Dimedone-d6

Dimedone-d6 is a deuterated version of dimedone, a chemoselective probe for detecting sulfenylated proteins in intact cells.

Highlights:

  • Consists of 5,5-dimethyl-1,3-cyclohexanedione where two methyl groups are fully deuterated
  • Used along with dimedone (or iododimedone) for the quantification of sulfenic acid
  • Permits S-sulfenylation site occupancy to be monitored at individual cysteines within a single protein and is compatible with peptide-based proteomic strategies
Mild oxidation can convert the sulfhydryl group of cysteine residues (Cys-SH) on proteins to cysteine-sulfenic acid derivatives (Cys-SOH). Protein sulfenylation, then, is a post-translational modification that is relevant to redox signaling.

 

From the laboratory of Kate Carroll, PhD, The Scripps Research Institute.

 

Catalog Number Product Size AVAILABILITY Price Qty
EST014
Dimedone-d6, 10mg
10mg Temporarily on hold
Regular Price:$308.00
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EST015
Dimedone-d6, 25mg
25mg In stock
Regular Price:$513.00
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EST016
Dimedone-d6, 50mg
50mg In stock
Regular Price:$820.00
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EST017
Dimedone-d6, 100mg
100mg In stock
Regular Price:$1,230.00
Contact us for details.
Specifications

Product Type: Small Molecule
Name: 5,5-bis(methyl-d3)cyclohexane-1,3-dione (Dimedone-d6)
Chemical Formula: C8H6D6O2
Molecular Weight: 146.22
Format: Pale yellow solid
Purity: >98%, HPLC
Solubility: Stock solution in DMSO (up to 500 mM), then dilute to appropriate concentration in aqueous buffer with final DMSO concentration < 5%
Spectral Information: 1H NMR (DMSO-d6, 400 MHz), δ 10.95 (s, 1H), 5.19 (s, 1H), 2.11(s, 4H). 13C NMR (DMSO-d6, 100 MHz): δ102.51, 102.50, 46.38, 31.80, 27.19. EI- LRMS calcd. For C8H6D6O2 [M]+ 146.1214, found 146.1215
Storage: Room temperature for short term, -20C for long term storage
Shipped: Dry ice

Provider
From the laboratory of Kate Carroll, PhD, The Scripps Research Institute.
References
  1. Seo YH, Carroll KS. Quantification of protein sulfenic acid modifications using isotope-coded dimedone and iododimedone. Angew Chem Int Ed Engl. 2011 Feb 7;50(6):1342-5. doi: 10.1002/anie.201007175.
  2. Gupta, V.; Carroll, K. S. Sulfenic Acid Chemistry, Detection and Cellular Lifetime. Biochimica et Biophysica Acta - General Subjects 2014, 1840, 847-875
  3. Garcia FJ, Carroll KS. An immunochemical approach to detect oxidized protein tyrosine phosphatases using a selective C-nucleophile tag. Mol Biosyst. 2016 Jan 13. PubMed PMID: 26757830.

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