F4383
7-Fluorobenzofurazan-4-sulfonic acid ammonium salt
≥98%
Synonyme(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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A propos de cet article
Formule linéaire :
C6H3FN2O4S · NH3
Numéro CAS:
Poids moléculaire :
235.19
UNSPSC Code:
12352106
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5199564
Assay:
≥98%
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Laissez-nous vous aiderInChI
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
SMILES string
N.OS(=O)(=O)c1ccc(F)c2nonc12
InChI key
JXLHNMVSKXFWAO-UHFFFAOYSA-N
assay
≥98%
storage condition
protect from light
fluorescence
λex 380 nm; λem 515 nm
storage temp.
−20°C
Quality Level
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General description
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.
Application
Fluorescent probe for thiols and pre-column labeling of biological thiols for HPLC
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.
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
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
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
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
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