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900865 Sigma-Aldrich

4-Formyl-2-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride

≥95%

Synonym: Formyl sulfonyl fluoride TMS-Alkyne, Probe building block

  • CAS Number 2088829-01-8

  • Empirical Formula (Hill Notation) C12H13FO3SSi

  • Molecular Weight 284.38

  •  NACRES NA.22

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Properties

Related Categories Bi-Functional Sulfonyl Fluorides, Building Blocks, Building Blocks for SuFEx: The Next Click Reaction, Chemical Biology, Chemical Synthesis,
Quality Level   100
assay   ≥95%
form   powder or crystals
reaction suitability   reaction type: click chemistry
storage temp.   −20°C
SMILES string   O=CC1=CC=C(S(=O)(F)=O)C(C#C[Si](C)(C)C)=C1

Description

Application

4-Formyl-2-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride is used for chemical probe synthesis, this trifunctional building block contains an aryl sulfonyl fluoride group, alkyne tag, and aldehyde synthetic handle. When appended to a ligand or pharmacophore through its formyl linker, this building block allows for SuFEx-enabled, context-specific covalent modification of a biological target with potential for downstream applications via the alkyne tag. Use alone or in parallel with other multi-functional building blocks to discover the optimal probe for your chemical biology experiments.

Packaging

50 mg in glass bottle

Other Notes

Technology Spotlight: Trifunctional Probe Building Blocks

Chemoselective Preparation of Clickable Aryl Sulfonyl Fluoride Monomers: A Toolbox of Highly Functionalized Intermediates for Chemical Biology Probe Synthesis

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles

Articles

SuFEx: Sulfonyl Fluorides that Participate in the Next Click Reaction

Sulfur (VI) fluoride exchange (SuFEx) has been identified as the next click chemistry reaction owing to the balanced properties of fluoride bonding to hydrogen and sulfur (VI). In collaboration with ...
Keywords: Building blocks, Chemical biology, Click chemistry, Drug discovery, Materials Science, Purification, Reductions

Trifunctional Probe Building Blocks

Chemical probes that mimic a pharmacophore, ligand, or lead compound are of increasing interest for target identification and validation, protein profiling, imaging, or other applications in chemical...
Keywords: Bacterial conjugations, Bioactive small molecules, Building blocks, Chemical biology, Ligands

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