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1208430-53-8

1208430-53-8 Structure

1208430-53-8 Structure
IdentificationBack Directory
[Name]

Docosanoic Acid-d4
[CAS]

1208430-53-8
[Synonyms]

Docosanoic Acid-d4
[Molecular Formula]

C22H44O2
[MDL Number]

MFCD05864276
[MOL File]

1208430-53-8.mol
[Molecular Weight]

340.59
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 3 mg/ml,DMF:PBS (pH 7.2): 0.5 mg/ml
Hazard InformationBack Directory
[Uses]

Docosanoic acid-d4 (Behenic acid-4) is deuterium labeled Docosanoic acid (HY-W013049). Docosanoic acid (Behenic acid) is a long-chain saturated fatty acid. Docosanoic acid inhibits the double-stranded DNA (dsDNA) binding activity of p53 DNA binding domain, with a Kd of 12 nM. Docosanoic acid has low bioavailability and can increase cholesterol in humans[1][2][3].
[Biological Activity]

Docosanoic acid-d4 is intended for use as an internal standard for the quantification of docosanoic acid by GC- or LC-MS. Docosanoic acid is a long-chain saturated fatty acid. It has been found in peanut and M. oleifera seed oils.1,2 It inhibits the double-stranded DNA binding activity of p53 through a direct interaction with the DNA binding domain (Kd = 12 nM).3 Docosanoic acid inhibits rat DNA polymerase β and human DNA polymerase Λ activity in cell-free enzyme assays when used at a concentration of 100 μM and inhibits human DNA topoisomerase I and II relaxation activity at a concentration of 25 μM.4 Liver levels of docosanoic acid are reduced in rats fed a high-fat or a high-fat high-cholesterol diet but not a high-cholesterol diet.5 Formulations containing docosanoic acid have been used in hair conditioner and moisturizers.
[References]

1.Dean, L.L., and Sanders, T.H.Hexacosanoic acid and other very long-chain fatty acids in peanut seed oilPlant Genet. Resour.7(3)252-256(2009) 2.Sánchez-Machado, D.I., López-Cervantes, J., Nú?ez-Gastélum, J.A., et al.Effect of the refining process on Moringa oleifera seed oil qualityFood Chem.18753-57(2015) 3.Iijima, H., Kasai, N., Chiku, H., et al.The inhibitory action of long-chain fatty acids on the DNA binding activity of p53Lipids41(6)521-527(2006) 4.Yonezawa, Y., Hada, T., Uryu, K., et al.Inhibitory action of C22-fatty acids on DNA polymerases and DNA topoisomerasesInt. J. Mol. Med.18(4)583-588(2006) 5.Serviddio, G., Bellanti, F., Villani, R., et al.Effects of dietary fatty acids and cholesterol excess on liver injury: A lipidomic approachRedox Biol.9296-305(2016)
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