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Merck
CN

D1515

Sigma-Aldrich

阿霉素 盐酸盐

98.0-102.0% (HPLC)

别名:

阿霉素, DOX, 多柔比星® 盐酸盐, 羟基柔红霉素 盐酸盐

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About This Item

经验公式(希尔记法):
C27H29NO11 · HCl
CAS号:
分子量:
579.98
Beilstein:
4229251
EC 号:
MDL编号:
UNSPSC代码:
51281818
PubChem化学物质编号:
NACRES:
NA.76

生物来源

synthetic (organic)

质量水平

方案

98.0-102.0% (HPLC)

表单

powder

mp

216 °C (dec.) (lit.)

溶解性

water: 50.0-52.0 mg/mL, clear, orange to red

抗生素抗菌谱

viruses

作用机制

DNA synthesis | interferes

储存温度

2-8°C

SMILES字符串

Cl[H].COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO

InChI

1S/C27H29NO11.ClH/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34;/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3;1H/t10-,13-,15-,17-,22+,27-;/m0./s1

InChI key

MWWSFMDVAYGXBV-RUELKSSGSA-N

基因信息

human ... TOP2A(7153)

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一般描述

盐酸阿霉素(DOX)是一种从波赛链霉菌青灰变种中分离出来的蒽环类抗生素。水溶性抗癌剂DOX是道诺霉素的羟基衍生物。

道诺霉素也导致活性氧(ROS)的生成,后者进一步破坏DNA、蛋白质和膜。 它具有细胞毒性、抗肿瘤、抗癌活性,可应用于癌症、代谢组学、细胞生物学和生物化学研究。

应用

盐酸阿霉素已用于:
  • 细胞活力测定
  • MTT(3-(4,5-二甲基-2-噻唑基)-2,5-二苯基四唑的溴盐)测定
  • 用作PLGA基聚合物微粒药物递送的药物
  • 开发抗阿霉素的HepG2细胞 (HepG2-DR)和K562细胞(K562-DR)

生化/生理作用

MRP1的底物;用于测量药物外排泵的活性。盐酸阿霉素(DOX)通过插入碱基对之间并诱导链断裂,抑制拓扑异构酶II,进而抑制核酸和蛋白质的合成。它还有助于形成自由基,从而破坏膜脂和DNA链。
天然荧光蒽环类抗生素,抗癌药物。阿霉素是一种MRP1的底物,首先从抗DOX的肺癌细胞系中克隆得到。荧光特性已被运用于测量药物外排泵的活性及解决多种多药耐药蛋白在细胞内定位的重要问题,以及亚细胞器(高尔基体和溶酶体)在药物隔离中及抗药性表型中的作用。

特点和优势

  • 适合多种研究应用的高质量抗生素
  • 非常适合细胞生物学、代谢组学、生化研究。

制备说明

易溶于水和等渗氯化钠溶液,微溶于甲醇。几乎不溶于氯仿、乙醚和其他有机溶剂。

储存及稳定性

密闭。干燥。置于通风良好处保存。上锁保存或放置在只有经过授权或有资质的人员才能进入的区域。

其他说明

保持容器密闭并置于干燥通风处。湿度敏感。光敏感。
如需了解生化试剂系列的更多信息,请填写此表

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价格

象形图

Health hazardExclamation mark

警示用语:

Danger

危险分类

Acute Tox. 4 Oral - Carc. 1B - Muta. 1B - Repr. 1B

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

涉药品监管产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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. What is the excitation and emission wavelength for Product D1515, Doxorubicin hydrochloride?

    Doxorubicin has excitation maximum at 470 nm and an emission maximum at 585 nm in ethanol.

  3. What is the difference between Doxorubicin hydrochloride Products D1515 and D1317?

    Product No. D1317, Doxorubicin hydrochloride solution has been discontinued and is no longer available.  We now offer Product No. D1515 which is a powder.

  4. How can I store a solution of Product D1515, Doxorubicin hydrochloride?

    Aqueous solutions are unchanged after one month at 5 °C but unstable at higher temperatures or at either acid or alkaline pH.  Several studies cite that stability is related to pH, exposure to light and the medium used for storage. Doxorubicin hydrochloride is subject to light degradation at <0.5 mg/mL, with considerable loss of bioactivity. If stored at 25 °C in the dark in 5% glucose, pH 4.7 (or 3.3% glucose + 0.3% sodium chloride, pH 4.4), solutions were stable (5% or less change) for at least 4 weeks.

  5. What can be used to make a solution of Product D1515, Doxorubicin hydrochloride?

    The solubility of doxorubicin is tested in water (50 mg/mL), yielding a clear orange to red solution.

  6. 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.

  7. 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.

  8. 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. 

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

    Ask a Scientist here.

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Nanoscale, 7(17), 7953-7964 (2015)
The release behavior of doxorubicin hydrochloride from medicated fibers prepared by emulsion-electrospinning
Xu X, et al.
European Journal of Pharmaceutics and Biopharmaceutics, 70(1), 165-170 (2008)

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