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Merck

F4383

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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About This Item

Linear Formula:
C6H3FN2O4S · NH3
CAS Number:
Molecular Weight:
235.19
UNSPSC Code:
12352106
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5199564
Assay:
≥98%
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Quality Segment

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

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.


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Storage Class

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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