Skip to Content
Merck
All Photos(4)

Documents

F4383

Sigma-Aldrich

7-Fluorobenzofurazan-4-sulfonic acid ammonium salt

≥98%

Synonym(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

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

Linear Formula:
C6H3FN2O4S · NH3
CAS Number:
84806-27-9
Molecular Weight:
235.19
Beilstein:
5199564
MDL number:
MFCD02682109
UNSPSC Code:
12352106
PubChem Substance ID:
24894861
NACRES:
NA.32

Assay

≥98%

storage condition

protect from light

fluorescence

λex 380 nm; λem 515 nm

storage temp.

−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

InChI key

JXLHNMVSKXFWAO-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)]
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service