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C8679

Sigma-Aldrich

Chicago Sky Blue 6B

powder

Synonym(s):

Direct Blue 1, Pontamine sky blue

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About This Item

Empirical Formula (Hill Notation):
C34H24N6Na4O16S4
CAS Number:
2610-05-1
Molecular Weight:
992.80
Colour Index Number:
24410
EC Number:
220-026-8
MDL number:
MFCD00004020
UNSPSC Code:
12171500
PubChem Substance ID:
24893095
NACRES:
NA.47

form

powder

composition

Dye content, ~80%

color

blue

solubility

H2O: 10 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Na+].[Na+].[Na+].[Na+].COc1cc(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(OC)c4

InChI

1S/C34H28N6O16S4.4Na/c1-55-23-11-15(3-7-19(23)37-39-21-9-5-17-25(57(43,44)45)13-27(59(49,50)51)31(35)29(17)33(21)41)16-4-8-20(24(12-16)56-2)38-40-22-10-6-18-26(58(46,47)48)14-28(60(52,53)54)32(36)30(18)34(22)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

BPHHNXJPFPEJOF-GPTZEZBUSA-J

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Application

Chicago Sky Blue 6B is a counterstain for background autofluorescence in fluorescence and immunofluorescence histochemistry. It has also been used as a filling in glass pipette electrodes for electrophysiological recordings in the brain sections of rats.

Biochem/physiol Actions

Chicago Sky Blue 6B is a large organic acid, structurally related to glutamate, that is a potent and efficient competitive inhibitor of vesicular glutamate uptake.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H350

Hazard Classifications

Carc. 1B

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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T Cowen et al.
Histochemistry, 82(3), 205-208 (1985-01-01)
The stain pontamine sky blue (PSB) has been shown to reduce background autofluorescence in catecholamine fluorescence and immunofluorescence histochemical preparations. Using PSB as a counterstain on whole-mount stretch preparations of human mesenteric blood vessels, a medium dense noradrenergic nerve plexus
Detection of aromatase in human endometrial tissue cultured in three-dimensional fibrin matrix in vitro.
Jafar A, et al.
International journal of reproductive biomedicine (Yazd, Iran), 7, 105-109 (2009)
Resonant antidromic cortical circuit activation as a consequence of high-frequency subthalamic deep-brain stimulation.
Li S, et al.
Journal of Neurophysiology, 98, 3525-3525 (2007)
S Roseth et al.
Journal of neurochemistry, 65(1), 96-103 (1995-07-01)
In this study we have described a series of new and potent inhibitors of the vesicular uptake of glutamate. The two most efficient inhibitors were the dyes Evans blue and Chicago Skye Blue 6B, which are structurally related to glutamate
Responses to tactile stimulation in deep cerebellar nucleus neurons result from recurrent activation in multiple pathways.
Rowland NC and Jaeger D
Journal of Neurophysiology, 99, 704-704 (2008)
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