Lauroylethanolamide Is a Potent Competitive Inhibitor of Lipoxygenase Activity

Jantana Keereetaweep; Aruna Kilaru; Ivo Feussner; Barney J. Venables; Kent D. Chapman

doi:10.1016/j.febslet.2010.06.008

Lauroylethanolamide Is a Potent Competitive Inhibitor of Lipoxygenase Activity

Jantana Keereetaweep
, Aruna Kilaru
, Ivo Feussner
, Barney J. Venables
, Kent D. Chapman

University of North Texas
University of Göttingen

Research output: Contribution to journal › Article › peer-review

Abstract

<div class="line" id="line-5"> The lipoxygenase (LOX) pathway was proposed to compete with hydrolysis and be partly responsible for the metabolism of polyunsaturated  N &hyphen;acylethanolamines (PU&hyphen;NAEs). Treatment of  Arabidopsis  seedlings with lauroylethanolamide (NAE 12:0) resulted in elevated levels of PU&hyphen;NAE species, and this was most pronounced in plants with reduced NAE hydrolase activity. Enzyme activity assays revealed that NAE 12:0 inhibited LOX&hyphen;mediated oxidation of PU lipid substrates in a dose&hyphen;dependent and competitive manner. NAE 12:0 was 10–20 times more potent an inhibitor of LOX activities than lauric acid (FFA 12:0). Furthermore, treatment of intact  Arabidopsis  seedlings with NAE 12:0 (but not FFA 12:0) substantially blocked the wound&hyphen;induced formation of jasmonic acid (JA), suggesting that NAE 12:0 may be used in planta to manipulate oxylipin metabolism. </div>

Original language	American English
Journal	FEBS Letters
Volume	584
DOIs	https://doi.org/10.1016/j.febslet.2010.06.008
State	Published - Jun 10 2010
Externally published	Yes

Disciplines

Biochemistry
Biology
Molecular Biology

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@article{c7715fc8946849969bd4f43654a766a3,

title = "Lauroylethanolamide Is a Potent Competitive Inhibitor of Lipoxygenase Activity",

abstract = " The lipoxygenase (LOX) pathway was proposed to compete with hydrolysis and be partly responsible for the metabolism of polyunsaturated\  N \&hyphen;acylethanolamines (PU\&hyphen;NAEs). Treatment of\  Arabidopsis \ seedlings with lauroylethanolamide (NAE 12:0) resulted in elevated levels of PU\&hyphen;NAE species, and this was most pronounced in plants with reduced NAE hydrolase activity. Enzyme activity assays revealed that NAE 12:0 inhibited LOX\&hyphen;mediated oxidation of PU lipid substrates in a dose\&hyphen;dependent and competitive manner. NAE 12:0 was 10\–20 times more potent an inhibitor of LOX activities than lauric acid (FFA 12:0). Furthermore, treatment of intact\  Arabidopsis \ seedlings with NAE 12:0 (but not FFA 12:0) substantially blocked the wound\&hyphen;induced formation of jasmonic acid (JA), suggesting that NAE 12:0 may be used in planta to manipulate oxylipin metabolism. ",

author = "Jantana Keereetaweep and Aruna Kilaru and Ivo Feussner and Venables, \{Barney J.\} and Chapman, \{Kent D.\}",

note = "Please check your email for instructions on resetting your password. If you do not receive an email within 10 minutes, your email address may not be registered, and you may need to create a new Wiley Online Library account.",

year = "2010",

month = jun,

day = "10",

doi = "10.1016/j.febslet.2010.06.008",

language = "American English",

volume = "584",

journal = "FEBS Letters",

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T1 - Lauroylethanolamide Is a Potent Competitive Inhibitor of Lipoxygenase Activity

AU - Keereetaweep, Jantana

AU - Kilaru, Aruna

AU - Feussner, Ivo

AU - Venables, Barney J.

AU - Chapman, Kent D.

N1 - Please check your email for instructions on resetting your password. If you do not receive an email within 10 minutes, your email address may not be registered, and you may need to create a new Wiley Online Library account.

PY - 2010/6/10

Y1 - 2010/6/10

N2 - The lipoxygenase (LOX) pathway was proposed to compete with hydrolysis and be partly responsible for the metabolism of polyunsaturated  N &hyphen;acylethanolamines (PU&hyphen;NAEs). Treatment of  Arabidopsis  seedlings with lauroylethanolamide (NAE 12:0) resulted in elevated levels of PU&hyphen;NAE species, and this was most pronounced in plants with reduced NAE hydrolase activity. Enzyme activity assays revealed that NAE 12:0 inhibited LOX&hyphen;mediated oxidation of PU lipid substrates in a dose&hyphen;dependent and competitive manner. NAE 12:0 was 10–20 times more potent an inhibitor of LOX activities than lauric acid (FFA 12:0). Furthermore, treatment of intact  Arabidopsis  seedlings with NAE 12:0 (but not FFA 12:0) substantially blocked the wound&hyphen;induced formation of jasmonic acid (JA), suggesting that NAE 12:0 may be used in planta to manipulate oxylipin metabolism.

AB - The lipoxygenase (LOX) pathway was proposed to compete with hydrolysis and be partly responsible for the metabolism of polyunsaturated  N &hyphen;acylethanolamines (PU&hyphen;NAEs). Treatment of  Arabidopsis  seedlings with lauroylethanolamide (NAE 12:0) resulted in elevated levels of PU&hyphen;NAE species, and this was most pronounced in plants with reduced NAE hydrolase activity. Enzyme activity assays revealed that NAE 12:0 inhibited LOX&hyphen;mediated oxidation of PU lipid substrates in a dose&hyphen;dependent and competitive manner. NAE 12:0 was 10–20 times more potent an inhibitor of LOX activities than lauric acid (FFA 12:0). Furthermore, treatment of intact  Arabidopsis  seedlings with NAE 12:0 (but not FFA 12:0) substantially blocked the wound&hyphen;induced formation of jasmonic acid (JA), suggesting that NAE 12:0 may be used in planta to manipulate oxylipin metabolism.

UR - https://doi.org/10.1016/j.febslet.2010.06.008

U2 - 10.1016/j.febslet.2010.06.008

DO - 10.1016/j.febslet.2010.06.008

M3 - Article

VL - 584

JO - FEBS Letters

JF - FEBS Letters

ER -

Lauroylethanolamide Is a Potent Competitive Inhibitor of Lipoxygenase Activity

Abstract

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