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Merck
CN

M0440

Sigma-Aldrich

丝裂霉素 C 来源于头状链霉菌

meets USP testing specifications

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别名:
Mitomycin
经验公式(希尔记法):
C15H18N4O5
CAS号:
分子量:
334.33
Beilstein:
7231816
EC 号:
MDL编号:
UNSPSC代码:
12352203
PubChem化学物质编号:
NACRES:
NA.76

生物来源

Streptomyces caespitosus

质量水平

颜色

blue-violet

溶解性

H2O: 40 mg/mL, clear to very slightly hazy, colorless
H2O: soluble

抗生素抗菌谱

Gram-negative bacteria
Gram-positive bacteria

作用机制

DNA synthesis | interferes

储存温度

2-8°C

SMILES字符串

[H][C@]12CN3C4=C([C@@H](COC(N)=O)[C@@]3(OC)[C@@]1([H])N2)C(=O)C(N)=C(C)C4=O

InChI

1S/C15H18N4O5/c1-5-9(16)12(21)8-6(4-24-14(17)22)15(23-2)13-7(18-13)3-19(15)10(8)11(5)20/h6-7,13,18H,3-4,16H2,1-2H3,(H2,17,22)/t6-,7+,13+,15-/m1/s1

InChI key

NWIBSHFKIJFRCO-WUDYKRTCSA-N

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相关类别

一般描述

Chemical structure: aziridine

应用

Mitomycin C is produced by a strain of actinomyces, Streptomyces caespitosus. It contains three anticancer moieties, quinine, urethane, and aziridine groups. It is used to generate mitotically inactive feeder cells in cell culture systems, such as the mitotically inactive fibroblasts used in embryonic stem cell systems.

生化/生理作用

作用机制:该产物是专门针对鸟嘌呤核苷序列5′-CpG-3′的烷基化剂。它通过与DNA共价反应,在DNA互补链之间形成交联来抑制DNA合成。 这种相互作用可防止DNA互补链分离,从而抑制DNA复制。

抗菌谱:丝裂霉素C具有很强的抗肿瘤活性,尤其是对艾氏腹水瘤细胞,对革兰氏阳性和革兰氏阴性细菌具有很强的杀菌作用。

注意

Stock solutions should be filter sterilized and stored at 2-8 °C in the dark. Solutions at pH 6-9 can be stored at 0-5 °C for up to a week, but if a precipitate forms, a fresh solution should be prepared - the precipitated solution has been proven toxic to cells.

制备说明

Mitomycin C is soluble in water at .5 mg/mL, with a pH of 6.0-7.5. It undergoes rapid degradation in acidic solutions with pH<6, and is mostly likely to retain activity in solutions with a pH between 6-9.

象形图

Skull and crossbonesHealth hazard

警示用语:

Danger

危险声明

预防措施声明

危险分类

Acute Tox. 2 Oral - Carc. 2

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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

法规信息

监管及禁止进口产品

分析证书(COA)

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Leonard L Gunderson et al.
International journal of radiation oncology, biology, physics, 87(4), 638-645 (2013-09-17)
The long-term update of US GI Intergroup RTOG 98-11 anal cancer trial found that concurrent chemoradiation (CCRT) with fluorouracil (5-FU) plus mitomycin had a significant impact on disease-free survival (DFS) and overall survival (OS) compared with induction plus concurrent 5-FU plus
Scott C Jeffrey et al.
Journal of medicinal chemistry, 48(5), 1344-1358 (2005-03-04)
Antibody-drug conjugates (ADCs) were prepared consisting of DNA minor groove binder drugs (MGBs) attached to monoclonal antibodies (mAbs) through peptide linkers designed to release drugs inside the lysosomes of target cells. The site of linker attachment on the MGB was
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Sorting nexin 27 (SNX27), a brain-enriched PDZ domain protein, regulates endocytic sorting and trafficking. Here we show that Snx27(-/-) mice have severe neuronal deficits in the hippocampus and cortex. Although Snx27(+/-) mice have grossly normal neuroanatomy, we found defects in
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Applied and environmental microbiology, 80(14), 4138-4152 (2014-05-06)
GIL01, Bam35, GIL16, AP50, and Wip1 are tectiviruses preying on the Bacillus cereus group. Despite the significant contributions of phages in different biological processes, little is known about the dealings taking place between tectiviruses and their Gram-positive bacterial hosts. Therefore
Lars Petter Jordheim et al.
Molecular pharmacology, 84(1), 12-24 (2013-04-13)
The benefit of cancer chemotherapy based on alkylating agents is limited because of the action of DNA repair enzymes, which mitigate the damage induced by these agents. The interaction between the proteins ERCC1 and XPF involves two major components of

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