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Acylated anthocyanin inhibited the formation of heterocyclic amines in hybrid chemical model system and its underlying mechanism

Enzymatic acylation was employed to synthesize acylated anthocyanin, and a hybrid chemical model system was used for the formation of heterocyclic amines. And the inhibition effect and underline mechanism were investigated by analyzing the variations in important precursors and intermediates. Result...

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Detalles Bibliográficos
Autores principales: Teng, Hui, Mi, Yani, Deng, Hongting, He, Yuanju, Wang, Shunxin, Ai, Chao, Cao, Hui, Chen, Lei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9943753/
https://www.ncbi.nlm.nih.gov/pubmed/36845487
http://dx.doi.org/10.1016/j.fochx.2023.100559
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author Teng, Hui
Mi, Yani
Deng, Hongting
He, Yuanju
Wang, Shunxin
Ai, Chao
Cao, Hui
Chen, Lei
author_facet Teng, Hui
Mi, Yani
Deng, Hongting
He, Yuanju
Wang, Shunxin
Ai, Chao
Cao, Hui
Chen, Lei
author_sort Teng, Hui
collection PubMed
description Enzymatic acylation was employed to synthesize acylated anthocyanin, and a hybrid chemical model system was used for the formation of heterocyclic amines. And the inhibition effect and underline mechanism were investigated by analyzing the variations in important precursors and intermediates. Results confirmed that cyanidin-3-(6-cinnamoyl) -glycosidase (C3(6C)G) with a purity of 98.9% was obtained. HPLC identified seven types of heterocyclic amines (IQ, MeIQx, 4, 8-DimeiqX, Norharman, Harman, PhIP, and AαC) generated in the chemical model. (C3(6C)G) showed a good concentration-dependent manner for the inhibition effect on most HCAs except for MeIQx and PhIP. It also suppressed the glucose content, showed a dose-dependent manner in creatine/creatinine inhibition, and could scavenge formaldehyde, acetaldehyde, and phenylacetaldehyde. Two potential pathways might be involved: 1. by inhibiting the content of precursors (glucose and creatinine), competing with the formation of amino acids, to suppress HCAs generation; 2 through the removal of reactive carbonyl, reducing its reaction with creatinine.
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spelling pubmed-99437532023-02-23 Acylated anthocyanin inhibited the formation of heterocyclic amines in hybrid chemical model system and its underlying mechanism Teng, Hui Mi, Yani Deng, Hongting He, Yuanju Wang, Shunxin Ai, Chao Cao, Hui Chen, Lei Food Chem X Article(s) from the Special Issue on Food Authentication and Origin by Dr. Yong Fang and Dr. Vural Gökmen Enzymatic acylation was employed to synthesize acylated anthocyanin, and a hybrid chemical model system was used for the formation of heterocyclic amines. And the inhibition effect and underline mechanism were investigated by analyzing the variations in important precursors and intermediates. Results confirmed that cyanidin-3-(6-cinnamoyl) -glycosidase (C3(6C)G) with a purity of 98.9% was obtained. HPLC identified seven types of heterocyclic amines (IQ, MeIQx, 4, 8-DimeiqX, Norharman, Harman, PhIP, and AαC) generated in the chemical model. (C3(6C)G) showed a good concentration-dependent manner for the inhibition effect on most HCAs except for MeIQx and PhIP. It also suppressed the glucose content, showed a dose-dependent manner in creatine/creatinine inhibition, and could scavenge formaldehyde, acetaldehyde, and phenylacetaldehyde. Two potential pathways might be involved: 1. by inhibiting the content of precursors (glucose and creatinine), competing with the formation of amino acids, to suppress HCAs generation; 2 through the removal of reactive carbonyl, reducing its reaction with creatinine. Elsevier 2023-01-04 /pmc/articles/PMC9943753/ /pubmed/36845487 http://dx.doi.org/10.1016/j.fochx.2023.100559 Text en © 2023 Published by Elsevier Ltd. https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Article(s) from the Special Issue on Food Authentication and Origin by Dr. Yong Fang and Dr. Vural Gökmen
Teng, Hui
Mi, Yani
Deng, Hongting
He, Yuanju
Wang, Shunxin
Ai, Chao
Cao, Hui
Chen, Lei
Acylated anthocyanin inhibited the formation of heterocyclic amines in hybrid chemical model system and its underlying mechanism
title Acylated anthocyanin inhibited the formation of heterocyclic amines in hybrid chemical model system and its underlying mechanism
title_full Acylated anthocyanin inhibited the formation of heterocyclic amines in hybrid chemical model system and its underlying mechanism
title_fullStr Acylated anthocyanin inhibited the formation of heterocyclic amines in hybrid chemical model system and its underlying mechanism
title_full_unstemmed Acylated anthocyanin inhibited the formation of heterocyclic amines in hybrid chemical model system and its underlying mechanism
title_short Acylated anthocyanin inhibited the formation of heterocyclic amines in hybrid chemical model system and its underlying mechanism
title_sort acylated anthocyanin inhibited the formation of heterocyclic amines in hybrid chemical model system and its underlying mechanism
topic Article(s) from the Special Issue on Food Authentication and Origin by Dr. Yong Fang and Dr. Vural Gökmen
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9943753/
https://www.ncbi.nlm.nih.gov/pubmed/36845487
http://dx.doi.org/10.1016/j.fochx.2023.100559
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