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M0503

丝裂霉素 C 来源于头状链霉菌

powder, contains NaCl as solubilizer

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关于此项目

经验公式（希尔记法）:
C15H18N4O5
化学文摘社编号:
50-07-7
分子量:
334.33
UNSPSC Code:
12352207
NACRES:
NA.76
PubChem Substance ID:
24896555
MDL number:
MFCD00078109
Beilstein/REAXYS Number:
7231816
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biological source

Streptomyces caespitosus

Quality Level

200

form

powder

contains

NaCl as solubilizer

color

gray, purple/blue

 

(1) 3.2, (2) 6.5

solubility

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

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

DNA synthesis | interferes

storage temp.

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

General description

化学结构：氮丙啶

Application

丝裂霉素C是由放线菌菌株头状链霉菌产生的。 它包含三个抗癌基团，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。

Biochem/physiol Actions

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。

Preparation Note

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。

Disclaimer

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。

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pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

存储类别

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000522954
0000522954
0000442143
0000438978
0000442143

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DNA损伤和修复机制对于维持DNA完整性至关重要。细胞DNA的损伤与突变、癌症发展等有关。

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