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Effect of N-alkyl-N,N,N-trimethylamonium bromides on the auto-peroxidation of egg yolk phosphatidylcholine in liposomes

Filípek, J.; Kovács, P.; Balgavý, P.

Biochemistry International 26(1): 79-85

1992

ISSN/ISBN: 0158-5231
PMID: 1616500
Document Number: 405015
N-alkyl-N,N,N-trimethylamonium bromides (cnTMA, n = number of carbons in alkyl) stimulate and inhibit the autoperoxidation of egg yolk phosphatidylcholine (EYPC) in liposomes at n < 12 and n > 12, respectively, with maximum stimulation for n = 8. CnTMA intercalate between EYPC molecules (decreasing the yield of ROO.+RH .fwdarw. ROOH+R. reaction, where RH is an unsaturated EYPC acyl chain, R. - EYPC acyl radical, and ROO. - peroxy radical of the EYPC acyl chain) and disorder the hydrophobic region of the bilayer (increasing the oxygen solubility there and thus yield of R.+O2 .fwdarw. ROO. reaction). The final level of oxidation is affected by a summation of the EYPC lateral separation and disordering effects.

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