914231
4-(2-(Hex-5-ynamido)ethyl)benzenesulfonyl fluoride
≥95%
Synonyme(s) :
DAS1, SFABP, Sulfonyl fluoride activity-based probe
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A propos de cet article
Formule empirique (notation de Hill) :
C14H16FNO3S
Numéro CAS:
Poids moléculaire :
297.35
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.22
Assay:
≥95%
Form:
powder
Service technique
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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
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
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Classe de stockage
11 - Combustible Solids
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Arjun Narayanan et al.
Chemical science, 6(5), 2650-2659 (2015-05-01)
Sulfonyl fluoride electrophiles have found significant utility as reactive probes in chemical biology and molecular pharmacology. As warheads they possess the right balance of biocompatibility (including aqueous stability) and protein reactivity. Their functionality is privileged in this regard as they
Xiaowen Yan et al.
Angewandte Chemie (International ed. in English), 51(14), 3358-3363 (2012-02-22)
Click and analyze: the titled probe was synthesized by conjugating a sulfonyl fluoride and azido unit using click chemistry to give SF-Eu, which can react specifically with serine (Ser) in the active site of serine protease (SP). Combination of the
Thomas E J Chavas et al.
ACS chemical biology, 13(10), 2897-2907 (2018-09-08)
The elucidation of protein/drug interactions remains a major challenge in drug discovery. Liquid chromatography-tandem mass spectrometry has emerged as a tremendously powerful technology for this endeavor, but its full potential has yet to be realized owing in part to unresolved
Numéro d'article de commerce international
| Référence | GTIN |
|---|---|
| 914231-50MG | 04061842093311 |