Glyoxal (BioDeep_00000009902)

 

Secondary id: BioDeep_00001871671

human metabolite


代谢物信息卡片


Glyoxal aldehyde

化学式: C2H2O2 (58.005479199999996)
中文名称: 乙二醛 溶液
谱图信息: 最多检出来源 Viridiplantae(plant) 91.11%

分子结构信息

SMILES: C(=O)C=O
InChI: InChI=1S/C2H2O2/c3-1-2-4/h1-2H

描述信息

Glyoxal, also known as 1,2-ethanedione or oxalaldehyde, is a member of the class of compounds known as short-chain aldehydes. Short-chain aldehydes are an aldehyde with a chain length containing between 2 and 5 carbon atoms. Glyoxal is soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Glyoxal can be found in garden tomato (variety), ginger, and sesame, which makes glyoxal a potential biomarker for the consumption of these food products. Glyoxal is an organic compound with the chemical formula OCHCHO. It is a yellow-colored Liquid that evaporates to give a green-colored gas. Glyoxal is the smallest dialdehyde (two aldehyde groups). Its structure is more complicated than typically represented because the molecule hydrates and oligomerizes. It is produced industrially as a precursor to many products .

同义名列表

14 个代谢物同义名

Glyoxal aldehyde; Ethane-1,2-dial; 1,2-Ethanedione; Glyoxylaldehyde; Oxalaldehyde; Ethanedione; oxaldehyde; Ethanedial; Biformal; Biformyl; Diformyl; Diformal; GLYOXAL; Oxal



