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B1064

Sigma-Aldrich

Cibacron Blue 3G-A

Dye content ≥55 %, Powder

Synonym(s):

Cibacron Blue; 1-amino-4-[4-[[4-chloro-6-(2-sulfoanilino)-1,3,5-triazin-2-yl]amino]-3-sulfoanilino]-9,10-dioxoanthracene-2-sulfonic acid

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About This Item

Empirical Formula (Hill Notation):
C29H20ClN7O11S3
CAS Number:
84166-13-2
Molecular Weight:
774.16
UNSPSC Code:
12171500
NACRES:
NA.47

product name

Cibacron Blue 3G-A, Dye content ≥55 %

form

powder

Quality Level

200

composition

Dye content, ≥55%

color

dark blue

solubility

H2O: 10 mg/mL, blue

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Nc1c(cc(Nc2ccc(Nc3nc(Cl)nc(Nc4ccccc4S(O)(=O)=O)n3)c(c2)S(O)(=O)=O)c5C(=O)c6ccccc6C(=O)c15)S(O)(=O)=O

InChI

1S/C29H20ClN7O11S3/c30-27-35-28(33-16-7-3-4-8-19(16)49(40,41)42)37-29(36-27)34-17-10-9-13(11-20(17)50(43,44)45)32-18-12-21(51(46,47)48)24(31)23-22(18)25(38)14-5-1-2-6-15(14)26(23)39/h1-12,32H,31H2,(H,40,41,42)(H,43,44,45)(H,46,47,48)(H2,33,34,35,36,37)

InChI key

YKCWQPZFAFZLBI-UHFFFAOYSA-N

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Application

When immobilized using an insoluble porous support matrix such as agarose, Cibacron Blue 3GA is used for affinity chromatography purification of enzymes. This affinity has been attributed to a structural similarity between the dye and the natural ligands for proteins with cofactor binding domains.

Biochem/physiol Actions

Cibacron Blue 3GA is an anionic anthraquinone dye. It acts as a P2-purinoceptor antagonist and inhibits stimulus-evoked glutamate release by rat brain cortical tissue. Cibacron Blue 3GA inhibits OXA-1 and OXA-2 β-lactamases and was used to observe the binding of ligands to OXA-1 β-lactamase by monitoring tryptophan fluorescence.

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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S T Thompson et al.
Proceedings of the National Academy of Sciences of the United States of America, 72(2), 669-672 (1975-02-01)
A procedure is described to utilize blue dextran-Sepharose as an affinity chromatographic column specific for the super-secondary structure called the dinucleotide fold, which forms the binding sites for substrates and effectors on a wide range of proteins. The procedure can
I von Kügelgen et al.
British journal of pharmacology, 113(3), 815-822 (1994-11-01)
1. Some postganglionic sympathetic axons possess P2Y-like P2-purinoceptors which, when activated, decrease the release of noradrenaline. We examined the question of whether such receptors also occur at the noradrenergic axons in the rat brain cortex. Slices of the brain cortex
W O Smith et al.
Plant physiology, 68(2), 443-446 (1981-08-01)
The binding of phytochrome to Cibacron Blue 3GA was utilized to develop a new affinity purification procedure for phytochrome. Brushite-purified phytochrome from rye (Secale cereale c.v. Cougar) was bound to agarose-immobilized blue dye in 0.1 molar potassium phosphate (pH 7.8)
C Monaghan et al.
The Biochemical journal, 205(2), 413-417 (1982-08-01)
Although beta-lactamases do not require any nucleotide co-substrates, the OXA-2 type is inhibited competitively by Cibacron Blue 3GA, and by other anthraquinone dyes, including some simpler compounds with no side chain. The enzyme causes a red shift in the spectrum
Kyle D Schneider et al.
Biochemistry, 48(26), 6136-6145 (2009-06-03)
Class D beta-lactamases hydrolyze beta-lactam antibiotics by using an active site serine nucleophile to form a covalent acyl-enzyme intermediate and subsequently employ water to deacylate the beta-lactam and release product. Class D beta-lactamases are carboxylated on the epsilon-amino group of
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