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Ethidium bromide_Molecular_structure_CAS_1239-45-8)
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Ethidium bromide

Catalog No. 160539 Name Sigma Aldrich
CAS Number 1239-45-8 Website http://www.sigmaaldrich.com
M. F. C21H20BrN3 Telephone 1-800-521-8956
M. W. 394.3076 Fax
Purity 95% Email
Storage Chembase ID: 127319

SYNONYMS

Title
溴化乙啶
IUPAC name
3,8-diamino-5-ethyl-6-phenylphenanthridin-5-ium bromide
IUPAC Traditional name
ethidium bromide
Synonyms
3,8-Diamino-5-ethyl-6-phenylphenanthridinium bromide
Homidium bromide
EtBr
3,8-二氨基-5-乙基-6-苯基菲啶溴化物
胡米溴铵

DATABASE IDS

EC Number 214-984-6
Beilstein Number 3642536
CAS Number 1239-45-8
MDL Number MFCD00011724

PROPERTIES

Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
GHS Pictograms GHS06
GHS Pictograms GHS08
GHS Signal Word Danger
GHS Hazard statements H302-H330-H341
European Hazard Symbols Highly toxic Highly toxic (T+)
MSDS Link Download
GHS Precautionary statements P260-P281-P284-P310
RID/ADR UN 2811 6.1/PG 1
Risk Statements 22-26-68
RTECS SF7950000
Safety Statements 28-36/37-45-63
Hazard Class 6.1
UN Number 2811
Packing Group 1
German water hazard class 3
Empirical Formula (Hill Notation) C21H20BrN3
Purity 95%
Absorption Wavelength λmax 506 nm
Melting Point 260-262 °C (dec.)(lit.)

DETAILS

Description (English)
Biochem/physiol Actions
Ethidium bromide intercalates double-stranded DNA and RNA and acts as a frameshift mutagen. It can also be used in conjunction with acridine orange to differentiate between viable, apoptotic and necrotic cells.
Reconstitution
For staining a gel after electrophoresis, dilute a sample of the stock solution to 0.5 μg/ml with water and incubate the gel for 15-30 min. Destaining is usually not needed but can be carried out in water for 15 min if decreased background is necessary. The DNA bands can then be detected on a UV light box (254 nm wavelength). Ethidium bromide can also be incorporated into the gel and running buffer at 0.5 μg/ml and visualized immediately after electrophoresis.
Application
Ethidium bromide (EtBr) is the most commonly used nucleic acid stain for PAGE or agarose gel electrophoresis. The fluorescence of EtBr increases 21-fold upon binding to double-stranded RNA and 25-fold on binding double-stranded DNA so that destaining the background is not necessary with a low stain concentration (10 μg/ml). Ethidium bromide has been used in a number of fluorimetric assays for nucleic acids.1,2,3 It has been shown to bind to single-stranded DNA (although not as strongly) and triple-stranded DNA.4 Because of its ability to bind to DNA, EtBr is an inhibitor of DNA polymerase.5Frameshift mutagen which intercalates double-stranded DNA and RNA.
Frameshift mutagen which intercalates double-stranded DNA and RNA.
Description (简体中文)
Biochem/physiol Actions
溴化乙啶可插入双链 DNA 和 RNA 中,并作为移码诱变剂。它还可与吖啶橙结合用于区分存活的、凋亡的和坏死的细胞。
Reconstitution
对于在电泳后进行凝胶染色,应先用水将储存液样品稀释到 0.5μg/ml,再将凝胶孵育 15-30 分钟。通常无需脱色,但是如果必须降低背景色,则可在水中脱色 15 分钟。然后可在紫外灯箱(254nm 波长)中检测 DNA 条带。也可将溴化乙啶加到凝胶和电泳缓冲液(终浓度 0.5μg/ml)中,并在电泳后立即显影。
Application
Ethidium bromide (EtBr) is the most commonly used nucleic acid stain for PAGE or agarose gel electrophoresis. The fluorescence of EtBr increases 21-fold upon binding to double-stranded RNA and 25-fold on binding double-stranded DNA so that destaining the background is not necessary with a low stain concentration (10 μg/ml). Ethidium bromide has been used in a number of fluorimetric assays for nucleic acids.1,2,3 It has been shown to bind to single-stranded DNA (although not as strongly) and triple-stranded DNA.4 Because of its ability to bind to DNA, EtBr is an inhibitor of DNA polymerase.5Frameshift mutagen which intercalates double-stranded DNA and RNA.
Frameshift mutagen which intercalates double-stranded DNA and RNA.

REFERENCES