Cargando…
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...
Autores principales: | , , , , , , , |
---|---|
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 |
_version_ | 1784891773934370816 |
---|---|
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. |
format | Online Article Text |
id | pubmed-9943753 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | Elsevier |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT tenghui acylatedanthocyanininhibitedtheformationofheterocyclicaminesinhybridchemicalmodelsystemanditsunderlyingmechanism AT miyani acylatedanthocyanininhibitedtheformationofheterocyclicaminesinhybridchemicalmodelsystemanditsunderlyingmechanism AT denghongting acylatedanthocyanininhibitedtheformationofheterocyclicaminesinhybridchemicalmodelsystemanditsunderlyingmechanism AT heyuanju acylatedanthocyanininhibitedtheformationofheterocyclicaminesinhybridchemicalmodelsystemanditsunderlyingmechanism AT wangshunxin acylatedanthocyanininhibitedtheformationofheterocyclicaminesinhybridchemicalmodelsystemanditsunderlyingmechanism AT aichao acylatedanthocyanininhibitedtheformationofheterocyclicaminesinhybridchemicalmodelsystemanditsunderlyingmechanism AT caohui acylatedanthocyanininhibitedtheformationofheterocyclicaminesinhybridchemicalmodelsystemanditsunderlyingmechanism AT chenlei acylatedanthocyanininhibitedtheformationofheterocyclicaminesinhybridchemicalmodelsystemanditsunderlyingmechanism |