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Details

Stereochemistry ACHIRAL
Molecular Formula C47H48N3O7S2.Na
Molecular Weight 854.02
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of BRILLIANT BLUE G

SMILES

[Na+].CCOC1=CC=C(NC2=CC=C(C=C2)C(C3=CC=C(C=C3C)N(CC)CC4=CC=CC(=C4)S([O-])(=O)=O)=C5C=CC(C=C5C)=[N+](CC)CC6=CC=CC(=C6)S([O-])(=O)=O)C=C1

InChI

InChIKey=RWVGQQGBQSJDQV-UHFFFAOYSA-M
InChI=1S/C47H49N3O7S2.Na/c1-6-49(31-35-11-9-13-43(29-35)58(51,52)53)40-21-25-45(33(4)27-40)47(37-15-17-38(18-16-37)48-39-19-23-42(24-20-39)57-8-3)46-26-22-41(28-34(46)5)50(7-2)32-36-12-10-14-44(30-36)59(54,55)56;/h9-30H,6-8,31-32H2,1-5H3,(H2,51,52,53,54,55,56);/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C47H48N3O7S2
Molecular Weight 831.03
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 2
Optical Activity NONE

Description

Brilliant Blue G is triphenylmethane dye that was developed for use in the textile industry but is now commonly used for staining proteins in analytical biochemistry. The Bradford assay is a standard, rapid dye-binding assay that uses Brilliant Blue G to quantify the amount of protein in a solution. Brilliant Blue G also acts as a selective inhibitor of the P2X purinoceptor channel P2X7 (IC50s = 10.1 and 265 nM for rat and human P2X7, respectively). In mice, it inhibits interleukin-1β expression and reduces neurological injury secondary to traumatic brain injury. Brilliant Blue G was used to prepare the protein reagent for the determination of protein content of the collagenase enzyme isolated from fish waste. It may be employed as a stain for the internal limiting membrane (ILM) for the macular hole (MH) and epiretinal membrane (ERM) surgery.

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1370.0 nM [IC50]
3160.0 nM [IC50]
265.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
Inactive ingredient
PubMed

PubMed

TitleDatePubMed
An in vivo evaluation of Brilliant Blue G in animals and humans.
2008 Aug
Patents

Patents

Sample Use Guides

In Vivo Use Guide
After removal of posterior hyaloid, 0.2 mL Brilliant Blue G was applied on the macula, to stain epiretinal membraneunder air conditions for 2 minutes.
Route of Administration: intravitreal
In Vitro Use Guide
Whole-cell recordings were made 20 to 48 h after transient transfection and 24 to 72 h after passage of stable cells, using an EPC9 patch clamp amplifier (HEKA Elektronik, Lambrechet, Germany). Unless otherwise noted, membrane potential was held at 260 mV. Recording pipettes (4–7 MV) were pulled from borosilicate glass (World Precision Instruments, Sarasota, FL) and filled with an intracellular solution that consisted of (in mM): 145 NaF, 10 EGTA, 10 HEPES. The external solution contained (in mM): 147 NaCl, 10 HEPES, 13 glucose, 2 KCl, 2 CaCl2, and 1 MgCl2. Osmolarity and pH values of both solutions were 300 to 315 mOsm/l and 7.3, respectively. All the experiments presented here were performed at room temperature. Agonists and Brilliant Blue G were applied using an RSC 200 fast-flow delivery system (Biologic Science Instruments, Grenoble, France). Agonists were applied every 2 min except for experiments on P2X1, P2X3, and rat P2X4, in which 3- to 8-min intervals were used because of the prolonged rundown of these responses. The duration of agonist application was 1 s for the P2X1 receptor, 2 s for the P2X2, P2X3, and P2X2/3, and P2X4 receptors, 3 s for the P2X1/5 receptor, and 4 s for the P2X7 receptor. For all except the P2X1 receptor, repetitive stimuli at the frequencies noted above were applied in the absence of Brilliant Blue G until evoked currents were stable (65%); the clamped cell was perfused with Brilliant Blue G (0.1–10 mM) for 4 min, and current evoked by agonist was measured. The peak current amplitude was expressed as a percentage of the amplitude obtained under the control conditions. Because of the marked rundown of currents at the P2X1 receptor, Brilliant Blue G was added to the cells for 4 min after the second application of agonist. The ratios of the peak amplitude induced by the third application of agonist relative to the peak amplitude by the second application of agonist were calculated and compared in the absence and presence of Brilliant Blue G.
Substance Class Chemical
Created
by admin
on Tue Oct 22 12:04:14 UTC 2019
Edited
by admin
on Tue Oct 22 12:04:14 UTC 2019
Record UNII
M1ZRX790SI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BRILLIANT BLUE G
Common Name English
BENZENEMETHANAMINIUM, N-(4-((4-((4-ETHOXYPHENYL)AMINO)PHENYL)(4-(ETHYL((3-SULFOPHENYL)METHYL)AMINO)-2-METHYLPHENYL)METHYLENE)-3-METHYL-2,5-CYCLOHEXADIEN-1-YLIDENE)-N-ETHYL-3-SULFO-, INNER SALT, MONOSODIUM SALT
Common Name English
BRILLIANT BLUE G [JAN]
Common Name English
NSC-328382
Code English
COOMASSIE BLUE G 250
Common Name English
DYME
Common Name English
C.I. ACID BLUE 90
Common Name English
BBG-250
Common Name English
COOMASSIE BLUE G-250
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 341811
Created by admin on Tue Oct 22 12:04:14 UTC 2019 , Edited by admin on Tue Oct 22 12:04:14 UTC 2019
FDA ORPHAN DRUG 257908
Created by admin on Tue Oct 22 12:04:14 UTC 2019 , Edited by admin on Tue Oct 22 12:04:14 UTC 2019
Code System Code Type Description
EPA CompTox
6104-58-1
Created by admin on Tue Oct 22 12:04:14 UTC 2019 , Edited by admin on Tue Oct 22 12:04:14 UTC 2019
PRIMARY
CAS
6104-58-1
Created by admin on Tue Oct 22 12:04:14 UTC 2019 , Edited by admin on Tue Oct 22 12:04:14 UTC 2019
PRIMARY