Coomassie Brilliant Blue R
BRILLIANT BLUE R · R-250 · BRILLIANT BLUE R250 · COOMASSIE BRILLIANT BLUE · COOMASSIE BRILLIANT BLUE R-250 · CI 42660 · CBB R-250 · CI NO 42660
Identifiers & Physical Properties
| CAS No. | 6104-59-2 |
|---|---|
| Molecular formula | C45H44N3NaO7S2 |
| Average molar mass | 826 g/mol |
| Monoisotopic mass | 825.25183703 g/mol |
| SMILES | CCOc1ccc(Nc2ccc(C(=C3C=CC(=[N+](CC)Cc4cccc(S(=O)(=O)[O-])c4)C=C3)c3ccc(N(CC)Cc4cccc(S(=O)(=O)[O-])c4)cc3)cc2)cc1.[Na+] |
| InChIKey | NKLPQNGYXWVELD-UHFFFAOYSA-M |
| PubChem CID | 61365 |
| ChEMBL | CHEMBL4279842 |
| EC No. | 228-060-5 |
| DTXSID | DTXSID80910613 |
Chemical & Physical Properties
| Topological polar surface area | 159 |
|---|---|
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 9 |
| Rotatable bonds | 13 |
| Heavy atoms | 58 |
| Formal charge | 0 |
| Complexity | 1,500 |
| Chemical classes | Dyes -> Di- and Triaryl Dyes |
| Physical Description | Blue crystals[MSDSonline] |
| Melting point | 174-180 °C |
| Bulk density | 250kg/m3 |
| Vapor density | 28.5 (vs air) |
| Flash point | 14 °C |
| Storage conditions | room temp |
| Solubility | H2O: soluble10mg/mLSoluble in water. |
| Physical state | Powder/Solid |
| Colour Index | 42660 |
| Color | Red Brown |
| pH | 6.2 (25°C, 10g/L in H2O) |
| λmax | 589.2 nm in ethanol |
| BRN | 5718025 |
| Stability | Light Sensitive |
| Major applications | diagnostic assay manufacturinghematologyhistology |
| InChIKey | NKLPQNGYXWVELD-UHFFFAOYSA-M |
| SMILES | [Na+].CCOc1ccc(Nc2ccc(cc2)C(\c3ccc(cc3)N(CC)Cc4cccc(c4)S([O-])(=O)=O)=C5\C=C/C(C=C5)=[N+](\CC)Cc6cccc(c6)S([O-])(=O)=O)cc1 |
| CAS DataBase Reference | 6104-59-2(CAS DataBase Reference) |
| FDA UNII | TKL1K0PT9A |
| EPA Substance Registry System | C.I. Acid Blue 83 (6104-59-2) |
| UNSPSC Code | 41105305 |
| NACRES | NC.01 |
| GHS pictogram | GHS02,GHS06,GHS08 |
| Signal word | Danger |
| GHS hazard statements | H225-H301+H311+H331-H315-H319-H370 |
| GHS precautionary statements | P210-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311-P305+P351+P338 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| Customs code | 32041200 |
| Storage class | 11 - Combustible Solids |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 53.8% (28 of 52) of all reports.WarningH302 (15.4%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P264+P265, P270, P273, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 52 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: Benzenemethanaminium, N-[4-[[4-[(4-ethoxyphenyl)amino]phenyl][4-[ethyl[(3-sulfophenyl)methyl]amino]phenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-ethyl-3-sulfo-, hydroxide, inner salt, monosodium saltCoomassie Brilliant Blue R: Does not have an individual approval but may be used under an appropriate group standard |
| Hazards summary | A skin, eye, and respiratory tract irritant[MSDSonline] |
| Hazard Classes and Categories | Eye Irrit. 2 (23.1%) |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| Customs code | 32041200 |
| Signal word | Danger |
| GHS pictogram | GHS02,GHS06,GHS08 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H225-H301+H311+H331-H315-H319-H370 |
| GHS precautionary statements | P210-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311-P305+P351+P338 |
Applications & Uses
Uses
Brilliant Blue R is used for detection of protein bands following electrophoresis. It is a sensitive stain for protein detection in polyacrylamide gels, typically giving blue bands on a clear background with a sensitivity of 50-100 ng/band. It may be combined with other stains, such as silver stain, to distinguish different types of proteins. It displays metachromasia by appearing pink-red, rather than blue, when binding certain proteins, such as collagen and histone H1.
Uses
Acid Blue 83 is a dye commonly used in laboratories or quantify proteins.
Preparation & Synthesis
Preparation
p-Chlorobenzaldehyde(1 Moore) and 3-(Ethyl(phenyl)amino)methyl)benzenesulfonic acid (2 Moore) condensation, and heavy chromate salt-oxalic acid oxidation its product, again with 4-Ethoxybenzenamine condensation.