Literature DB >> 1250075

Addition of N-acetylcysteine to linoleic acid hydroperoxide.

H W Gardner, D Weisleder.   

Abstract

Catalyzed by 10(-5)M ionic iron in 80% ethanol, N-acetylcysteine added to linoleic acid hydroperoxide, forming a thiobond. Reaction of a specific isomer of hydroperoxide, 13-hydroperoxy-trans-11, cis-9-octadecadienoic acid, and N-acetylcysteine, forms a number of products, of which two were identified as addition compounds. One addition product was 9-S-(N-acetylcysteine)-13-hydroxy-10-ethoxy-trans-11-octadecenoic acid, and the other was 9-S-(N-acetylcysteine)-10, 13-dihydroxy-trans-11-octadecenoic acid.

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Year:  1976        PMID: 1250075     DOI: 10.1007/bf02532662

Source DB:  PubMed          Journal:  Lipids        ISSN: 0024-4201            Impact factor:   1.880


  12 in total

1.  Interaction of peroxidizing methyl linoleate with some proteins and amino acids.

Authors:  M Karel; K Schaich; R B Roy
Journal:  J Agric Food Chem       Date:  1975 Mar-Apr       Impact factor: 5.279

2.  DAMAGE TO PROTEINS BY PEROXIDIZED LIPIDS.

Authors:  I D DESAI; A L TAPPEL
Journal:  J Lipid Res       Date:  1963-04       Impact factor: 5.922

3.  Effect of unsaturated fatty acids and their peroxides on enzymes.

Authors:  E D WILLS
Journal:  Biochem Pharmacol       Date:  1961-07       Impact factor: 5.858

4.  Damage to proteins, enzymes, and amino acids by peroxidizing lipids.

Authors:  W T Roubal; A L Tappel
Journal:  Arch Biochem Biophys       Date:  1966-01       Impact factor: 4.013

5.  Free radicals, malonaldehyde and protein damage in lipid-protein systems.

Authors:  W T Roubal
Journal:  Lipids       Date:  1971-01       Impact factor: 1.880

6.  Intracellular mechanisms for the decomposition of a lipid peroxide. I. Decomposition of a lipid peroxide by metal ions, heme compounds, and nucleophiles.

Authors:  P J O'Brien
Journal:  Can J Biochem       Date:  1969-05

7.  Inactivation of ribonuclease and other enzymes by peroxidizing lipids and by malonaldehyde.

Authors:  K S Chio; A L Tappel
Journal:  Biochemistry       Date:  1969-07       Impact factor: 3.162

Review 8.  Decomposition of linoleic acid hydroperoxides. Enzymic reactions compared with nonenzymic.

Authors:  H W Gardner
Journal:  J Agric Food Chem       Date:  1975 Mar-Apr       Impact factor: 5.279

9.  Isolation of a pure isomer of linoleic acid hydroperoxide.

Authors:  H W Gardner
Journal:  Lipids       Date:  1975-04       Impact factor: 1.880

10.  The effectiveness of a lipid peroxide in oxidizing protein and non-protein thiols.

Authors:  C Little; P J O'Brien
Journal:  Biochem J       Date:  1968-01       Impact factor: 3.857

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  5 in total

1.  Cysteine adds to liquid hydroperoxide.

Authors:  H W Gardner; R Kleiman; D Weisleder; G E Inglett
Journal:  Lipids       Date:  1977-08       Impact factor: 1.880

2.  Indication of reduced doxorubicin-induced cardiac toxicity by additional treatment with antioxidative substances.

Authors:  R Lenzhofer; D Magometschnigg; R Dudczak; C Cerni; C Bolebruch; K Moser
Journal:  Experientia       Date:  1983-01-15

3.  Lipid oxidation: biologic effects and antioxidants--a review.

Authors:  M K Logani; R E Davies
Journal:  Lipids       Date:  1980-06       Impact factor: 1.880

4.  Prevention of doxorubicin cardiac toxicity in the mouse by N-acetylcysteine.

Authors:  J H Doroshow; G Y Locker; I Ifrim; C E Myers
Journal:  J Clin Invest       Date:  1981-10       Impact factor: 14.808

5.  Reactive Sterol Electrophiles: Mechanisms of Formation and Reactions with Proteins and Amino Acid Nucleophiles.

Authors:  Ned A Porter; Libin Xu; Derek A Pratt
Journal:  Chemistry (Basel)       Date:  2020-05-06
  5 in total

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