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69898

Sigma-Aldrich

Bromobimane

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

Sinonimo/i:

Monobromobimane

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About This Item

Formula empirica (notazione di Hill):
C10H11BrN2O2
Numero CAS:
71418-44-5
Peso molecolare:
271.11
Beilstein:
4430959
Numero MDL:
MFCD00036951
Codice UNSPSC:
12171500
ID PubChem:
57652223
NACRES:
NA.32

Nome Commerciale

BioReagent

Saggio

≥95% (HPCE)

Forma fisica

solid

Punto di fusione

152-154 °C (lit.)

Solubilità

DMF: soluble
DMSO: soluble
acetonitrile: soluble
methanol: soluble

Fluorescenza

λex 390 nm; λem 478 nm in 0.1 M phosphate pH 7.5 (after derivatization with glutathione)
λex 398 nm

Compatibilità

suitable for fluorescence

Temperatura di conservazione

2-8°C

Stringa SMILE

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
AHEWZZJEDQVLOP-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

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.

Applicazioni

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.

Caratteristiche e vantaggi

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.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Altre note

Fluorescent thiol-specific reagent

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)

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Sigma-Aldrich

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Analytical biochemistry, 159(1), 143-149 (1986-11-15)
A highly sensitive and specific assay for Escherichia coli thioredoxin was developed using the thiol-specific reagent monobromobimane. Treatment of dithiothreitol-reduced thioredoxin with an excess of monobromobimane in Tris buffer (pH 8.0, 23 degrees C) for 30 min resulted in the
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