Merck

M4287

Sigma-Aldrich

丝裂霉素 C 来源于头状链霉菌

powder, BioReagent, suitable for cell culture

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别名:
Mitomycin
Empirical Formula (Hill Notation):
C15H18N4O5
CAS号:
分子量:
334.33
Beilstein:
7231816
MDL编号:
PubChem化学物质编号:
NACRES:
NA.76

生物来源

Streptomyces caespitosus

质量水平

产品线

BioReagent

形式

powder

technique(s)

cell culture | mammalian: suitable

颜色

gray
purple/blue

 

(1) 3.2, (2) 6.5

溶解性

H2O: 4 mL/vial, clear to slightly hazy, blue to purple (Stock solutions should be filter sterilized and stored at 2-8 °C in the dark.)

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 string

[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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此商品
M0440M0503M7949
product line

BioReagent

product line

-

product line

-

product line

-

form

powder

form

-

form

powder

form

powder or crystals

technique(s)

cell culture | mammalian: suitable

technique(s)

-

technique(s)

-

technique(s)

cell culture | mammalian: suitable

color

gray, purple/blue

color

blue-violet

color

gray, purple/blue

color

dark blue

solubility

H2O: 4 mL/vial, clear to slightly hazy, blue to purple (Stock solutions should be filter sterilized and stored at 2-8 °C in the dark.)

solubility

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

solubility

H2O: 1 vial + 4 mL, clear to slightly hazy, blue to purple

solubility

DMSO: 1.0 mg/mL

一般描述

丝裂霉素C是全身性化疗化合物,是从 头状链霉菌中获得的抗生素。它是鉴定的第一种生物还原性烷基化剂,是3-氨基-5-羟基苯甲酸(AHBA)、D-葡萄糖胺、L-蛋氨酸和氨甲酰基磷酸的衍生物。
化学结构:氮丙啶

应用

头状链霉菌丝裂霉素C已用于处理饲养层,如PMEF(原代小鼠胚胎成纤维细胞)和CD1小鼠胚胎成纤维细胞(MEF),还用于培养人胚胎干细胞(hESC)。它还用于处理BLC(基底样癌)细胞系。

生化/生理作用

丝裂霉素C会引起DNA双链交联,导致诱变、抑制DNA合成、启动DNA修复事件和激活细胞凋亡。抑制DNA合成的作用归因于丝裂霉素C中存在的氨基醌基。该化合物不影响RNA和蛋白质的合成。在组织培养中,该化合物降低细胞活力,抑制有丝分裂,导致细胞核解体和巨细胞产生。丝裂霉素C具有强大的抗革兰氏阴性和革兰氏阳性菌活性。它包含三个部分,分别为奎宁、氨基甲酸乙酯和氮丙啶。它可用于在细胞培养体系中产生有丝分裂失活的饲养细胞,例如胚胎干细胞体系中使用的有丝分裂失活的成纤维细胞。
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

该小瓶包含2 mg丝裂霉素C和48 mg NaCl。 储备溶液应过滤灭菌,并在2-8℃避光储存。 pH 6-9的溶液可在0-5°C下储存一周,但如果形成沉淀,则应制备新溶液 - 已证实沉淀溶液对细胞有毒。

制备说明

丝裂霉素C可以0.5mg/mL溶于水,pH为6.0-7.5。 它在pH<6的酸性溶液中会迅速降解,在pH 6-9的溶液中最有可能保持活性。

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说明
价格

象形图

Exclamation markHealth hazard

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral - Carc. 2

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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