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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:
314-13-6
Molecular Weight:
960.81
Colour Index Number:
23860
EC Number:
206-242-5
MDL number:
MFCD00004021
UNSPSC Code:
12171500
PubChem Substance ID:
24894456
NACRES:
NA.47

form

powder

Quality Level

200

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

human ... PTPN1(5770) , PTPRF(5792)

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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
GHS08

signalword

Danger

hcodes

H350

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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