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

别名:嘌呤霉素盐酸盐;二盐酸嘌呤霉素;嘌呤霉素二盐酸盐来源于白色链球菌;3′-[α-Amino-p-methoxyhydrocinnamamido]-3′-deoxy-N,N-dimethyladenosine dihydrochloride

CAS号 58-58-2 经验分子式(希尔表示法) C22H29N7O5 · 2HCl 分子量 544.43 Beilstein/REAXYS Number 3853613 EINECS 编号 200-387-8 MDL number MFCD00012691 PubChem Substance ID 24898984 NACRES NA.76
制造商品牌: 西格玛 Sigma-Aldrich
货号(SKU): P8833
CAS号: 58-58-2
MDL号: MFCD00012691
增值税发票 √ 免费货运 [顺丰 联邦] √
¥1,099.00

产品描述

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 Level300
biological sourceStreptomyces alboniger
product lineBioReagent
assay≥98% (HPLC)
formpowder
mol wt544.43 g/mol
packagingpkg of 10 mg
pkg of 100 mg
pkg of 25 mg
greener alternative product scoreold score: 88
new score: 79
Find out more about DOZN™ Scoring.
greener alternative product characteristicsAtom 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
coloryellow-white
solubilityH2O: soluble 50 mg/mL, clear, colorless to faintly yellow
Featured IndustryAgriculture
Mode of actionprotein synthesis | interferes
UniProt accession no.P13249
antibiotic activity spectrumGram-positive bacteria
neoplastics
parasites
greener alternative categoryRe-engineered
storage temp.−20°C
SMILES stringCl.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
InChI1S/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 keyMKSVFGKWZLUTTO-FZFAUISWSA-N


安全信息

符号
GHS07  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)EyeshieldsGloves
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
商品规格
属性名称属性值
储存温度 Storage temp.-20°C低温冷冻
全球实时库存 Availability √美国St. Louis ≥ 190 | 欧洲Eur. ≥ 66 | 東京Tokyo ≥ 82 | 香港与北京 ≥ 55