Exploring the off-flavour removal mechanism of d-limonene, geraniol and acetophenone in perilla leaves from the perspective of molecular structure and kinetic properties

Bi, Ke; Liu, Yue; Wang, Kangyu; Yang, Ping; Han, Dong; Zhang, Chunhui; Luan, Yanlu; Dong, Lijuan; Chisoro, Prince; Fauconnier, Marie-Laure

doi:10.1016/j.foodchem.2025.143938

Article (Scientific journals)

Exploring the off-flavour removal mechanism of d-limonene, geraniol and acetophenone in perilla leaves from the perspective of molecular structure and kinetic properties

Bi, Ke; Liu, Yue; Wang, Kangyu et al.

2025 • In Food Chemistry, p. 143938

Peer Reviewed verified by ORBi

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https://hdl.handle.net/2268/331104

DOI
10.1016/j.foodchem.2025.143938

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Keywords :

Off-flavour removal; Myofibrillar protein; Molecular dynamics simulation; Hydrophobic interaction; Competitive binding site

Abstract :

[en] Perilla leaf can effectively remove off-flavours from meat cuisine, but its mechanism of action is still unclear. The effects of three characteristic aroma-active compounds (CAACs) on the structure of myofibrillar proteins (MPs) were studied. The interactions between CAACs, off-flavour compounds (OFCs) and MPs were explored. CAAC can reduce the adsorption of OFCs on MPs. Under the action of CAAC, the α-helix structure content of MPs decreased, and the content of random coil structure increased, resulting in the aggregation of MPs, which enhanced the exposure of negative charges on the surface of MPs and the zeta potential decreased from 4.52 mV to 7.5 mV. At this time, the binding interaction between OFCs and MPs weakened, resulting in the extrusion of OFCs. Fluorescence spectroscopy analysis found that the fluorescence signal of MPs was quenched after the addition of CAAC, and the connection between CAAC and MP was mainly through hydrophobic interaction. Molecular dynamics simulation showed that the average binding energy of geraniol was −7.69644 kcal/mol, which was stronger than the average binding energy of hexanal to protein (−4.67025 kcal/mol). Some binding sites on MPs partially overlapped with hexanal, and hexanal that originally bound to MPs were replaced by CAAC. In summary, CAAC molecules compete with hexanal for binding sites by changing the conformation of MPs, thereby reducing the binding rate of hexanal. This study provides new ideas for studying the off-flavour removal mechanism of spices.

Disciplines :

Agriculture & agronomy
Chemistry

Author, co-author :

Bi, Ke ; Université de Liège - ULiège > TERRA Research Centre

Liu, Yue

Wang, Kangyu

Yang, Ping

Han, Dong

Zhang, Chunhui

Luan, Yanlu

Dong, Lijuan

Chisoro, Prince

Fauconnier, Marie-Laure ; Université de Liège - ULiège > TERRA Research Centre > Chemistry for Sustainable Food and Environmental Systems (CSFES)

Language :

English

Title :

Exploring the off-flavour removal mechanism of d-limonene, geraniol and acetophenone in perilla leaves from the perspective of molecular structure and kinetic properties

Publication date :

March 2025

Journal title :

Food Chemistry

ISSN :

0308-8146

eISSN :

1873-7072

Publisher :

Elsevier

Pages :

143938

Peer reviewed :

Peer Reviewed verified by ORBi

Additional URL :

https://api.elsevier.com/content/article/PII:S0308814625011896?httpAccept=text/xml

Available on ORBi :

since 24 April 2025

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