9-[(2)H3]-4-oxo-2(E)-nonenal

Base Information

• Chemical Name: 9-[(2)H3]-4-oxo-2(E)-nonenal
• CAS No.: 1313400-91-7
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 157.185
• Mol file: 1313400-91-7.mol

Synonyms:

Chemical Property of 9-[(2)H3]-4-oxo-2(E)-nonenal

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

4-oxo-2-Nonenal-d3 ≥99% deuterated forms (d1-d3) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: 4-oxo-2-Nonenal-d3 (4-ONE-d3) contains three deuterium atoms at the terminal methyl position. It is intended for use as an internal standard for the quantification of 4-ONE by GC- or LC-mass spectrometry (MS). 4-ONE is a lipid peroxidation product derived from oxidized ω-6 polyunsaturated fatty acids such as arachidonic acid and linoleic acid. It exhibits various biological activities such as cytotoxicity, growth inhibiting activity, genotoxicity, and chemotactic activity and has been widely used as a marker of lipid peroxidation. 4-ONE is a more recently identified product of lipid peroxidation. It actively modifies histidine and lysine residues on proteins and causes protein cross-linking. 4-ONE also modifies 2''-deoxy guanosine, further implicating lipid peroxidation in mutagenesis and carcinogenesis.

Technology Process of 9-[(2)H3]-4-oxo-2(E)-nonenal

There total 2 articles about 9-[(2)H3]-4-oxo-2(E)-nonenal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C9H11(2)H3O → 9-[(2)H3]-4-oxo-2(E)-nonenal (1313400-91-7)

Guidance literature:

With pyridine; N-Bromosuccinimide; In tetrahydrofuran; water; acetone; at -20 - 25 ℃; for 7h;

DOI:10.1002/jlcr.1860

Reference yield:

1-Brom-<5,5,5-D3>pentan (75736-50-4) → 9-[(2)H3]-4-oxo-2(E)-nonenal (1313400-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 3 h / 0 - 20 °C / Inert atmosphere

1.2: 4 h / 0 - 20 °C / Inert atmosphere

2.1: pyridine; N-Bromosuccinimide / tetrahydrofuran; water; acetone / 7 h / -20 - 25 °C

With pyridine; N-Bromosuccinimide; n-butyllithium; In tetrahydrofuran; hexane; water; acetone;

DOI:10.1002/jlcr.1860

upstream raw materials:

1-Brom-<5,5,5-D3>pentan