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Merck
CN

P8833

嘌呤霉素 二盐酸盐 来源于白色链球菌

greener alternative

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

别名:

3′-[α-氨基-p-对甲氧基氢肉桂酰胺]-3′-脱氧-N,N-二甲基腺苷 二盐酸盐

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关于此项目

经验公式（希尔记法）:
C22H29N7O5 · 2HCl
化学文摘社编号:
58-58-2
分子量:
544.43
NACRES:
NA.76
PubChem Substance ID:
24898984
UNSPSC Code:
12352207
EC Number:
200-387-8
MDL number:
MFCD00012691
Beilstein/REAXYS Number:
3853613

主要文件

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产品名称

嘌呤霉素 二盐酸盐 来源于白色链球菌, 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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Application

白黑链霉菌来源嘌呤霉素二盐酸盐已用于：
  • 制备用于嘌呤霉素敏感性测定的嘌呤霉素储备溶液。
  • 筛选含有抗嘌呤霉素筛选标记的慢病毒感染细胞。
用作包含抗性基因嘌呤霉素 N-乙酰基转移酶（PAC）的细胞的选择剂。 建议在1-10 μg/mL的范围内使用。 通过使用 0.22 μm 过滤器过滤来使储备溶液灭菌，然后将其以等分试样储存于 −20 °C。
盐酸嘌呤霉素是抗生素的氨基核苷家族的一部分，其衍生自白黑链霉菌。 它是一种具有抗肿瘤活性的广谱抗生素，是蛋白质合成的抑制剂，已被用于研究在细胞分化过程中控制基因顺序表达和协调表达的转录调控机制。 真核细胞培养的推荐工作浓度为 1-10 μg/mL。

Biochem/physiol Actions

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。
嘌呤霉素以非特异性的方式与增长的多肽链结合，因此导致翻译提前终止。它以两种方式抑制蛋白质合成。它与供体底物肽基-tRNA 在P 位点结合，因此起受体底物的作用。其次，它与氨酰 tRNA 竞争结合肽基转移酶中心的 A ′位点。

Disclaimer

该产品收货后 -20°C 储存可保持 4 年活性。

General description

化学结构：肽基核苷
嘌呤霉素是一种广谱抗生素，由 白黑链霉菌生产。它是氨酰-tRNA的3′端类似物。它是肽基转移酶的抑制剂，在原核生物和真核生物中均具有活性。
我们竭诚为您带来满足绿色替代产品四大类别要求的替代产品。本品属于重新设计产品类别，在“原子经济性”、“节能设计”、“使用可再生原料”以及“降解设计”绿色化学原则方面作出了重大改进。 点击此处查看其 DOZN 记分卡。

Other Notes

保持容器密封，存放在干燥，通风良好的地方。保持干燥

Preparation Note

本品在水中溶解度为 50 mg/mL。 应通过0.22 μm 过滤器过滤制备储备溶液，然后将其等分 -20°C储存。该产品也可溶于甲醇，浓度为 10 mg/mL。

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

涉药品监管产品
此项目有

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000436146
0000436146
0000422733
0000422733
0000423687

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What are the approximate concentrations of Product P8833, Puromycin dihydrochloride, suitable for HeLa human uterus,  B16 mouse melanoma and PC1.0 hamster adenocarcinoma cells?

    HeLa human uterus: 3 μg/mL; B16 mouse melanoma: 1-3 μg/mL; PC1.0 hamster adenocarcinoma: 10 μg/mL.

  6. What are the approximate concentrations of Product P8833, Puromycin dihydrochloride, suitable for HEK293, A431 and Jurkat cells?

    HEK293: 2-3 μg/mL; A431: 1 μg/mL; Jurkat: 4 μg/mL.

  7. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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
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
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)
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
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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