907308

(3-(1,1-Difluoro-3-(triisopropylsilyl)prop-2-yn-1-yl)-3H-diazirin-3-yl)methanol

≥95%

• Synonym(s): Hydroxyl diazirine difluoro TIPS-alkyne, MI-PAL, Minimally interfering photoaffinity label, Photo-click tag, Probe building block
• Empirical Formula (Hill Notation): C₁₄H₂₄F₂N₂OSi
• CAS Number: 2227014-08-4
• Molecular Weight: 302.44
• UNSPSC Code: 12352200

Properties

• assay: ≥95%
• form: liquid
• availability: available only in USA
• storage temp.: −20°C

Description

Application

(3-(1,1-Difluoro-3-(triisopropylsilyl)prop-2-yn-1-yl)-3H-diazirin-3-yl)methanol is a minimally interfering photo-affinity label (MI-PAL). Photoaffinity labeling is of growing interest in chemical biology and drug discovery research to characterize the non-covalent interactome and is used in protein profiling; the study of protein-protein interactions and complexes; and target engagement, identification, or validation studies. This MI-PAL contains a diazirine for UV light-induced (∼365 nm) covalent modification of a biological target with potential for downstream applications via the click chemistry-enabling alkyne tag. Its small size exhibits minimal perturbation of the interactions between proteins and the ligand or probe. The Woo lab demonstrated the electronic tuning of this MI-PAL with the placement of stability-imparting fluorine groups adjacent to the diazirine and alkyne. The alkyl fluorine ion losses are also a useful marker in collision-induced dissociation (CID) mass spectrometry experiments. Use alone or in parallel with other multi-functional building blocks to discover the optimal probe for your chemical biology experiments.

Other Notes

Synthesis of an electronically-tuned minimally interfering alkynyl photo-affinity label to measure small moleculeeprotein interactions

Safety Information

• pictograms: GHS02
• signalword: Danger
• hcodes: H242
• pcodes: P210 - P234 - P235 - P240 - P370 + P378 - P403
• Hazard Classifications: Self-react. C
• Storage Class: 5.2 - Organic peroxides and self-reacting hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable