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E2129

Sigma-Aldrich

Evans Blue

Dye content ≥75 %

Synonym(s):

Direct Blue 53

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About This Item

Empirical Formula (Hill Notation):
C34H24N6Na4O14S4
CAS Number:
Molecular Weight:
960.81
Colour Index Number:
23860
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

form

powder

Quality Level

composition

Dye content, ≥75%

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Na+].[Na+].[Na+].[Na+].Cc1cc(ccc1\N=N\c2ccc3c(cc(c(N)c3c2O)S([O-])(=O)=O)S([O-])(=O)=O)-c4ccc(\N=N\c5ccc6c(cc(c(N)c6c5O)S([O-])(=O)=O)S([O-])(=O)=O)c(C)c4

InChI

1S/C34H28N6O14S4.4Na/c1-15-11-17(3-7-21(15)37-39-23-9-5-19-25(55(43,44)45)13-27(57(49,50)51)31(35)29(19)33(23)41)18-4-8-22(16(2)12-18)38-40-24-10-6-20-26(56(46,47)48)14-28(58(52,53)54)32(36)30(20)34(24)42;;;;/h3-14,41-42H,35-36H2,1-2H3,(H,43,44,45)(H,46,47,48)(H,49,50,51)(H,52,53,54);;;;/q;4*+1/p-4/b39-37+,40-38+;;;;

InChI key

ATNOAWAQFYGAOY-GPTZEZBUSA-J

Gene Information

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General description

Evans blue (EB) C.I. 23860 is a synthetic bis-azo dye also known as T-1824 and Direct Blue 53. EB dye with higher water solubility has a strong affinity towards serum albumin, making it a high molecular weight protein tracer.

Application

Evans blue is a well-known vital stain with applications in histology and fluorescent microscopy. Evans blue has been used to check cell viability and study blood-brain barrier (BBB) permeability. Additional applications include the demonstration of specific pituitary cell types, selective staining of neutrophil plasma membranes, and fluorescence microscopy as a quenching agent to suppress unwanted autofluorescence.

Biochem/physiol Actions

Evans blue is a non-permeating dye. In presence of plasma membrane damage, the dye enters in the cytoplasm and nucleus, thereby staining them blue. Evans blue is used for checking cell viability. It is also used to study BBB (blood-brain barrier) permeability. The dye binds to albumin and hence indicates BBB breakdown to protein.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Carc. 1B

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Brian P Eliceiri et al.
Methods in molecular biology (Clifton, N.J.), 686, 371-378 (2010-11-18)
The blood-brain barrier (BBB) is a monolayer of endothelial cells that is regulated by the proximity of a unique basement membrane and a tightly controlled molecular interaction between specialized subsets of cells including pericytes, astrocytes, and neurons. Working together, these
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Nature methods, 7(4), 303-305 (2010-03-17)
In vivo imaging of small animals offers several possibilities for studying normal and disease biology, but visualizing organs with single-cell resolution is challenging. We describe rotational side-view confocal endomicroscopy, which enables cellular imaging of gastrointestinal and respiratory tracts in mice
Peterson RL, et al.
Teaching Plant Anatomy Through Creative Laboratory Exercises (2008)
Diego Castanares-Zapatero et al.
Critical care medicine, 41(12), e411-e422 (2013-08-22)
As adenosine monophosphate (AMP)-activated protein kinase both controls cytoskeleton organization in endothelial cells and exerts anti-inflammatory effects, we here postulated that it could influence vascular permeability and inflammation, thereby counteracting cardiac wall edema during sepsis. Controlled animal study. University research
Theodora Agalioti et al.
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Malignant pleural effusion (MPE) is the lethal consequence of various human cancers metastatic to the pleural cavity. However, the mechanisms responsible for the development of MPE are still obscure. Here we show that mutant KRAS is important for MPE induction

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