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Ethidium bromide

Basic information Fluorescent exploration agent of fluorescent probe technique Uses Safety Related Supplier

Ethidium bromide Basic information

Product Name:
Ethidium bromide
CAS:
1239-45-8
MF:
C21H20BrN3
MW:
394.31
EINECS:
214-984-6
Mol File:
1239-45-8.mol
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Ethidium bromide Chemical Properties

Melting point:
260-262 °C (dec.)(lit.)
Density 
1.3739 (rough estimate)
refractive index 
1.6700 (estimate)
Flash point:
>100°C
storage temp. 
2-8°C
solubility 
H2O: 10 mg/mL, opaque, strongly red
form 
powder
color 
Red to dark purple
Odor
Odorless solid
Water Solubility 
40 g/L (25 ºC)
λmax
518 nm, 210 nm, 285 nm, 316 nm, 343 nm, 480 nm, 525 nm
Merck 
14,4731
BRN 
3642536
Stability:
Stable. Incompatible with strong oxidizing agents.
Biological Applications
Nucleic acid hybridization; detecting nucleic acids,cells,cancer cells,human cytomegalovirus,hydrogenase A (hydA) of Clostridia,influenza A virus,oligonucleotides,viable Plesiomonas shigelloides; apoptosis assay; nucleic acid quantification
Major Application
Electroluminescent displays;photoresists
CAS DataBase Reference
1239-45-8(CAS DataBase Reference)
EPA Substance Registry System
Phenanthridinium, 3,8-diamino-5-ethyl-6-phenyl-, bromide (1239-45-8)
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Safety Information

Hazard Codes 
T,T+
Risk Statements 
23-68-36/37/38-26-21/22-22
Safety Statements 
36/37-45-36/37/39-28A-26-22-28-63
RIDADR 
UN 2811 6.1/PG 1
WGK Germany 
3
RTECS 
SF7950000
8-9
HazardClass 
6.1
PackingGroup 
I
HS Code 
29339990
Hazardous Substances Data
1239-45-8(Hazardous Substances Data)

MSDS

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Ethidium bromide Usage And Synthesis

Fluorescent exploration agent of fluorescent probe technique

Ethidium bromide (abbreviated EB) is common fluorescent dyes of observing DNA under ultraviolet ray, it belongs intercalating dye because of its polycyclic structure, which enables it to be inserted between nucleotide bases. Since the fluorescence quantum yield of nucleic acids and bases is very low, so that the use of natural fluorescence detection of nucleic acids is more difficult than protein, the fluorescent probe technique in nucleic acid research is particularly important. Ethidium bromide (et-hidium bromide or called ethidium bromide) is used commonly, which has the specifical ability of bond with nucleic acid (DNA, RNA, double-stranded polynucleotide). The minimum detectable amount of desoxyribonucleic acid up to 10ng/ml, and the combination with double-stranded region of the nucleic acid is single-minded, it can distinguish between various configurations nucleic acid by the change of fluorescence intensity which producted by different proportions of the various conformation of nucleic acids. For example, it can discriminate natural nucleic acids and denatured nucleic acid, the distinction between linear DNA, circular DNA and and other super coil DNA. In addition, various acridines, including acridine orange, acridine yellow and former flavin, etc. are commonly used probe agent of nucleic acid.
Fluorescence analysis method can be divided into two kinds which includes direct and indirect determination method. Direct determination method makes use of fluorescence emission of its own, so use "autofluorescence" or "endogenous fluorescence 'to determine. But in nature, only a small portion of the material can emit fluorescence after light excitation, and a considerable part of the material fluoresces weakly or not fluoresce, such as proteins and nucleic acids is the substance which fluoresces weakly. It should be converted into fluorescent material to measure, which in order to take full advantage this feature of the high sensitivity of fluorescence analysis. It can be measured after forming the fluorescent conjugate which generated by covalently or non-covalently bound of some reagent (such as fluorescent dye) with no significant fluorescence and fluorescent substance, it is the so-called "fluorescent probe technology" or" fluorescent label technology". Agents (fluorescent agent) can adsorb on or covalently bound to the macromolecular. Ethyl bromide pyridine dyes of used is called "fluorescent probe." The difference of fluorescence characteristics is due to the exploration agents environmental change signal which caused by the change of macromolecule conformation, so the use of such signal can also get change information of the macromolecule conformation.
The above information is edited by the chemicalbook of Wang Xiaodong.(2016-12-04)

