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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

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1 MG
¥18,200
10 MG
¥57,600
25 MG
¥96,500

¥18,200

Estimated to ship onMay 28, 2025

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1 MG
¥18,200
10 MG
¥57,600
25 MG
¥96,500

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

¥18,200

Estimated to ship onMay 28, 2025

Request a Bulk Order

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

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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.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

F4383-25MG:
F4383-1MG:
F4383-BULK:
F4383-10MG:
F4383-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
0000337290
0000345448
SLCQ9774
SLCM5338
SLCG7255

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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
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
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
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
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