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Merck
모든 사진(2)

주요 문서

M0440

Sigma-Aldrich

Mitomycin C from Streptomyces caespitosus

meets USP testing specifications

동의어(들):

Mitomycin

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About This Item

실험식(Hill 표기법):
C15H18N4O5
CAS Number:
Molecular Weight:
334.33
Beilstein:
7231816
EC Number:
MDL number:
UNSPSC 코드:
12352203
PubChem Substance ID:
NACRES:
NA.76

생물학적 소스

Streptomyces caespitosus

Quality Level

색상

blue-violet

solubility

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

항생제 활성 스펙트럼

Gram-negative bacteria
Gram-positive bacteria

동작 모드

DNA synthesis | interferes

저장 온도

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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일반 설명

Chemical structure: aziridine

애플리케이션

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.

생화학적/생리학적 작용

Mode of Action: This product is an alkylating agent that specifically targets the guanine nucleoside sequence 5′-CpG-3′. It inhibits DNA synthesis by covalently reacting with DNA, forming crosslinks between complementary strands of DNA. This interaction prevents separation of complementary DNA strands, inhibiting DNA replication.

Antimicrobial Spectrum: Mitomycin C has strong antitumor activity, especially against Ehrlich ascites tumor cells, and strong bactericidal action against gram-positive and gram-negative bacteria.

주의사항

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.

제조 메모

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.

픽토그램

Skull and crossbonesHealth hazard

신호어

Danger

유해 및 위험 성명서

예방조치 성명서

Hazard Classifications

Acute Tox. 2 Oral - Carc. 2

Storage Class Code

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

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

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


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문서 라이브러리 방문

Scott C Jeffrey et al.
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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)
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Journal of immunology (Baltimore, Md. : 1950), 193(11), 5488-5497 (2014-10-29)
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