγ drove robust phenotypic changes in macrophages upon repeated stimulation with interleukin (IL)-4. The functions of PPARγ on macrophage polarization in this setting
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Articles

Inhibition of Protein Synthesis by Antibiotics

Protein synthesis is a complex, multi-step process involving many enzymes as well as conformational alignment. However, the majority of antibiotics that block bacterial protein synthesis interfere with the processes at the 30S subunit or 50S subunit of the 70S bacterial ribosome.

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