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71028

Sigma-Aldrich

Monobrom(trimethylammonio)bimanbromid

suitable for fluorescence, ≥90.0% (HPLC)

Synonym(e):

(Trimethylammonio)-monobrom-biman, 5-(Brommethyl)-N,N,N,2,6-pentamethyl-1,7-dioxo-1H,7H-pyrazolo[1,2-a]pyrazol-3-methanaminiumbromid, Brombiman q, Thiolyt MQ, qBBr

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About This Item

Empirische Formel (Hill-System):
C13H19Br2N3O2
CAS-Nummer:
71418-45-6
Molekulargewicht:
409.12
Beilstein:
4630658
MDL-Nummer:
MFCD00036953
UNSPSC-Code:
12171500
PubChem Substanz-ID:
57652269
NACRES:
NA.32

Assay

≥90.0% (HPLC)

Form

powder

Löslichkeit

DMSO: 5 mg/mL

Fluoreszenz

λex 380 nm; λem 475 nm in 0.1 M phosphate pH 7.5

Eignung

suitable for fluorescence

Lagertemp.

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

InChIKey

FCRPMMVPBVOKQS-UHFFFAOYSA-M

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Biochem./physiol. Wirkung

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

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

Reagens zur Markierung von Thiolen in biol. Materialien

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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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
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)
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)
D Picot et al.
European journal of biochemistry, 196(2), 329-341 (1991-03-14)
Aspartate aminotransferase undergoes major shifts in the conformational equilibrium of the protein matrix during transamination. The present study defines the two conformational states of the enzyme by crystallographic analysis, examines the conditions under which the enzyme crystallizes in each of
Masataka Murahashi et al.
Analytical and bioanalytical chemistry, 412(23), 5799-5809 (2020-07-10)
Japanese police conduct highly sensitive and quick blood tests to detect human hemoglobin (Hb), because bloodstains left at a crime scene have probative value of circumstantial evidence in a criminal investigation. Although DNA detection from a bloodstain is a useful
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