trans, trans-2,4-Decadienal, a lipid peroxidation product, induces inflammatory responses via Hsp90- or 14–3-3ζ-dependent mechanisms

Wang, Yuxin; Dattmore, Devon; Wang, Weicang; Pohnert, Georg; Wolfram, Stefanie; Zhang, Jianan; Yang, Ran; Decker, Eric A.; Lee, Kin Sing Stephen; Zhang, Guodong

doi:10.1016/j.jnutbio.2019.108286

Cited by 14 publications

(13 citation statements)

References 40 publications

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“…Furthermore, we showed that LDE treatment exacerbated intestinal barrier dysfunction, leading to enhanced translocation of bacteria or toxic bacterial products from the gut into the systemic circulation and distant organs. Overall, these results support that LDEs have a pro-colitic activity in vivo (Wang et al, 2019a(Wang et al, , 2020Lei et al, 2021). In addition, we also found that LDE treatment exacerbated the development of AOM/ DSS-induced colon tumorigenesis in mice.…”

Section: In Vivo Studies Of Ldes On Ibd and Crcsupporting

confidence: 85%

“…LDEs are chemically reactive and can covalently modify cellular proteins, it is feasible that at different concentrations, the LDE compound can interact with different cellular proteins: at low concentrations, the LDE compound could selectively interact with the cellular proteins, which have the most reactive amino acid residues; while at high concentrations, the LDE compound could interact with more proteins in a less selective manner, resulting in varied or even opposite biological responses. This notion is supported by previous studies of click chemistry-based imaging of LDE compounds such as 4-HNE and tt-DDE (Vila et al, 2008;Wang et al, 2020). To better understand the biological effect of LDE compound, it is important to perform cell culture studies using a dose that is biologically or pathologically relevant.…”

Section: In Vitro Studies Of Ldes On Inflammation and Tumorigenesismentioning

confidence: 85%

“…Our recent research showed that systematic, short-time, treatment with low doses of the LDEs, such as 4-HNE, tt-DDE, or EKODE, increased the severity of DSS-induced colitis and exacerbated the development of AOM/DSS-induced CRC in mouse models, supporting critical roles of these compounds in the development of IBD and CRC (Wang et al, 2019a(Wang et al, , 2020Lei et al, 2021). In our experiment, we treated C57BL/6 mice with 2% DSS in drinking water, with or without administration of 4-HNE, tt-DDE, or EKODE (via intraperitoneal injection, dose = 1-5 mg/kg/day), for 6-7 days, then sacrificed the mice for analysis.…”

Section: In Vivo Studies Of Ldes On Ibd and Crcmentioning

confidence: 87%

“…Besides EKODE, previous studies by us and others also showed that other LDE compound, such as tt-DDE, induces inflammatory responses in vitro (Chang et al, 2005;Wang et al, 2020).…”

Section: In Vitro Studies Of Ldes On Inflammation and Tumorigenesismentioning

confidence: 88%

“…To address these concerns, recently we performed a series of animal studies to investigate the effects and mechanisms of LDEs, including 4-HNE, tt-DDE, and EKODE, on development of IBD and CRC in mouse models (Wang et al, 2019a(Wang et al, , 2020Lei et al, 2021). Our results showed that systematic, short-time, treatment with low doses of these compounds increased the severity of dextran sodium sulfate (DSS)-induced colitis and exacerbated the development of azoxymethane (AOM)/DSS-induced colon tumorigenesis in mice, supporting a critical role of these compounds in the development of IBD and CRC in vivo (Wang et al, 2019a(Wang et al, , 2020Lei et al, 2021). In this review, we will discuss the roles of the LDEs in the pathogenesis of IBD and CRC, and the implications of LDEs in designing strategies to reduce the risks of IBD and CRC (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

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Roles of Lipid Peroxidation-Derived Electrophiles in Pathogenesis of Colonic Inflammation and Colon Cancer

Lei

Zhang

Decker

et al. 2021

Front. Cell Dev. Biol.

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Redox stress is a common feature of gut disorders such as colonic inflammation (inflammatory bowel disease or IBD) and colorectal cancer (CRC). This leads to increased colonic formation of lipid-derived electrophiles (LDEs) such as 4-hydroxynonenal (4-HNE), malondialdehyde (MDA), trans, trans-2,4-decadienal (tt-DDE), and epoxyketooctadecenoic acid (EKODE). Recent research by us and others support that treatment with LDEs increases the severity of colitis and exacerbates the development of colon tumorigenesis in vitro and in vivo, supporting a critical role of these compounds in the pathogenesis of IBD and CRC. In this review, we will discuss the effects and mechanisms of LDEs on development of IBD and CRC and lifestyle factors, which could potentially affect tissue levels of LDEs to regulate IBD and CRC development.

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Section: In Vivo Studies Of Ldes On Ibd and Crcsupporting

confidence: 85%

Section: In Vitro Studies Of Ldes On Inflammation and Tumorigenesismentioning

confidence: 85%

Section: In Vivo Studies Of Ldes On Ibd and Crcmentioning

confidence: 87%

“…Besides EKODE, previous studies by us and others also showed that other LDE compound, such as tt-DDE, induces inflammatory responses in vitro (Chang et al, 2005;Wang et al, 2020).…”

Section: In Vitro Studies Of Ldes On Inflammation and Tumorigenesismentioning

confidence: 88%

Section: Introductionmentioning

confidence: 99%

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Roles of Lipid Peroxidation-Derived Electrophiles in Pathogenesis of Colonic Inflammation and Colon Cancer

Lei

Zhang

Decker

et al. 2021

Front. Cell Dev. Biol.

