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914231 Sigma-Aldrich

4-(2-(Hex-5-ynamido)ethyl)benzenesulfonyl fluoride

≥95%

Synonym: DAS1, SFABP, Sulfonyl fluoride activity-based probe

  • CAS Number 1375960-13-6

  • Empirical Formula (Hill Notation) C14H16FNO3S

  • Molecular Weight 297.35

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Conjugation Chemistry: Azides, Alkynes and Other Reagents, Copper Click Chemistry, Other Biological Tools,
Quality Level   100
assay   ≥95%
form   powder
storage temp.   −20°C

Description

Application

4-(2-(Hex-5-ynamido)ethyl)benzenesulfonyl fluoride is an alkyne-functionalized sulfonyl fluoride activity-based probe (SFABP). Sulfonyl fluorides covalently modify reactive serines in addition to threonine, lysine, tyrosine, cysteine, and histidine residues in a context-specific manner. Activity-based probes are useful for the targeting, isolation, and identification of proteins. Furtermore, the alkyne handle on SFABP enables click chemistry-based incorpoation of azide tags, such as fluorophores or biotins, for visualization or enrichment and detection, respectively.

Other Notes

Unbiased Mass Spectrometry Elucidation of the Targets and Mechanisms of Activity-Based Probes: A Case Study Involving Sulfonyl Fluorides

Sulfonyl fluorides as privileged warheads in chemical biology

Chemical Proteomics with Sulfonyl Fluoride Probes Reveals Selective Labeling of Functional Tyrosines in Glutathione Transferase

Sulfonyl Fluoride Analogues as Activity-Based Probes for Serine Proteases

Europium-Labeled Activity-Based Probe through Click Chemistry: Absolute Serine Protease Quantification Using 153Eu Isotope Dilution ICP/MS

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

Related Products

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Description

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900601 3-Formyl-5-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride, ≥95%
900605 3-(Bromomethyl)-5-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride, ≥95%
900859 3-Bromo-5-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride, ≥95%
900865 4-Formyl-2-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride, ≥95%
906190 1,2-Dibromoethane-1-sulfonyl fluoride
319732 Perfluoro-1-butanesulfonyl fluoride, 96%
746959 Ethenesulfonyl fluoride, 95%
ALD00028 4-(Bromomethyl)benzenesulfonyl fluoride, 97%

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