69898

Bromobimane

suitable for fluorescence, BioReagent, ≥95% (HPCE)

• Synonym(s): Monobromobimane
• Empirical Formula (Hill Notation): C₁₀H₁₁BrN₂O₂
• CAS Number: 71418-44-5
• Molecular Weight: 271.11
• UNSPSC Code: 12171500
• NACRES: NA.32
• PubChem Substance ID: 57652223
• MDL number: MFCD00036951
• Beilstein/REAXYS Number: 4430959

Properties

• product line: BioReagent
• Quality Segment: 100
• assay: ≥95% (HPCE)
• form: solid
• mp: 152-154 °C (lit.)
• solubility: DMF: soluble, DMSO: soluble, acetonitrile: soluble, methanol: soluble
• fluorescence: λ_ex 390 nm; λ_em 478 nm in 0.1 M phosphate pH 7.5 (after derivatization with glutathione), λ_ex 398 nm
• suitability: suitable for fluorescence
• storage temp.: 2-8°C
• SMILES string: CC1=C(C)C(=O)N2N1C(CBr)=C(C)C2=O
• InChI: 1S/C10H11BrN2O2/c1-5-7(3)12-8(4-11)6(2)10(15)13(12)9(5)14/h4H2,1-3H3
• InChI key: AHEWZZJEDQVLOP-UHFFFAOYSA-N

Description

General description

Bromobimane, also called probe for thiols, is a fluorescent reagent activated upon a photolysis reaction. Bromobimane in solution reacts with small thiol groups (e.g., GSH) and with reactive protein thiol groups (e.g., hemoglobin). The reaction of Bromobimane with thiols is of second-order and dependent on pH. And, upon reacting with thiolate, it activates the water-soluble fluorescent product for detection.

Application

Bromobimane is used for the determination of thiols by the HPLC method. It is suitable as a pre-column derivatization agent for fluorometric determination of 2,3-dimercaptopropane-1-sulfonic acid and other dithiols. Bromobimane has been used as a fluorescent label in studying oligomycin-sensitive ATPase from beef heart mitochondria.

Features and Benefits

The benefits of using Bromobimane for the analysis of low molecular weight thiols are: Highly selective.

• Rapid reactivity.
• Ease of separation of derivatives by reverse HPLC.
• Ability to penetrate cells.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Fluorescent thiol-specific reagent

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)