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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)

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S X Yuan et al.
FEBS letters, 234(1), 218-222 (1988-07-04)
The single cysteinyl residue 26 of spinach calmodulin was labelled with the thiol-specific bimane fluorescence probe. Following application of stoichiometric quantities of Ca2+ or aluminum ions to the protein, temperature-dependent fluorescence changes (anisotropy, lifetime) could be monitored via the label.
S S Ristow et al.
Immunological investigations, 14(5), 401-414 (1985-10-01)
Cell surface thiols are required for a line of cloned murine natural killer lymphocytes to bind to and lyse tumor target cells. These lymphocytes neither bound to nor killed YAC-1 or G1Tc cells when the effector lymphocyte cell surface thiols
M Balázs et al.
Biochemical and biophysical research communications, 140(3), 999-1006 (1986-11-14)
The accessibility of cell surface sulfhydryl groups in human peripheral lymphocytes was investigated with 5,5'-dithiobis-(2-nitrobenzoic acid) in the presence and absence of ionophore antibiotics and the monoclonal antibody, OKT-3. Only a few accessible protein thiols have been found on the
Claresta Joe-Wong et al.
Environmental science & technology, 46(18), 9854-9861 (2012-08-25)
Organic thiols are highly reactive ligands and play an important role in the speciation of several metals and organic pollutants in the environment. Although small thiols can be isolated and their concentrations can be estimated using chromatographic and derivatization techniques
J Lahav et al.
FEBS letters, 475(2), 89-92 (2000-06-20)
Cell adhesion is mediated by the integrin adhesion receptors. Receptor-ligand interaction involves conformational changes in the receptor, but the underlying mechanism remains unclear. Our earlier work implied a role for sulfhydryls in integrin response to ligand binding in the intact
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