PUROMYCIN

PUROMYCIN Basic information
Product Name:PUROMYCIN
Synonyms:PUROMYCIN(RG);Stylomycin;C01610;PHENYLANTHROLINE Hydrate, 1,10-(RG);AchroMycin, StilloMycin, StyloMycin, CL 13900, 3123L, P638, BacterenoMycin;(s)-3’-((2-amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3’-deoxy-n,n-dimethy;1-mm;3’-(alpha-amino-p-methoxyhydrocinnamamido)-3’-deoxy-n,n-dimethyl-adenosinl
CAS:53-79-2
MF:C22H29N7O5
MW:471.51
EINECS:
Product Categories:
Mol File:53-79-2.mol
PUROMYCIN Structure
PUROMYCIN Chemical Properties
Melting point 175.5-177°
alpha D25 -11° (ethanol)
Boiling point 572.65°C (rough estimate)
density 1.3119 (rough estimate)
refractive index 1.7010 (estimate)
RTECS AU7350000
pka6.8, 7.2(at 25℃)
form Liquid
Water Solubility Soluble in water (50 mg/ml at 20°C).
EPA Substance Registry SystemAdenosine, 3'-[[(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyl- (53-79-2)
Safety Information
RIDADR 3249
HazardClass 6.1(b)
PackingGroup III
ToxicityLD50 in mice (mg/kg): 350 i.v.; 525 i.p.; 675 orally (Porter, 1952)
MSDS Information
PUROMYCIN Usage And Synthesis
DescriptionPuromycin is an aminonucleoside antibiotic produced by Streptomyces alboniger. It is a very common antibiotic routinely used by scientists in biomedical research to select cells modified by genetic engineering. It specifically inhibits peptidyl transfer on both prokaryotic and eukaryotic ribosomes. The antibiotic inhibits the growth of Gram-positive bacteria and various animal and insect cells. Fungi and Gram-negative bacteria are resistant due to the low permeability of the antibiotic. For more than 30 years, puromycin has been widely used as a basic tool for studying protein synthesis. Now, puromycin hydrochloride is particularly useful for the selection of cell types harboring plasmids carrying puromycin resistance genes. Puromycinresistant cells express pac gene, which encodes an N-acetyl puromycin transferase. The pac gene can be mobilized on a plasmid and used to transfect a host cell in an attempt to provide resistance; therefore, puromycin can be used in gene selections for mammalian host cells.
This aminonucleoside antibiotic causes premature chain termination during translation in the ribosomes. Part of the molecule resembles the 30 end of the aminoacylated tRNA. It enters the A site and transfers to the growing chain, causing premature chain release. The exact mechanism of action is unknown, but the 30 position contains an amide linkage instead of the normal ester linkage of tRNA; the amide bond makes the molecule much more resistant to hydrolysis and thus causes the ribosome to become stopped. It is not selective for either prokaryotes or eukaryotes.
Also of note, puromycin is critical in mRNA display as it allows the growing peptide chain to be covalently bonded to its own mRNA template. Additionally, puromycin is a reversible inhibitor of dipeptidyl-peptidase II (serine peptidase) and cytosol alanyl aminopeptidase (metallopeptidase). The mechanism of inhibition is not well understood; however, puromycin can be used to distinguish between aminopeptidase M (active) and cytosol alanyl aminopeptidase (inhibited by puromycin) and therefore extremely useful in biochemistry and nephrology research.

Chemical PropertiesCrystals.
UsesPuromycin has been widely used as a basic tool in research for studying protein synthesis. It is an antibiotic used by scientists in bioresearch to select cells modified by genetic engineering. It inhibits protein synthesis by binding to RNA. It is also an antineoplastic and antitrypanosomal agent.
UsesPuromycin is a nucleoside antibiotic isolated from Streptomyces alboniger in the 1950s as an anti-trypansomal agent with antibiotic activity. Puromycin is non-selective, inhibiting RNA by blocking ribosomal translation. Puromycin is used in cell biology to select mammalian cell lines that have been transformed by vectors that express puromycin-N-acetyl-transferase.
UsesPuromycin is an aminonuclease antibiotic produced by the soil actinomycete?Streptomyces alboniger; which induces apoptosis.
DefinitionChEBI: An aminonucleoside antibiotic, derived from the Streptomyces alboniger bacterium, that causes premature chain termination during translation taking place in the ribosome.
HazardToxic to living cells of all kinds.
Toxicity evaluationPuromycin is a specific metabolic inhibitor of protein synthesis and acts as an aminoacyl-tRNA analog and peptidyl acceptor. The latter causes premature chain termination of the protein and the release of nascent or growing polypeptide chains. In liver, it has been shown to cause fat accumulation without causing death of the hepatocytes. Puromycin causes focal glomerular sclerosis and alters the morphology, localization of anionic sites, and metabolism of renal epithelial cells. This injury is attributable to the production of reactive oxygen species.
PUROMYCIN Preparation Products And Raw materials
6-Dimethylaminopurine PUROMYCIN,PUROMYCIN 2HCL,PUROMYCIN DIHYDROCHLORIDE Puromycin (HCl), Apoptosis Inducer, 0.5444kD peptidyl-puromycin PUROMYCIN DIHYDROCHLORIDE PUROMYCIN-CPG,5'-(4,4'-DIMETHOXYTRITYL)(TRIFLUOROACETAMIDE)PUROMYCIN-2'-SUCCINIMIDYL-LCAA-CPG 3-FURANAMINE, TETRAHYDRO-N-METHYL- PUROMYCIN AMINONUCLEOSIDE,Puromycin Aminonucleoside, 6-Dimethylamin-9-[3-amino-3deoxyribosyl]-purine PUROMYCIN DIHYDROCHLORIDE HYDRATE 50 MG PUROMYCIN.2HCLRESEARCH GRADE carbocyclic puromycin PUROMYCIN DIHYDROCHLORIDE DIHYDRATE PUROMYCIN 3'-AMINO-D-ADENOSINE Puromycin, DiHCl Puromycin, DiHCl, Cell Culture-Tested PUROMYCIN DIHYDROCHLORIDE, [8-3H(N)]- 3'-Amino-2',3'-dideoxyadenosine

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