Speculate on the Formation Mechanism of Nonanal and Decanal from LPC (18:1) and LPE (18:1) in the Steaming of Chinese Water Chestnut Based on the in Vitro Model Study

The in vitro models of lysophosphatidylcholine 18:1 (LPC(18:1)), lysophosphatidy- lethanolamine 18:1 (LPE(18:1)) and oleic acid were constructed by simulating the pH, LPC(18:1) and LPE(18:1) contents and steaming conditions of Chinese water chestnut (CWC). The content of nonanal, decanal and oleic a...

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Published in:Shipin gongye ke-ji
Main Authors: Xiujuan LUO, Yanghe LUO, Guanli LI, Xiaochun LI, Yitao ZHANG, Hui NIE, Shujie WU
Format: Article
Language:Chinese
Published: The editorial department of Science and Technology of Food Industry 2023-09-01
Subjects:
Online Access:http://www.spgykj.com/cn/article/doi/10.13386/j.issn1002-0306.2022120189
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author Xiujuan LUO
Yanghe LUO
Guanli LI
Xiaochun LI
Yitao ZHANG
Hui NIE
Shujie WU
author_facet Xiujuan LUO
Yanghe LUO
Guanli LI
Xiaochun LI
Yitao ZHANG
Hui NIE
Shujie WU
author_sort Xiujuan LUO
collection DOAJ
container_title Shipin gongye ke-ji
description The in vitro models of lysophosphatidylcholine 18:1 (LPC(18:1)), lysophosphatidy- lethanolamine 18:1 (LPE(18:1)) and oleic acid were constructed by simulating the pH, LPC(18:1) and LPE(18:1) contents and steaming conditions of Chinese water chestnut (CWC). The content of nonanal, decanal and oleic acid, and peroxide value (POV) produced by the in vitro models were used as indicators to investigate the formation mechanism of nonanal and decanal from LPC(18:1) and LPE(18:1) during the steaming of CWC. The results showed that the possible mechanism of the oxidation of LPC(18:1) and LPE(18:1) to form nonanal and decanal was as follows. First of all, the C8 and C11 positions close to the double bond on the unsaturated acyl chain of LPC(18:1) and LPE(18:1) lost H respectively, and then formed R·. In the second step, the R· directly reacted with O2 and H to form 8-hydroperoxide (8-ROOH), or reacted with O2 and H to form 9-hydroperoxide (9-ROOH) and 10-hydroperoxide (10-ROOH) after electron rearrangement. Finally, 8-ROOH split homogeneously to form decanal, 9-ROOH and 10-ROOH split homogeneously to form nonanal. The results can provide scientific reference for the formation mechanism of flavor substances and the regulation of flavor quality of fruits and vegetables.
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spelling doaj-art-ac05eeb87f9f4bba85151bfe334832cd2025-08-19T22:18:00ZzhoThe editorial department of Science and Technology of Food IndustryShipin gongye ke-ji1002-03062023-09-01441812313010.13386/j.issn1002-0306.20221201892022120189-18Speculate on the Formation Mechanism of Nonanal and Decanal from LPC (18:1) and LPE (18:1) in the Steaming of Chinese Water Chestnut Based on the in Vitro Model StudyXiujuan LUO0Yanghe LUO1Guanli LI2Xiaochun LI3Yitao ZHANG4Hui NIE5Shujie WU6College of Biological and Chemical Engineering, Guangxi University of Science and Technology, Liuzhou 545006, ChinaCollege of Biological and Chemical Engineering, Guangxi University of Science and Technology, Liuzhou 545006, ChinaGuangxi Key Laboratory of Health Care Food Science and Technology, Hezhou University, Hezhou 542899, ChinaGuangxi Key Laboratory of Health Care Food Science and Technology, Hezhou University, Hezhou 542899, ChinaCollege of Biological and Chemical Engineering, Guangxi University of Science and Technology, Liuzhou 