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71028

Sigma-Aldrich

Monobromo(trimethylammonio)bimane bromide

suitable for fluorescence, ≥90.0% (HPLC)

Sinonimo/i:

(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

Formula empirica (notazione di Hill):
C13H19Br2N3O2
Numero CAS:
71418-45-6
Peso molecolare:
409.12
Beilstein:
4630658
Numero MDL:
MFCD00036953
Codice UNSPSC:
12171500
ID PubChem:
57652269
NACRES:
NA.32

Livello qualitativo

100

Saggio

≥90.0% (HPLC)

Stato

powder

Solubilità

DMSO: 5 mg/mL

Fluorescenza

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

Compatibilità

suitable for fluorescence

Temperatura di conservazione

2-8°C

Stringa SMILE

[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
FCRPMMVPBVOKQS-UHFFFAOYSA-M

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Azioni biochim/fisiol

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

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Altre note

Reagent for labeling thiols in biol. materials

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
BCCG3277
BCCD6741
BCCB3778
BCBQ0293V
BCBJ9803V

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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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