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Merck

P8833

Puromycin dihydrochloride from Streptomyces alboniger

greener alternative

powder, non-animal origin, suitable for cell culture, BioReagent

동의어(들):

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

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크기 선택

제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C22H29N7O5 · 2HCl
CAS 번호:
58-58-2
Molecular Weight:
544.43
NACRES:
NA.76
PubChem Substance ID:
24898984
UNSPSC Code:
12352207
EC Number:
200-387-8
MDL number:
MFCD00012691
Beilstein/REAXYS Number:
3853613

주요 문서

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제품 이름

Puromycin dihydrochloride from Streptomyces alboniger, powder, BioReagent, suitable for cell culture

InChI key

MKSVFGKWZLUTTO-FZFAUISWSA-N

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

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

biological source

Streptomyces alboniger

product line

BioReagent

assay

≥98% (HPLC)

form

powder

mol wt

544.43 g/mol

packaging

pkg of 10 mg
pkg of 100 mg
pkg of 25 mg

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

technique(s)

cell culture | mammalian: suitable

color

yellow-white

UniProt accession no.

P13249

antibiotic activity spectrum

Gram-positive bacteria
neoplastics
parasites

application(s)

agriculture

greener alternative category

Re-engineered,

mode of action

protein synthesis | interferes

storage temp.

−20°C

Quality Level

300

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관련 카테고리

Other Notes

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

Application

Puromycin dihydrochloride from Streptomyces alboniger has been used:
  • in the preparation of puromycin stock solution for puromycin sensitivity assay.
  • to select lentivirus-infected cells containing puromycin resistant selection marker.
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.
Used as a selective agent for cells that contain the resistance gene puromycin N-acetyl-transferase (PAC). Recommended for use at a range of 1-10 μg/ml. Sterilize stock solution by filtration using 0.22 μm filter then store in aliquots at −20 °C.

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 associates in a non-specific manner with growing polypeptide chains, and thus, leads to premature termination of translation. It inhibits protein synthesis in two ways. It associates with the donor substrate, peptidyl-tRNA, in the P site and thus, functions as an acceptor substrate. Second, it competes with aminoacyl tRNA to bind with the A′ site within the peptidyl transferase center.

Disclaimer

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

General description

Chemical structure: peptidyl nucleoside
Puromycin is a broad spectrum antibiotic produced by Streptomyces alboniger. It is an analog of the 3′ end of aminoacyl-tRNA. It is an inhibitor of peptidyl transferase and is active in both prokaryotes and eukaryotes.
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.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

저장 등급

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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시험 성적서(COA)

Lot/Batch Number
109M4022V
069M4010V
128M4020V
108M4023V
088M4043V

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COA 검색

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Heterocyclic analogs of nucleosides: synthesis and biological evaluation of novel analogs of puromycin.
Hultin P G and Walter A S
Canadian Journal of Chemistry, 72(9), 1978-1989 (1994)
E Miyamoto-Sato et al.
Nucleic acids research, 28(5), 1176-1182 (2000-02-10)
Puromycin, an analog of the 3' end of aminoacyl-tRNA, causes premature termination of translation by being linked non-specifically to growing polypeptide chains. Here we report the interesting phenomenon that puromycin acting as a non-inhibitor at very low concentration (e.g. 0.04
Satoshi Watanabe et al.
Biology of reproduction, 72(2), 309-315 (2004-09-24)
Puromycin N-acetyl transferase gene (pac), of which the gene product catalyzes antibiotic puromycin (an effective inhibitor of protein synthesis), has been widely used as a dominant selection marker in embryonic stem (ES) cell-mediated transgenesis. The present study is the first
Hansjörg Schwertz et al.
Blood, 115(18), 3801-3809 (2010-01-21)
Platelets are classified as terminally differentiated cells that are incapable of cellular division. However, we observe that anucleate human platelets, either maintained in suspension culture or captured in microdrops, give rise to new cell bodies packed with respiring mitochondria and
Bing-Hsiean Tzeng et al.
Cardiovascular research, 96(3), 533-542 (2012-08-14)
Restenosis is an undesirable consequence following percutaneous vascular interventions. However, the current strategy for preventing restenosis is inadequate. The aim of this study was to investigate the role of low-voltage gated T-type calcium channels in regulating vascular smooth muscle cell
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문서

Antibiotic Kill Curve

Antibiotic kill curve is a dose response experiment in which mammalian cells are subjected to increasing amounts of selection antibiotic

Cell Culture Fundamentals: Safety Aspects of Cell Culture

Overview on how to maintain proper cell culture laboratory safety including steps on performing lab risk assessments, surface disinfection, biohazard and waste removal. Free ECACC handbook download.

Inhibition of Protein Synthesis by Antibiotics

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

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Induced Pluripotent Stem Cell Reprogramming Protocols

Stem cell reprogramming protocols to generate human induced pluripotent stem cells (iPSCs) including viral and non-viral RNA based methods.

관련 콘텐츠

Data Sheet - P8833
Cell Culture Media Preparation Using MilliShot™ Single Dose Antibiotics

Learn how to use our cell culture tested, ready-to-use MilliShot™ single dose antibiotic solutions, conveniently packaged in one-time use vials.

THE DOZN SCALE Puromycin dihydrochloride from Streptomyces alboniger (P8833)
Antibiotics and Antimycotics

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