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F4383

Sigma-Aldrich

7-Fluorobenzofurazan-4-sulfonic acid ammonium salt

≥98%

Sinônimo(s):

4-Fluoro-7-sulfobenzofurazan ammonium salt, 7-Fluorobenz-2,1,3-oxadiazole-4-sulfonic acid ammonium salt, Ammonium 7-fluorobenzofurazan-4-sulfonate, SBD-F

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About This Item

Fórmula linear:
C6H3FN2O4S · NH3
Número CAS:
84806-27-9
Peso molecular:
235.19
Beilstein:
5199564
Número MDL:
MFCD02682109
Código UNSPSC:
12352106
ID de substância PubChem:
24894861
NACRES:
NA.32

Ensaio

≥98%

condição de armazenamento

protect from light

fluorescência

λex 380 nm; λem 515 nm

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

N.OS(=O)(=O)c1ccc(F)c2nonc12

InChI

1S/C6H3FN2O4S.H3N/c7-3-1-2-4(14(10,11)12)6-5(3)8-13-9-6;/h1-2H,(H,10,11,12);1H3

chave InChI

JXLHNMVSKXFWAO-UHFFFAOYSA-N

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Descrição geral

7-Fluorobenzofurazan-4-sulfonic acid ammonium salt, also known as SBD-F, is a low molecular weight sensitive fluorescent probe. SBD-F reacts with sulfhydryl groups (disulfides do not react with SBD-F and must first be reduced to thiols, such as tributylphosphine) to produce highly fluorescent compounds. The rate of reaction of thiols with SBD-F gradually increases with increasing pH. High fluorescence intensities are observed at pH 2-12. SBD-F has an excitation range between 380-385nm and an emission range between 510-515nm.

Aplicação

SBD-F is suitable for the HPLC determination of biological thiols at the picomole level. SBD-F has been used in HPLC methods for measuring total plasma and serum homocysteine levels. It is also suitable to determine metallothionein in a tandem column HPLC method with an isocratic solvent system. SBD-F has been used for determining the position of disulfide linkages of cysteine residues in proteins and for detecting cysteine-containing peptides.
Fluorescent probe for thiols and pre-column labeling of biological thiols for HPLC

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

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B L Ling et al.
Journal of pharmaceutical and biomedical analysis, 10(10-12), 985-988 (1992-10-01)
The present investigation analyses the potentials of capillary chromatography using packed fused silica capillaries filled with 5 microns RP-18 for the fluorescence determination of glutathione in human blood samples. Adaptation of conventional HPLC equipment for miniaturized chromatographic assays proved successful.
T Toyo'oka et al.
Biomedical chromatography : BMC, 3(4), 166-172 (1989-07-01)
Biological thiols and disulfides in rat and hamster tissues were simultaneously determined by HPLC-fluorescence detection using 4-(aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole (ABD-F) and ammonium 7-fluoro-2,1,3-benzoxadiazole-4-sulfonate (SBD-F). The coefficients of variation (CV) of the method for reduced glutathione (GSH) and oxidized glutathione (GSSG) in liver
N P Dudman et al.
Clinical chemistry, 42(12), 2028-2032 (1996-12-01)
The recognition of homocysteine as a vascular risk factor has led to increased clinical interest in assaying plasma homocysteine concentrations. Our aim was to improve the reliability of a widely used assay based on HPLC of the fluorescent 7-benzo-2-oxa-1, 3-diazole-4-sulfonic
I Fermo et al.
Journal of chromatography. B, Biomedical sciences and applications, 719(1-2), 31-36 (1998-12-30)
We have modified a high-performance liquid chromatographic (HPLC) procedure based on SBD-F (ammonium-7-fluorobenzo-2-oxa-1,3-diazole-4-sulphonate) pre-column derivatization to obtain an assay that is useful for routine clinical total plasma homocysteine (tHcy) analysis. The introduction of easily handled sodium borohydride instead of the
S Miyairi et al.
Analytical biochemistry, 258(2), 168-175 (1998-05-08)
Metallothionein (MT) is a low-molecular-weight protein which plays a role in detoxification of heavy metals and protection against oxidative stress. A sensitive and convenient determination method for MT is necessary to clarify its physiological roles. High-performance liquid chromatography (HPLC) with
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