71028
Monobromo(trimethylammonio)bimane bromide
suitable for fluorescence, ≥90.0% (HPLC)
Synonym(s):
(Trimethylammonio)monobromobimane, 5-(Bromomethyl)-N,N,N,2,6-pentamethyl-1,7-dioxo-1H,7H-pyrazolo[1,2-a]pyrazole-3-methanaminium bromide, Brombimane q, Thiolye MQ, qBBr
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About This Item
Empirical Formula (Hill Notation):
C13H19Br2N3O2
CAS Number:
Molecular Weight:
409.12
UNSPSC Code:
12171500
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4630658
Quality Level
assay
≥90.0% (HPLC)
form
powder
solubility
DMSO: 5 mg/mL
fluorescence
λex 380 nm; λem 475 nm in 0.1 M phosphate pH 7.5
suitability
suitable for fluorescence
storage temp.
2-8°C
SMILES string
[Br-].CC1=C(CBr)N2N(C1=O)C(=O)C(C)=C2C[N+](C)(C)C
InChI
1S/C13H19BrN3O2.BrH/c1-8-10(6-14)15-11(7-17(3,4)5)9(2)13(19)16(15)12(8)18;/h6-7H2,1-5H3;1H/q+1;/p-1
InChI key
FCRPMMVPBVOKQS-UHFFFAOYSA-M
Biochem/physiol Actions
Monobromobimanes are essentially nonfluorescent until conjugated and readily react with low molecular weight thiols. Unlike common monobromobimanes, this carries a positive charge, thus permitting separation of conjugates by electrophoresis or cation-exchange chromatography
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
Reagent for labeling thiols in biol. materials
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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M B Zucker et al.
Thrombosis and haemostasis, 55(2), 228-234 (1986-04-30)
Monobromobimane (mBBr, bimane), a compound that penetrates cells and forms a fluorescent adduct with thiol groups, was used to asses the significance of thiols in platelet function. Exposure of washed platelets for 1 min to 100 microM mBBr abolished ADP-induced
M A Whelan et al.
European journal of immunology, 23(12), 3278-3285 (1993-12-01)
Techniques have been developed to measure the reactivity of free thiols in the HLA class I antigen-binding cleft. HLA-B27, which sequencing predicts has a free cysteine at position 67, reacts rapidly with the positively charged thiol reagent monobromotrimethyl-ammoniobimane bromide (qBBr)
Analysis of biological thiols: derivatization with monobromotrimethylammoniobimane and characterization by electrophoresis and chromatography.
R C Fahey et al.
Analytical biochemistry, 107(1), 1-10 (1980-09-01)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 71028-25MG-F | 04061833278130 |