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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:
Molecular Weight:
774.16
UNSPSC Code:
12171500
NACRES:
NA.47

product name

Cibacron Blue 3G-A, Dye content ≥55 %

form

powder

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.

Storage Class Code

11 - Combustible Solids

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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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
G C Bennett et al.
British journal of pharmacology, 131(3), 617-623 (2000-10-04)
Evidence has previously been presented that P1 receptors for adenosine, and P2 receptors for nucleotides such as ATP, regulate stimulus-evoked release of biogenic amines from nerve terminals in the brain. Here we investigated whether adenosine and nucleotides exert presynaptic control
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
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)
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

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