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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:
Molecular Weight:
992.80
Colour Index Number:
24410
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

form

powder

Quality Level

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

Signal Word

Danger

Hazard Statements

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)

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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
Wei Liu et al.
Frontiers in psychiatry, 11, 837-837 (2020-10-23)
Clinical studies have demonstrated that exposure to the inhalational general anesthetic nitrous oxide (N2O) produces antidepressant effects in depressed patients. However, the mechanisms underlying the antidepressant effects of N2O remain largely unknown. Neuronal nitric oxide synthase (nNOS)-mediated nitric oxide (NO)

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