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Impaired Detoxification of Trans, Trans‐2,4‐Decadienal, an Oxidation Product from Omega‐6 Fatty Acids, Alters Insulin Signaling, Gluconeogenesis and Promotes Microvascular Disease

Qian,

Klatt,

Bennewitz

et al. 2023

Advanced Science

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Omega‐6 fatty acids are the primary polyunsaturated fatty acids in most Western diets, while their role in diabetes remains controversial. Exposure of omega‐6 fatty acids to an oxidative environment results in the generation of a highly reactive carbonyl species known as trans, trans‐2,4‐decadienal (tt‐DDE). The timely and efficient detoxification of this metabolite, which has actions comparable to other reactive carbonyl species, such as 4‐hydroxynonenal, acrolein, acetaldehyde, and methylglyoxal, is essential for disease prevention. However, the detoxification mechanism for tt‐DDE remains elusive. In this study, the enzyme Aldh9a1b is identified as having a key role in the detoxification of tt‐DDE. Loss of Aldh9a1b increased tt‐DDE levels and resulted in an abnormal retinal vasculature and glucose intolerance in aldh9a1b−/− zebrafish. Transcriptomic and metabolomic analyses revealed that tt‐DDE and aldh9a1b deficiency in larval and adult zebrafish induced insulin resistance and impaired glucose homeostasis. Moreover, alterations in hyaloid vasculature is induced by aldh9a1b knockout or by tt‐DDE treatment can be rescued by the insulin receptor sensitizers metformin and rosiglitazone. Collectively, these results demonstrated that tt‐DDE is the substrate of Aldh9a1b which causes microvascular damage and impaired glucose metabolism through insulin resistance.

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Formation and distribution of (E,E)‐2,4‐decadienal in deep‐fried dough sticks under different conditions

Liu,

Fang,

Wang

et al. 2024

Euro J Lipid Sci & Tech

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Abstract(E,E)‐2,4‐Decadienal is an important product of deep‐frying systems and is regarded as a health hazard. The present study investigated the formation of (E,E)‐2,4‐decadienal in deep‐fried dough sticks under different conditions, including types of deep‐frying oils, deep‐frying temperature, and dough composition. In addition, the correlation between (E,E)‐2,4‐decadienal formation and deep‐frying conditions was analyzed. The results showed that the (E,E)‐2,4‐decadienal content in the deep‐frying system was related to the linoleic acid level in the deep‐frying oils. Furthermore, adding 6% soy protein isolate to the dough considerably suppressed the formation of (E,E)‐2,4‐decadienal in the deep‐frying system, resulting in the lowest content at 43.52 mg kg–1. The highest (E,E)‐2,4‐decadienal content in the deep‐frying system (64.65 mg kg–1) was observed when a dough with a moisture content of 38% was used. The results of the correlation analysis revealed a strong association between the (E,E)‐2,4‐decadienal content in the deep‐fried dough sticks and their oil absorption capacity. The (E,E)‐2,4‐decadienal content increased with higher oil content in the deep‐fried dough sticks. Therefore, suppressing the oil absorption of deep‐fried dough sticks is an important approach for controlling (E,E)‐2,4‐decadienal content.Practical applications: As one kind of traditional deep‐fried foods in China, deep‐fried dough sticks attracted the attention of consumers because of its desirable flavor and texture. Thus, it is crucial to improve its safety and quality. As is known, (E,E)‐2,4‐decadienal is harmful to health, and it is the main aldehyde component in the deep‐frying system. Herein, it is important to improve the safety of deep‐fried dough sticks while suppressing the formation of (E,E)‐2,4‐decadienal in deep‐frying system and reducing the content of (E,E)‐2,4‐decadienal in deep‐fried dough sticks. On the one hand, the use of deep‐frying oils with lower level of linoleic acid could limit the formation of (E,E)‐2,4‐decadienal in deep‐frying system, which could also be achieved with the addition of protein into the dough. On the other hand, suppressing the oil uptake ability of deep‐fried dough sticks is an important approach to limit the level of (E,E)‐2,4‐decadienal in deep‐fried dough sticks.

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trans, trans-2,4-Decadienal, a lipid peroxidation product, induces inflammatory responses via Hsp90- or 14–3-3ζ-dependent mechanisms

Cited by 14 publications

References 40 publications

Roles of Lipid Peroxidation-Derived Electrophiles in Pathogenesis of Colonic Inflammation and Colon Cancer

Roles of Lipid Peroxidation-Derived Electrophiles in Pathogenesis of Colonic Inflammation and Colon Cancer

Impaired Detoxification of Trans, Trans‐2,4‐Decadienal, an Oxidation Product from Omega‐6 Fatty Acids, Alters Insulin Signaling, Gluconeogenesis and Promotes Microvascular Disease

Formation and distribution of (E,E)‐2,4‐decadienal in deep‐fried dough sticks under different conditions

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