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C8679

Sigma-Aldrich

Chicago Sky Blue 6B

powder

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Synonym(s):
Direct Blue 1, Pontamine sky blue
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

signalword

Danger

hcodes

Hazard Classifications

Carc. 1B

wgk_germany

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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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
Li Hang Qi et al.
Human gene therapy, 20(7), 739-750 (2009-03-13)
Because both Toll-like receptor-1 (TLR1) and TLR2 are expressed in atherosclerotic plaques, we hypothesized that TLR1 and TLR2 may play different roles in the formation of vulnerable plaques and that combinatorial knockdown of TLR1 and TLR2 genes may enhance the
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)
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
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)

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