545006, ChinaGuangxi Key Laboratory of Health Care Food Science and Technology, Hezhou University, Hezhou 542899, ChinaGuangxi Key Laboratory of Health Care Food Science and Technology, Hezhou University, Hezhou 542899, ChinaThe in vitro models of lysophosphatidylcholine 18:1 (LPC(18:1)), lysophosphatidy- lethanolamine 18:1 (LPE(18:1)) and oleic acid were constructed by simulating the pH, LPC(18:1) and LPE(18:1) contents and steaming conditions of Chinese water chestnut (CWC). The content of nonanal, decanal and oleic acid, and peroxide value (POV) produced by the in vitro models were used as indicators to investigate the formation mechanism of nonanal and decanal from LPC(18:1) and LPE(18:1) during the steaming of CWC. The results showed that the possible mechanism of the oxidation of LPC(18:1) and LPE(18:1) to form nonanal and decanal was as follows. First of all, the C8 and C11 positions close to the double bond on the unsaturated acyl chain of LPC(18:1) and LPE(18:1) lost H respectively, and then formed R·. In the second step, the R· directly reacted with O2 and H to form 8-hydroperoxide (8-ROOH), or reacted with O2 and H to form 9-hydroperoxide (9-ROOH) and 10-hydroperoxide (10-ROOH) after electron rearrangement. Finally, 8-ROOH split homogeneously to form decanal, 9-ROOH and 10-ROOH split homogeneously to form nonanal. The results can provide scientific reference for the formation mechanism of flavor substances and the regulation of flavor quality of fruits and vegetables.http://www.spgykj.com/cn/article/doi/10.13386/j.issn1002-0306.2022120189chinese water chestnut(cwc)oleoyl lysophosphatidylcholine18:1(lpc(18:1))oleoyl lysophosphatidylethanolamine18:1(lpe(18:1))nonanaldecanalformation mechanism
spellingShingle Xiujuan LUO
Yanghe LUO
Guanli LI
Xiaochun LI
Yitao ZHANG
Hui NIE
Shujie WU
Speculate on the Formation Mechanism of Nonanal and Decanal from LPC (18:1) and LPE (18:1) in the Steaming of Chinese Water Chestnut Based on the in Vitro Model Study
chinese water chestnut(cwc)
oleoyl lysophosphatidylcholine18:1(lpc(18:1))
oleoyl lysophosphatidylethanolamine18:1(lpe(18:1))
nonanal
decanal
formation mechanism
title Speculate on the Formation Mechanism of Nonanal and Decanal from LPC (18:1) and LPE (18:1) in the Steaming of Chinese Water Chestnut Based on the in Vitro Model Study
title_full Speculate on the Formation Mechanism of Nonanal and Decanal from LPC (18:1) and LPE (18:1) in the Steaming of Chinese Water Chestnut Based on the in Vitro Model Study
title_fullStr Speculate on the Formation Mechanism of Nonanal and Decanal from LPC (18:1) and LPE (18:1) in the Steaming of Chinese Water Chestnut Based on the in Vitro Model Study
title_full_unstemmed Speculate on the Formation Mechanism of Nonanal and Decanal from LPC (18:1) and LPE (18:1) in the Steaming of Chinese Water Chestnut Based on the in Vitro Model Study
title_short Speculate on the Formation Mechanism of Nonanal and Decanal from LPC (18:1) and LPE (18:1) in the Steaming of Chinese Water Chestnut Based on the in Vitro Model Study
title_sort speculate on the formation mechanism of nonanal and decanal from lpc 18 1 and lpe 18 1 in the steaming of chinese water chestnut based on the in vitro model study
topic chinese water chestnut(cwc)
oleoyl lysophosphatidylcholine18:1(lpc(18:1))
oleoyl lysophosphatidylethanolamine18:1(lpe(18:1))
nonanal
decanal
formation mechanism
url http://www.spgykj.com/cn/article/doi/10.13386/j.issn1002-0306.2022120189
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