91366-65-3

Basic information

• Product Name: ABD-F
• Synonyms: ABD-F;7-FLUORO-2,1,3-BENZOXADIAZOLE-4-SULFONAMIDE;7-FLUOROBENZOFURAZAN-4-SULFONAMIDE;7-FLUOROBENZ-2-OXA-1,3-DIAZOLE-4-SULFONAMIDE;4-FLUORO-7-AMINOSULFONYLBENZOFURAZAN;4-FLUORO-7-SULFAMOYLBENZOFURAZAN;4-FLUORO-7-SULFAMOYLBENZOFURAZANE;4-FLUORO-7-SULFOAMOYLBENZOFURAZAN
• CAS NO: 91366-65-3
• Molecular Formula: C₆H₄FN₃O₃S
• Molecular Weight: 217.18
• Product Categories: Fluorescent Labels and Indicators;Analytical Chemistry;Fluorescence Detection (HPLC Labeling Reagents);HPLC Labeling Reagents;Mercapto Group Labeling Reagents for Fluorescence HPLC;Fluorescent Labels & Indicators;MTS & Sulfhydryl Active Reagents;Chemical and pharmaceutical intermediates;pharmaceutical intermediates
• Mol File: 91366-65-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 143-145°C
• Boiling Point: 408.8 °C at 760mmHg
• Flash Point: 201 °C
• Appearance: Light yellow solid
• Density: 1.724 g/cm³
• Vapor Pressure: 6.83E-07mmHg at 25°C
• Refractive Index: 1.632
• Storage Temp.: −20°C
• Solubility: DMSO: soluble
• Stability: Light Sensitive
• BRN: 5035147
• CAS DataBase Reference: ABD-F(CAS DataBase Reference)
• NIST Chemistry Reference: ABD-F(91366-65-3)
• EPA Substance Registry System: ABD-F(91366-65-3)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39-24/25
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 91366-65-3(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow Solid

Uses

Different sources of media describe the Uses of 91366-65-3 differently. You can refer to the following data:
1. Highly reactive fluorogenic reagent for the labeling of thiols for HPLC. ABD-F is nonfluorescent until reacted with thiols and therefore can be used to quantitate thiols in solution, as well as thiols separated by HPLC or TLC.
2. A water soluble pH dependent bifunctional fluorogenic reagent for the sensitive and specific detection of protein thiols. ABD-F is highly reactive and specific for protein thiols, and its selectivity is superior to that of other sulfhydryl-reactive fluorophores such as fluorescein maleimide, 5-iodoacetamidofluorescein, 5-I-AEDANS, dansylaziridine, and bimane. Fluorescence: max Abs. l = 385nm, max Em. l = 520nm; Molar Abs. > 4.5x103 (ca. 315nm)
3. Reagent for fluorimetric assay of thiols.

General Description

4-Fluoro-7-sulfamoylbenzofurazan is a fluorescent reagent, which directly links to the sulfur atom of thiols without a flexible alkyl chain. It is used to detect low molecular thiols using high performance liquid chromatography.

InChI:InChI=1/C6H4FN3O3S/c7-3-1-2-4(14(8,11)12)6-5(3)9-13-10-6/h1-2H,(H2,8,11,12)

Upstream product

• 29270-55-1 4-fluoro-2,1,3-benzoxadiazole 
• 91366-64-2 7-fluoro-2,1,3-benzoxadiazole-4-sulfonyl chloride 

Downstream Products

• 91366-73-3 ABD-captopril 

Relevant articles and documents

New Fluorogenic Reagent Having Halogenobenzofurazan Structure for Thiols: 4-(Aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole

4-(Aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole (ABD-F) has been synthesized as a new fluorogenic reagent for thiols.Its reaction rate to homocysteine is over 30 times faster than that with ammonium 7-fluoro-2,1,3-benzoxadiazole-4-sulfonate (SBD-F).The fluorogenic reaction to thiol was completed quantitatively in 5 min at 50 deg C and pH 8.0.Alanine, proline, and cystine did not react under the same conditions.The fluorescence intensity of the fluorophor was pH dependent with the highest at pH 2.The ABD-thiols obtained by the prelabeling technique were separated and detected by reversed-phase HPLC.The detection limits (S/N = 3) for cysteine, glutathione, N-acetylcysteine, homocysteine, and cysteamine were 0.6, 0.4, 1.9, 0.5, and 0.5 pmol, respectively.