嘌呤霉素二盐酸盐，Puromycin dihydrochloride from Streptomyces alboniger；powder, BioReagent, suitable for cell culture, ≥98% (HPLC)

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.^[5][6] It is an inhibitor of peptidyl transferase and is active in both prokaryotes and eukaryotes.^[6]

Application

Puromycin dihydrochloride from Streptomyces alboniger has been used:
• in the preparation of puromycin stock solution for puromycin sensitivity assay.^[2]
• to select lentivirus-infected cells containing puromycin resistant selection marker.^[3][4][1]

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.

包装

10, 25, 100 mg in glass bottle

Biochem/physiol Actions

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.^[6]

作用机制：嘌呤霉素通过提前终止链来抑制蛋白质合成，作为氨基酰基-tRNA 的 3′ 末端的类似物起作用。

耐药性机制：嘌呤霉素乙酰转移酶是有效的抗性基因。

抗菌谱：该产品对革兰氏阳性微生物有活性，对耐酸杆菌的活性较低，对革兰氏阴性微生物的活性更低。 嘌呤霉素可以防止细菌、原生动物、藻类和哺乳动物细胞的生长，并且起效迅速，可在 2 天内杀死 99％ 的细胞。

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

性质

Quality Level	300
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.
application(s)	cell culture | mammalian: suitable
color	yellow-white
solubility	H2O: soluble 50 mg/mL, clear, colorless to faintly yellow
Featured Industry	Agriculture
Mode of action	protein synthesis | interferes
UniProt accession no.	P13249
antibiotic activity spectrum	Gram-positive bacteria
	neoplastics
	parasites
greener alternative category	Re-engineered
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

安全信息

符号

  GHS07

信号词 Warning

危害声明 H302

警示性声明 P301 + P312 + P330

个人防护装备 dust mask type N95 (US), Eyeshields, Gloves

危害码 (欧洲) Xn

风险声明 (欧洲) 22

RIDADR NONH for all modes of transport

WGK德国 WGK 3

RTECS AU7355000