NO2-alkyne is a linear C-nucleophile based chemoselective probe for detecting sulfenylated proteins.
Mild oxidation can convert the sulfhydryl group of cysteine residues on proteins to cysteine-sulfenic acid derivatives (Cys-SOH). Protein sulfenylation is a post-translational modification that is relevant to redox signaling. NO2-alkyne shows more than 40-fold enhanced reactivity (compared to dimedone) towards a peptide based small molecule sulfenic acid model.
From the laboratory of Kate Carroll, PhD, The Scripps Research Institute.
|Product Type:||Small Molecule|
|Solubility:||Stock solution in DMSO (up to 500 mM), then dilute to appropriate concentration in aqueous buffer with final DMSO concentration <5%|
|Stability:||>6 months at -30C|
|Spectral Information:||1H-NMR (400 MHz, CDCl3): δ 7.52 - 7.55 (m, 2H), 7.42 - 7.45 (m, 1H), 7.27 - 7.32 (m, 1H), 5.62 (s, 2H), 4.15 (t, 2H, J = 6.1 Hz); 2.43 (dt, 2H, J1 = 7.0 Hz, J2 = 2.6 Hz); 2.04 (p, 2H, J = 6.3 Hz), 2.01 (t, 1H, J = 2.7 Hz); 13C-NMR (in CDCl3, 100 Mhz): δ 159.8, 136.8, 131.0, 122.8, 121.5, 114.2, 90.4, 83.1, 69.5, 67.0, 28.0, 15.2. LR-MS, m/z for C12H13NO5S; Calculated: 283.30; Observed: 284.0 (M++1).|
|Storage:||Room temperature for short-term, -30C for long term storage (light sensitive)|
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