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Phenolic lipids affect the activity and conformation of acetylcholinesterase from Electrophorus electricus (Electric eel).

Stasiuk M, Janiszewska A, Kozubek A - Nutrients (2014)

Bottom Line: The observed effect distinctly depended on the chemical structure of the phenolic lipids that were available for interaction with the enzyme.All of the tested compounds reduced the activity of acetylcholinesterase.The degree of inhibition varied, showing a correlation with changes in the conformation of the enzyme tested by the intrinsic fluorescence of the Trp residues of the protein.

View Article: PubMed Central - PubMed

Affiliation: Department of Lipids and Liposomes, Faculty of Biotechnology, University of Wroclaw, Joliot-Curie 14a, Wroclaw 50-383, Poland. stasiuk@ibmb.uni.wroc.pl.

ABSTRACT
Phenolic lipids were isolated from rye grains, cashew nutshell liquid (CNSL) from Anacardium occidentale, and fruit bodies of Merrulius tremellosus, and their effects on the electric eel acetylcholinesterase activity and conformation were studied. The observed effect distinctly depended on the chemical structure of the phenolic lipids that were available for interaction with the enzyme. All of the tested compounds reduced the activity of acetylcholinesterase. The degree of inhibition varied, showing a correlation with changes in the conformation of the enzyme tested by the intrinsic fluorescence of the Trp residues of the protein.

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The structures of the studied compounds. (a) Resorcinolic and alkylphenolic lipids from Anacardium occidentale. (b) Resorcinolic lipids from rye grain (C15:0 and C25:0 as an example). (c) Merulinic acid from Merulius tremellosus.
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nutrients-06-01823-f001: The structures of the studied compounds. (a) Resorcinolic and alkylphenolic lipids from Anacardium occidentale. (b) Resorcinolic lipids from rye grain (C15:0 and C25:0 as an example). (c) Merulinic acid from Merulius tremellosus.

Mentions: Anacardic acids, cardols, cardanols and methylcardols (Figure 1a) are the main non-isoprenoid phenolic lipid components of cashew nutshell liquid (CNSL). Anacardic acid has been used to generate other potentially bioactive compounds (salicylate macrolactones) [3]. Resorcinolic lipids (ARs, Figure 1b) are present in many higher plants, but also in bacteria, fungi, algae and mosses [1]. They are most common in the bran of cereal grains [4]. When present in the diet, alkylresorcinols have been found to be absorbed not only by rats and pigs [5], but also by humans [6,7,8], and they are transported via the lymphatic system and carried in association with erythrocyte membranes and lipoproteins in the blood [8,9,10]. Merulinic acid (Figure 1c) from Merulius tremellosus seems to be one of the most biologically active phenolic lipids [2,11].


Phenolic lipids affect the activity and conformation of acetylcholinesterase from Electrophorus electricus (Electric eel).

Stasiuk M, Janiszewska A, Kozubek A - Nutrients (2014)

The structures of the studied compounds. (a) Resorcinolic and alkylphenolic lipids from Anacardium occidentale. (b) Resorcinolic lipids from rye grain (C15:0 and C25:0 as an example). (c) Merulinic acid from Merulius tremellosus.
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4042574&req=5

nutrients-06-01823-f001: The structures of the studied compounds. (a) Resorcinolic and alkylphenolic lipids from Anacardium occidentale. (b) Resorcinolic lipids from rye grain (C15:0 and C25:0 as an example). (c) Merulinic acid from Merulius tremellosus.
Mentions: Anacardic acids, cardols, cardanols and methylcardols (Figure 1a) are the main non-isoprenoid phenolic lipid components of cashew nutshell liquid (CNSL). Anacardic acid has been used to generate other potentially bioactive compounds (salicylate macrolactones) [3]. Resorcinolic lipids (ARs, Figure 1b) are present in many higher plants, but also in bacteria, fungi, algae and mosses [1]. They are most common in the bran of cereal grains [4]. When present in the diet, alkylresorcinols have been found to be absorbed not only by rats and pigs [5], but also by humans [6,7,8], and they are transported via the lymphatic system and carried in association with erythrocyte membranes and lipoproteins in the blood [8,9,10]. Merulinic acid (Figure 1c) from Merulius tremellosus seems to be one of the most biologically active phenolic lipids [2,11].

Bottom Line: The observed effect distinctly depended on the chemical structure of the phenolic lipids that were available for interaction with the enzyme.All of the tested compounds reduced the activity of acetylcholinesterase.The degree of inhibition varied, showing a correlation with changes in the conformation of the enzyme tested by the intrinsic fluorescence of the Trp residues of the protein.

View Article: PubMed Central - PubMed

Affiliation: Department of Lipids and Liposomes, Faculty of Biotechnology, University of Wroclaw, Joliot-Curie 14a, Wroclaw 50-383, Poland. stasiuk@ibmb.uni.wroc.pl.

ABSTRACT
Phenolic lipids were isolated from rye grains, cashew nutshell liquid (CNSL) from Anacardium occidentale, and fruit bodies of Merrulius tremellosus, and their effects on the electric eel acetylcholinesterase activity and conformation were studied. The observed effect distinctly depended on the chemical structure of the phenolic lipids that were available for interaction with the enzyme. All of the tested compounds reduced the activity of acetylcholinesterase. The degree of inhibition varied, showing a correlation with changes in the conformation of the enzyme tested by the intrinsic fluorescence of the Trp residues of the protein.

Show MeSH