930458

OxMet2-alkyne

• Synonym(s): (3-Phenyl-1,2-oxaziridin-2-yl)(4-(prop-2-yn-1-yloxy)piperidin-1-yl)methanone
• Empirical Formula (Hill Notation): C₁₆H₁₈N₂O₃
• Molecular Weight: 286.33
• MDL number: MFCD34704579
• UNSPSC Code: 12352101
• NACRES: NA.22

Properties

• description: Application: Chemoproteomics
• Quality Level: 100
• form: liquid
• storage temp.: −20°C
• SMILES string: O=C(N1OC1C2=CC=CC=C2)N(CC3)CCC3OCC#C
• InChI key: ZAZCIGLVVPPSLS-UHFFFAOYSA-N

Description

Application

OxMet2-alkyne is an oxaziridine probe that can be used to label methionines. A method was developed using cysteine-reactive compounds including this one to allow for unbiased analysis of proteomic data in quantitative applications (Zanon et al. 2021). The method uses light or heavy labelling with the isotopically labelled desthiobiotin azide (isoDTB) tag for mass spectrometry analysis (Zanon et al. 2020). Analysis then uses the isotopic tandem orthogonal proteolysis activity-based protein profiling (isoTOP-ABPP) workflow (Weerapana et al. 2010, Backus et al. 2016)

Other Notes

Profiling the proteome-wide selectivity of diverse electrophiles

A quantitative thiol reactivity profiling platform to analyze redox and electrophile reactive cysteine proteomes

Ethynylation of Cysteine Residues: From Peptides to Proteins in Vitro and in Living Cells

A Chemoproteomic Platform To Assess Bioactivation Potential of Drugs

Inhibition of Zinc-Dependent Histone Deacetylases with a Chemically Triggered Electrophile

Reversibility of Covalent Electrophile-Protein Adducts and Chemical Toxicity

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable