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Merck

S0130

Streptozocin

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

동의어(들):

STZ, Streptozotocine, N-(Methylnitrosocarbamoyl)-α-D-glucosamine, Streptozotocin

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C8H15N3O7
CAS 번호:
Molecular Weight:
265.22
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
242-646-8
MDL number:
Beilstein/REAXYS Number:
2060675
Assay:
≥75% α-anomer basis
≥98% (HPLC)
Form:
powder
Quality level:
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제품 이름

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

InChI key

ZSJLQEPLLKMAKR-GKHCUFPYSA-N

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

SMILES string

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

assay

≥75% α-anomer basis
≥98% (HPLC)

form

powder

color

white to light yellow

mp

121 °C (dec.) (lit.)

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes

storage temp.

−20°C

Quality Level

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Application

Streptozocin or streptozotocin is used to induce type 1 diabetes for medical research.

Biochem/physiol Actions

An N-nitroso-containing compound that acts as a nitric oxide donor in pancreatic islets; induces death of insulin-secreting cells, producing an animal model of diabetes. Potent DNA methylating agent that induces chromosomal breakage.
An N-nitroso-containing compound that acts as a nitric oxide donor in pancreatic islets; induces death of insulin-secreting cells, producing an animal model of diabetes. Potent DNA methylating agent that induces chromosomal breakage. Cytotoxic to neuroendocrine tumor cell lines that express the GLUT2 glucose transporter.

General description

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.

Other Notes

Mixed anomers

pictograms

FlameHealth hazard

signalword

Danger

Hazard Classifications

Carc. 2 - Flam. Sol. 1 - Muta. 2

저장 등급

4.1B - Flammable solid hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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시험 성적서(COA)

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이 제품을 이미 가지고 계십니까?

문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

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)
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)
Housekeeping proteins: How useful are they in skeletal muscle
diabetes studies and muscle hypertrophy models?
Marco
Analytical Biochemistry, 504, 38-40 (2016)
The Streptozotocin-Induced Diabetic Nude Mouse Model: Differences between Animals from Different Sources
Melanie L Graham
Comparative Medicine, 61(4), 356-360 (2011)

문서

Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

관련 콘텐츠

일산화질소 (NO) 및 세포 스트레스 연구를 위한 생체 활성 저분자

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