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F4383

Sigma-Aldrich

7-Fluorobenzofurazan-4-sulfonic acid ammonium salt

≥98%

Synonim(y):

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

Wzór liniowy:
C6H3FN2O4S · NH3
Numer CAS:
84806-27-9
Masa cząsteczkowa:
235.19
Beilstein:
5199564
Numer MDL:
MFCD02682109
Kod UNSPSC:
12352106
Identyfikator substancji w PubChem:
24894861
NACRES:
NA.32

Próba

≥98%

warunki przechowywania

protect from light

fluorescencja

λex 380 nm; λem 515 nm

temp. przechowywania

−20°C

ciąg 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

Klucz InChI

JXLHNMVSKXFWAO-UHFFFAOYSA-N

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Opis ogólny

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.

Zastosowanie

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
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Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)

Certyfikaty analizy (CoA)

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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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