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Merck

F4383

Sigma-Aldrich

7-Fluorbenzofurazan-4-sulfonsäure Ammoniumsalz

≥98%

Synonym(e):

4-Fluor-7-sulfobenzofurazan Ammoniumsalz, 7-Fluorbenz-2,1,3-oxadiazol-4-sulfonsäure Ammoniumsalz, Ammonium-7-fluor-benzofurazan-4-sulfonat, SBD-F

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About This Item

Lineare Formel:
C6H3FN2O4S · NH3
CAS-Nummer:
Molekulargewicht:
235.19
Beilstein:
5199564
MDL-Nummer:
UNSPSC-Code:
12352106
PubChem Substanz-ID:
NACRES:
NA.32

Qualitätsniveau

Assay

≥98%

Lagerbedingungen

protect from light

Fluoreszenz

λex 380 nm; λem 515 nm

Lagertemp.

−20°C

SMILES String

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

InChIKey

JXLHNMVSKXFWAO-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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.
Fluoreszierende Sonde für Thiole und die Vorsäulen-Markierung von biologischen Thiolen für die HPLC.

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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Die Dokumentenbibliothek aufrufen

J Tanaka et al.
Journal of biochemistry, 127(4), 597-601 (2000-03-31)
Pseudomonas sp. 109 produces a unique lipase (LipL) which efficiently catalyzes intramolecular transesterification of omega-hydroxyesters to form macrocyclic lactones. The production of the enzymatically active LipL requires a specific molecular chaperon (LimL protein) together with a low-M(r) lipase-activation-factor (LAF) of
J B Ubbink
Seminars in thrombosis and hemostasis, 26(3), 233-241 (2000-09-30)
Analytical methods to measure plasma total homocyst(e)ine (tHcy) concentrations are reviewed. High-pressure liquid chromatography (HPLC) with fluorometric detection is the most widely used method to determine plasma tHcy concentrations. Both monobromobimane and ammonium 7-fluorobenzo-2-oxa-1,3-diazole-4-sulphonate (SBD-F) are popular thiol-specific fluorogenic agents
Fluorometric assay of thiols with fluorobenzoxadiazoles.
K Imai et al.
Methods in enzymology, 143, 67-75 (1987-01-01)
I Daskalakis et al.
Biomedical chromatography : BMC, 10(5), 205-212 (1996-09-01)
A sensitive HPLC-fluorescence method for determining total endogenous plasma homocysteine (Hcy), cysteine (Cys) and cysteinylglycine (Cys-Gly) following derivatization with ammonium 7-fluoro 2,1,3-benzoxadiazole-4-sulphonate (SBD-F) is described. Quantitation utilizes an internal standard, 2-mercaptoethylamine. The derivatization procedure has been optimized for concentration of
J B Ubbink et al.
Clinical chemistry, 45(5), 670-675 (1999-05-01)
Various methods are available to measure plasma total homocyst(e)ine (tHcy) concentrations, but whether plasma tHcy assays may be used interchangeably is not known. Results from three different methods [HPLC with fluorescence detection, enzyme immunoassay (EIA), and fluorescence polarization immunoassay (FPIA)]

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