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900865

Sigma-Aldrich

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

≥95%

Synonym(s):

Formyl sulfonyl fluoride TMS-Alkyne, Probe building block

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About This Item

Empirical Formula (Hill Notation):
C12H13FO3SSi
CAS Number:
2088829-01-8
Molecular Weight:
284.38
UNSPSC Code:
12352200
NACRES:
NA.22

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

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.

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

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WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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In partnership with Pfizer chemists, we have compiled a collection of trifunctional building blocks to enable development of probes.

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In collaboration with K. Barry Sharpless and coworkers, we offer a variety of sulfonyl fluoride reagents that undergo a “Click II” reaction.

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