914231

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

≥95%

• Synonym(s): DAS1, SFABP, Sulfonyl fluoride activity-based probe
• Empirical Formula (Hill Notation): C₁₄H₁₆FNO₃S
• CAS Number: 1375960-13-6
• Molecular Weight: 297.35
• MDL number: MFCD32857297
• UNSPSC Code: 12352200
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: ≥95%
• form: powder
• storage temp.: −20°C
• SMILES string: F[S](=O)(=O)c1ccc(cc1)CCNC(=O)CCCC#C
• InChI: 1S/C14H16FNO3S/c1-2-3-4-5-14(17)16-11-10-12-6-8-13(9-7-12)20(15,18)19/h1,6-9H,3-5,10-11H2,(H,16,17)
• InChI key: HWSJGTCAHFQVSV-UHFFFAOYSA-N

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 Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319
• pcodes: P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids