Active sites of peptides Asp-Asp-Asp-Tyr and Asp-Tyr-Asp-Asp protect against cellular oxidative stress

Huifan Liu; Jiaxi Liang; Gengsheng Xiao; Celia Vargas-De-La-Cruz; Jesus Simal-Gandara; Jianbo Xiao; Qin Wang

doi:10.1016/j.foodchem.2021.130626

Active sites of peptides Asp-Asp-Asp-Tyr and Asp-Tyr-Asp-Asp protect against cellular oxidative stress

Huifan Liu, Jiaxi Liang, Gengsheng Xiao, Celia Vargas-De-La-Cruz, Jesus Simal-Gandara, Jianbo Xiao, Qin Wang

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

3 Scopus citations

Abstract

The protective effects of the peptides Asp-Asp-Asp-Tyr (DDDY) and Asp-Tyr-Asp-Asp (DYDD) against AAPH-induced HepG2 cells are unclear. Our objective was to investigate the active sites of these peptides and their cellular antioxidant mechanism. DDDY and DYDD show a direct free radical scavenging effect in reducing ROS levels and maintained cellular antioxidant enzymes at normal levels. The quantum chemistry analysis of the electronic properties of antioxidant activity showed that DYDD has a greater energy in the highest occupied molecular orbital than DDDY, and O₅₈-H₅₉ and N₁₀-H₁₂ were identified as the active antioxidant sites in DYDD and DDDY, respectively, indicating that the inconsistent arrangement of amino acids affects the distribution of the highest occupied orbital energy as well as the active sites; thus, influences the antioxidant activity of peptides. It provide valuable insights into the antioxidant active sites of peptides.

Original language	English
Article number	130626
Journal	Food Chemistry
Volume	366
DOIs	https://doi.org/10.1016/j.foodchem.2021.130626
State	Published - 1 Jan 2022
Externally published	Yes

Bibliographical note

Funding Information:
This study was funded by the Fundamental and Applied Basic Research Fund for Science and Technology Planning Project of Guangzhou (Project No. 202002030383), the Basic Research and Applied Basic Research Funding Project of Guangdong Province (Grant No. 2019A1515011283), Guangdong Provincial Key Laboratory of Lingnan Specialty Food Science and Technology (Grant No. 2021B1212040013).

Publisher Copyright:
© 2021 Elsevier Ltd

Keywords

Active site
Antioxidant peptide
HepG2
Nrf2
Quantum chemistry

Access to Document

10.1016/j.foodchem.2021.130626

Cite this

@article{a5fa7b0815a146ff92e3ef482dc24d96,

title = "Active sites of peptides Asp-Asp-Asp-Tyr and Asp-Tyr-Asp-Asp protect against cellular oxidative stress",

abstract = "The protective effects of the peptides Asp-Asp-Asp-Tyr (DDDY) and Asp-Tyr-Asp-Asp (DYDD) against AAPH-induced HepG2 cells are unclear. Our objective was to investigate the active sites of these peptides and their cellular antioxidant mechanism. DDDY and DYDD show a direct free radical scavenging effect in reducing ROS levels and maintained cellular antioxidant enzymes at normal levels. The quantum chemistry analysis of the electronic properties of antioxidant activity showed that DYDD has a greater energy in the highest occupied molecular orbital than DDDY, and O58-H59 and N10-H12 were identified as the active antioxidant sites in DYDD and DDDY, respectively, indicating that the inconsistent arrangement of amino acids affects the distribution of the highest occupied orbital energy as well as the active sites; thus, influences the antioxidant activity of peptides. It provide valuable insights into the antioxidant active sites of peptides.",

keywords = "Active site, Antioxidant peptide, HepG2, Nrf2, Quantum chemistry",

author = "Huifan Liu and Jiaxi Liang and Gengsheng Xiao and Celia Vargas-De-La-Cruz and Jesus Simal-Gandara and Jianbo Xiao and Qin Wang",

note = "Publisher Copyright: {\textcopyright} 2021 Elsevier Ltd",

year = "2022",

month = jan,

day = "1",

doi = "10.1016/j.foodchem.2021.130626",

language = "Ingl{\'e}s",

volume = "366",

journal = "Food Chemistry",

issn = "0308-8146",

publisher = "Elsevier Ltd.",

}

TY - JOUR

T1 - Active sites of peptides Asp-Asp-Asp-Tyr and Asp-Tyr-Asp-Asp protect against cellular oxidative stress

AU - Liu, Huifan

AU - Liang, Jiaxi

AU - Xiao, Gengsheng

AU - Vargas-De-La-Cruz, Celia

AU - Simal-Gandara, Jesus

AU - Xiao, Jianbo

AU - Wang, Qin

PY - 2022/1/1

Y1 - 2022/1/1

N2 - The protective effects of the peptides Asp-Asp-Asp-Tyr (DDDY) and Asp-Tyr-Asp-Asp (DYDD) against AAPH-induced HepG2 cells are unclear. Our objective was to investigate the active sites of these peptides and their cellular antioxidant mechanism. DDDY and DYDD show a direct free radical scavenging effect in reducing ROS levels and maintained cellular antioxidant enzymes at normal levels. The quantum chemistry analysis of the electronic properties of antioxidant activity showed that DYDD has a greater energy in the highest occupied molecular orbital than DDDY, and O58-H59 and N10-H12 were identified as the active antioxidant sites in DYDD and DDDY, respectively, indicating that the inconsistent arrangement of amino acids affects the distribution of the highest occupied orbital energy as well as the active sites; thus, influences the antioxidant activity of peptides. It provide valuable insights into the antioxidant active sites of peptides.

AB - The protective effects of the peptides Asp-Asp-Asp-Tyr (DDDY) and Asp-Tyr-Asp-Asp (DYDD) against AAPH-induced HepG2 cells are unclear. Our objective was to investigate the active sites of these peptides and their cellular antioxidant mechanism. DDDY and DYDD show a direct free radical scavenging effect in reducing ROS levels and maintained cellular antioxidant enzymes at normal levels. The quantum chemistry analysis of the electronic properties of antioxidant activity showed that DYDD has a greater energy in the highest occupied molecular orbital than DDDY, and O58-H59 and N10-H12 were identified as the active antioxidant sites in DYDD and DDDY, respectively, indicating that the inconsistent arrangement of amino acids affects the distribution of the highest occupied orbital energy as well as the active sites; thus, influences the antioxidant activity of peptides. It provide valuable insights into the antioxidant active sites of peptides.

KW - Active site

KW - Antioxidant peptide

KW - HepG2

KW - Nrf2

KW - Quantum chemistry

UR - http://www.scopus.com/inward/record.url?scp=85111284847&partnerID=8YFLogxK

U2 - 10.1016/j.foodchem.2021.130626

DO - 10.1016/j.foodchem.2021.130626

M3 - Artículo

AN - SCOPUS:85111284847

SN - 0308-8146

VL - 366

JO - Food Chemistry

JF - Food Chemistry

M1 - 130626

ER -

Active sites of peptides Asp-Asp-Asp-Tyr and Asp-Tyr-Asp-Asp protect against cellular oxidative stress

Abstract

Bibliographical note

Keywords

Access to Document

Other files and links

Fingerprint

Cite this