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Merck
CN

S0130

Sigma-Aldrich

链脲菌素

≥75% α-anomer basis,≥98% (HPLC), powder, DNA alkylating agent

别名:

STZ, 链脲霉素, 链脲佐菌素

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About This Item

经验公式(希尔记法):
C8H15N3O7
CAS号:
分子量:
265.22
Beilstein:
2060675
EC 号:
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

product name

链脲菌素, ≥75% α-anomer basis, ≥98% (HPLC), powder

质量水平

检测方案

≥75% α-anomer basis
≥98% (HPLC)

形式

powder

颜色

white to light yellow

mp

121 °C (dec.) (lit.)

抗生素抗菌谱

neoplastics

作用机制

DNA synthesis | interferes

储存温度

−20°C

SMILES字符串

CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O

InChI

1S/C8H15N3O7/c1-11(10-17)8(16)9-4-6(14)5(13)3(2-12)18-7(4)15/h3-7,12-15H,2H2,1H3,(H,9,16)/t3-,4-,5-,6-,7+/m1/s1

InChI key

ZSJLQEPLLKMAKR-GKHCUFPYSA-N

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一般描述

链脲佐菌素(STZ)是一种抗肿瘤抗生素。这种含N-亚硝基的化合物可在胰岛中充当一氧化氮供体。它由甲基亚硝基脲与单分子氨基葡萄糖相连,对细胞表面的2型葡萄糖转运蛋白(GLUT2)具有高亲和性,GLUT2在胰岛β细胞高表达。链脲佐菌素无法通过血脑屏障,但其代谢产物常见于脑脊液中。

在细胞培养基中具有约19分钟的生物半衰期。它是强效的甲基化试剂,可在体外与DNA作用生成甲基化嘌呤。链脲佐菌素对哺乳动物中产胰岛素的胰岛β细胞具有特别的毒性,因此可影响葡萄糖代谢。它还是针对革兰氏阴性菌的有效抗生素。它抑制微生物和哺乳动物细胞的DNA合成,机制是对DNA链进行甲基化和交联反应,影响哺乳动物细胞周期的所有阶段。链脲佐菌素具有致突变和致癌作用,并可能对人有致畸作用。对表达GLUT2葡萄糖转运蛋白的神经内分泌肿瘤细胞系具有细胞毒性。

应用

链脲菌素或链脲佐菌素用于诱导1型糖尿病用于医学研究。

生化/生理作用

一种在胰岛中可作为一氧化氮供体的含N-亚硝基化合物;诱导胰岛素分泌细胞的死亡,产生糖尿病动物模型。可诱导染色体断裂的有效DNA甲基化剂。 对表达GLUT2葡萄糖转运蛋白的神经内分泌肿瘤细胞系具有细胞毒性。

其他说明

混合的端基异构体

通常也和此产品一起购买

象形图

FlameHealth hazard

警示用语:

Warning

危险声明

危险分类

Carc. 2 - Flam. Sol. 2 - Muta. 2

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

分析证书(COA)

输入产品批号来搜索 分析证书(COA) 。批号可以在产品标签上"批“ (Lot或Batch)字后找到。

已有该产品?

在文件库中查找您最近购买产品的文档。

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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 should I store Product S0130, Streptozocin, upon receipt?

    Streptozocin should be stored at -20 degrees C with desiccation.  The desiccant is to prevent moisture uptake which can shorten shelf-life.

  3. How do I store solutions of Product S0130, Streptozocin?

    Aqueous solutions rapidly undergo mutarotation to an equilibrium mixture of alpha- and beta-anomers.  Maximum solution stability is at pH 4, with stability decreasing rapidly at higher or lower pH. Freshly prepared solutions are clear and have a light straw color. On standing, they take on a yellow to brown color and effervesce, indicating decomposition.   Solutions should be prepared just before use, since the product is unstable.

  4. What is the half-life of Product S0130, Streptozocin?

    Streptozocin has a reported half life of 15 to 30 minutes.

  5. How can I make a solution of Product S0130, Streptozocin?

    This product dissolves in water at 50 mg/mL to give a light yellow solution, from clear to slightly hazy. We recommend using a 20 mM citrate buffer at pH 4.5 for best solution stability.

  6. Can Product S0130, Streptozocin, be used to induce diabetes?  What concentration should be used?

    We do not test Streptozocin, Product No. S0130 for biological activity.  We recommend screening lots for biological activity.  An intravenous injection of streptozocin into rats at a dose of 65 mg/kg body weight to induce diabetes has been reported by Burcelin R. et al. in Biochem. J., 291, 109-113 (1993).

  7. 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.

  8. 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.

  9. 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. 

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

    Ask a Scientist here.

Review of the mechanism of cell death resulting from streptozotocin challenge in experimental animals, its practical use and potential risk to humans
Chinedum
Journal of diabetes and metabolic disorders, 12, 60-60 (2013)
Streptozotocin
Abdollahi, M and Hosseini, A
Encyclopedia of Toxicology (2014)
Cordyceps militaris Treatment Preserves Renal Function in Type 2 Diabetic Nephropathy Mice
Sung-Hsun Yu
PLoS ONE (2016)
Housekeeping proteins: How useful are they in skeletal muscle
diabetes studies and muscle hypertrophy models?
Marco
Analytical Biochemistry, 504, 38-40 (2016)
Streptozocin
Papich MG
Saunders Handbook of Veterinary Drugs, 742-743 (2016)

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