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Merck

M0440

Sigma-Aldrich

丝裂霉素 C 来源于头状链霉菌

meets USP testing specifications

别名:

Mitomycin

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About This Item

经验公式(希尔记法):
C15H18N4O5
CAS号:
分子量:
334.33
Beilstein:
7231816
EC號碼:
MDL號碼:
分類程式碼代碼:
12352203
PubChem物質ID:
NACRES:
NA.76

生物源

Streptomyces caespitosus

顏色

blue-violet

溶解度

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

抗生素活性譜

Gram-negative bacteria
Gram-positive bacteria

作用方式

DNA synthesis | interferes

儲存溫度

2-8°C

SMILES 字串

[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 密鑰

NWIBSHFKIJFRCO-WUDYKRTCSA-N

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相关类别

一般說明

Chemical structure: aziridine

應用

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.

準備報告

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.

象形圖

Skull and crossbonesHealth hazard

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 2 Oral - Carc. 2

儲存類別代碼

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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


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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
Annika Gillis et al.
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
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
Xin Wang et al.
Nature medicine, 19(4), 473-480 (2013-03-26)
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
D Hompes et al.
Journal of surgical oncology, 109(6), 527-532 (2014-01-01)
Oxaliplatin and Mitomycin C (MMC) are both suitable as intraperitoneal chemotherapy agents in HIPEC for peritoneal carcinomatosis (PC) of colorectal cancer (CRC). Patient cohorts from two different HIPEC-centers underwent cytoreductive surgery and HIPEC with Oxaliplatin (39 patients) and MMC (56

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