Uses

1. EB can not go through the live cell membrane, but it can dye DNA which goes through the dead cells damaged membrane, it contains a planar perssad which is embeddable stacking basic group, the group fixs position and in close proximity with the basic group, which causing dye bind with DNA and generates fluorescence, because the yield of EB-DNA complexes fluorescence is much greater than the unbound fluorescent dyes, when electrophoresis gel containing free EB, a small amount of DNA can be measured, it is also highly sensitive fluorescent reagent and important fluorescent dye, it is often used to measure DNARNA. When combines with DNA, the replication transcription of DNA can be inhibited.
2. Ethidium bromide is a highly sensitive fluorescent dye for observing DNA of agarose and polyacrylamide gel. Ethidium bromide can emit orange-red signal when it is motivated by standard 302nm ultraviolet light transmittance instrument, Polaroid film or gel image processing system with CCD imaging can be used to shoot. For gel dyes after electrophoresis, storage fluid sample should be diluted to 0.5μg/ml with water, and then gel is incubated for 15-30 minutes. It is usually dispense with bleaching, but if reduces the background color, it can be decolorized in water for 15 minutes. It can then detect DNA bands in UV light box (254nm wavelength).
3. 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 (10mg/ml). Ethidium bromide has been used in a number of fluorimetric assays for nuc leic acids. It has been shown to bind to single-stranded DNA (although not as strongly) and triple-stranded DNA. Because of its ability to bind to DNA, EtBr is an inhibitor of DNA polymerase. Antiprot ozoal (Trypanosoma).

Chemical Properties

Purple/maroon crystalline powder

Uses

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. It has been shown to bind to single-stranded DNA (although not as strongly) and triple-stranded DNA. Because of its ability to bind to DNA, EtBr is an inhibitor of DNA polymerase. Antiprotozoal (Trypanosoma).

Uses

Intercalating agent and fluorescent label for DNA.

Uses

antiprotozoal, intercalcates with DNA

Health Hazard

Acute toxic effects from exposure to ethidium bromide have not been thoroughly investigated. Ethidium bromide is irritating to the eyes, skin, mucous membranes, and upper respiratory tract. Although there is no evidence for the carcinogenicity or teratogenicity of this substance in humans, ethidium bromide is strongly mutagenic and therefore should be regarded as a possible carcinogen and reproductive toxin

Flammability and Explosibility

Ethidium bromide does not pose a flammability hazard (NFPA rating = 1).

Safety Profile

Poison by intraperitoneal and subcutaneous routes. Human mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and Br-. See also BROMIDES.

storage

Because of its mutagenicity, stock solutions of this compound should be prepared in a fume hood, and protective gloves should be worn at all times while handling this substance. Operations capable of generating ethidium bromide dust or aerosols of ethidium bromide solutions should be conducted in a fume hood to prevent exposure by inhalation.

Purification Methods

Crystallise it from MeOH or EtOH [Lamos et al. J Am Chem Soc 108 4278 1986]. Its solubility in H2O is 1%. [Beilstein 22/11 V 352.] POSSIBLE CARCINOGEN.

Incompatibilities

No incompatibilities are known.

Waste Disposal

Excess ethidium bromide and waste material containing this substance should be placed in an appropriate container, clearly labeled, and handled according to your institution's waste disposal guidelines.

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Ethidium bromideSupplierMore

Hunan Hui Bai Shi Biotechnology Co., Ltd. Gold
Tel:
0731-85529965- ;0731-08856065-
Email:
3002708854@qq.com;3002778010@qq.com
Products Intro:
Product Name:EB
CAS:1239-45-8
Purity:98% Package:1g、10g、100g、1kg
Hunan Yunbang Biomedical Co., Ltd Gold
Tel:
0731-85526065-
Email:
ivy@hnhbsj.com
Products Intro:
Product Name:EB
CAS:1239-45-8
Purity:99%
J & K SCIENTIFIC LTD.
Tel:
010-82848833- ;010-82848833-
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
Products Intro:
Product Name:Ethidium bromide, 95%
CAS:1239-45-8
Purity:95% Package:1G;5G
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel:
21-61259100-
Email:
sh@meryer.com
Products Intro:
Product Name:EthidiuM BroMide
CAS:1239-45-8
Purity:>90.0%(T) Remarks:E0370
Alfa Aesar
Tel:
400-610-6006; 021-67582000
Email:
saleschina@alfa-asia.com
Products Intro:
Product Name:EthidiuM broMide, 98% (dry wt.)
CAS:1239-45-8
Package:1g Remarks:L07482
Basic information Fluorescent exploration agent of fluorescent probe technique Uses Safety Related Supplier