Merck
CN

S0130

Sigma-Aldrich

链脲菌素

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

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别名:
链脲佐菌素, 链脲霉素
经验公式(希尔记法):
C8H15N3O7
CAS号:
分子量:
265.22
Beilstein:
2060675
EC 号:
MDL编号:
PubChem化学物质编号:
NACRES:
NA.77

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

Streptozocin (STZ) is an antineoplastic antibiotic. This N-nitroso-containing compound acts as a nitric oxide donor in pancreatic islets. It is a methylnitrosourea attached to a single molecule of glucosamine and has a high affinity for the cell surface glucose transporter glucose transporter type 2 (GLUT2), which is highly expressed on beta cells of the islets of Langerhans. Streptozotocin cannot pass through the blood-brain barrier, but its metabolites are usually seen in the cerebrospinal fluid.

In cell culture medium, it has been shown to have a biological half-life of approximately 19 minutes. It is a strong methylating agent that interacts with DNA in vitro to produce methylated purines. It can impact glucose metabolism because STZ is particularly toxic to the insulin-producing beta cells of the pancreas in mammals and is also an effective antibiotic against Gram-negative bacteria. It inhibits the synthesis of DNA in microorganisms and mammalian cells by alkylation and cross-linking the strands of DNA and affects all stages of the mammalian cell cycle. STZ is considered mutagenic, carcinogenic, and possibly teratogenic in humans. It is cytotoxic to the neuroendocrine tumor cell lines that express the GLUT2 glucose transporter.

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

储存分类代码

4.1B - Flammable solid hazardous materials

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。

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示例

T1503
货号
-
25G
包装规格/数量

其它示例:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

输入内容 1.000309185)

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批号可以在产品标签上"批“ (Lot或Batch)字后面找到。

Aldrich 产品

  • 如果您查询到的批号为 TO09019TO 等,请输入去除前两位字母的批号:09019TO。

  • 如果您查询到的批号含有填充代码(例如05427ES-021),请输入去除填充代码-021的批号:05427ES。

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部分情况下,可能未在线提供COA。如果搜索不到COA,可在线索取。

索取COA

  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.

Cordyceps militaris Treatment Preserves Renal Function in Type 2 Diabetic Nephropathy Mice
Sung-Hsun Yu
PLoS ONE (2016)
Streptozotocin
Abdollahi, M and Hosseini, A
Encyclopedia of Toxicology (2014)
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)
Acute stimulation of brain mu opioid receptors inhibits glucosestimulated
insulin secretion via sympathetic innervation
Eva Tuduri
Neuropharmacology, 110, 322-332 (2016)

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