数据库引用编号

19 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

2 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



文献列表

  • Yang Yang, Hai-Ling Wang, Rui-Tong Cheng, Pei-Rong Zheng, Hui-Peng Sun, Zhi-Wen Liu, Heng Yuan, Xue-Yi Liu, Wen-Yun Gao, Heng Li. Determination of α-Dicarbonyl compounds in traditional Chinese herbal medicines. Fitoterapia. 2024 Jun; 175(?):105928. doi: 10.1016/j.fitote.2024.105928. [PMID: 38548027]
  • Mianzhang Zhang, Caihuan Huang, Juanying Ou, Fu Liu, Shiyi Ou, Jie Zheng. Glyoxal in Foods: Formation, Metabolism, Health Hazards, and Its Control Strategies. Journal of agricultural and food chemistry. 2024 Jan; ?(?):. doi: 10.1021/acs.jafc.3c08225. [PMID: 38284798]
  • Na Li, Xuan Wu, Hailong Liu, Diandong Xie, Shuqi Hao, Zeyu Lu, Wei Quan, Jie Chen, Huaide Xu, Mei Li. Effect of edible oil type on the formation of protein-bound Nε-(carboxymethyl)lysine in roasted pork patties. Food research international (Ottawa, Ont.). 2023 Dec; 174(Pt 1):113628. doi: 10.1016/j.foodres.2023.113628. [PMID: 37986479]
  • Vadim Z Lankin, Galina G Konovalova, Sergey P Domogatsky, Alla K Tikhaze, Igor N Klots, Marat V Ezhov. Clearance and Utilization of Dicarbonyl-Modified LDL in Monkeys and Humans. International journal of molecular sciences. 2023 Jun; 24(13):. doi: 10.3390/ijms241310471. [PMID: 37445648]
  • Xue Bai, Ying Li, Weiwei Liang, Xiufang Xia, Chun Bian. Formation of advanced glycation end products of chicken breast meat induced by freeze-thaw cycles and subsequent cooking. International journal of biological macromolecules. 2023 Jun; 244(?):125387. doi: 10.1016/j.ijbiomac.2023.125387. [PMID: 37330105]
  • Jun Yoshitake, Takahiro Shibata, Miho Chikazawa, Koji Uchida. Autoxidation of ascorbate mediates lysine N-pyrrolation. Free radical research. 2023 Feb; ?(?):1-11. doi: 10.1080/10715762.2023.2174865. [PMID: 36725333]
  • Kevin Xiao, Homa Ghalei, Sohail Khoshnevis. RNA structural probing of guanine and uracil nucleotides in yeast. PloS one. 2023; 18(7):e0288070. doi: 10.1371/journal.pone.0288070. [PMID: 37418367]
  • Michael D Eggen, Paul Merboth, Helen Neukirchner, Marcus A Glomb. Lipid Peroxidation Has Major Impact on Malondialdehyde-Derived but Only Minor Influence on Glyoxal and Methylglyoxal-Derived Protein Modifications in Carbohydrate-Rich Foods. Journal of agricultural and food chemistry. 2022 Aug; 70(33):10271-10283. doi: 10.1021/acs.jafc.2c04052. [PMID: 35968682]
  • Justyna Chrobak, Jolanta Iłowska, Anna Chrobok. Formaldehyde-Free Resins for the Wood-Based Panel Industry: Alternatives to Formaldehyde and Novel Hardeners. Molecules (Basel, Switzerland). 2022 Jul; 27(15):. doi: 10.3390/molecules27154862. [PMID: 35956815]
  • Sharat Sarmah, Archita Goswami, Vinay Kumar Belwal, Atanu Singha Roy. Mitigation of ribose and glyoxal induced glycation, AGEs formation and aggregation of human serum albumin by citrus fruit phytochemicals naringin and naringenin: An insight into their mechanism of action. Food research international (Ottawa, Ont.). 2022 Jul; 157(?):111358. doi: 10.1016/j.foodres.2022.111358. [PMID: 35761621]
  • Jinxin Li, Hao Zhang, Xijuan Yang, Ling Zhu, Gangcheng Wu, Xiguang Qi, Hui Zhang. Trapping of reactive carbonyl species by fiber-bound polyphenols from whole grains under simulated physiological conditions. Food research international (Ottawa, Ont.). 2022 06; 156(?):111142. doi: 10.1016/j.foodres.2022.111142. [PMID: 35651014]
  • Catrin Herpich, Bastian Kochlik, Daniela Weber, Christiane Ott, Tilman Grune, Kristina Norman, Jana Raupbach. Fasting Concentrations and Postprandial Response of 1,2-Dicarbonyl Compounds 3-Deoxyglucosone, Glyoxal, and Methylglyoxal Are Not Increased in Healthy Older Adults. The journals of gerontology. Series A, Biological sciences and medical sciences. 2022 05; 77(5):934-940. doi: 10.1093/gerona/glab331. [PMID: 34726231]
  • Sultan Alouffi, Uzma Shahab, Saif Khan, Mahvish Khan, Afreen Khanam, Rihab Akasha, S D Shahanawaz, Hussain Arif, Iram Khan Tahir, Shahnawaz Rehman, Saheem Ahmad. Glyoxal induced glycative insult suffered by immunoglobulin G and fibrinogen proteins: A comparative physicochemical characterization to reveal structural perturbations. International journal of biological macromolecules. 2022 Apr; 205(?):283-296. doi: 10.1016/j.ijbiomac.2022.02.093. [PMID: 35192903]
  • Kim Maasen, Simone J P M Eussen, Jean L J M Scheijen, Carla J H van der Kallen, Pieter C Dagnelie, Antoon Opperhuizen, Coen D A Stehouwer, Marleen M J van Greevenbroek, Casper G Schalkwijk. Higher habitual intake of dietary dicarbonyls is associated with higher corresponding plasma dicarbonyl concentrations and skin autofluorescence: the Maastricht Study. The American journal of clinical nutrition. 2022 01; 115(1):34-44. doi: 10.1093/ajcn/nqab329. [PMID: 34625788]
  • A Hosseinzadeh, S Mehrzadi, M Rezaei, M Badavi, A Nesari, M Goudarzi. Lovastatin attenuates glyoxal-induced toxicity on rat liver mitochondria. Human & experimental toxicology. 2021 Dec; 40(12):2215-2222. doi: 10.1177/09603271211027939. [PMID: 34165024]
  • Yasukazu Saitoh, Yuuki Yamaguchi, Yuhei Okada. Protective effects of dissolved molecular hydrogen against hydrogen peroxide-, hydroperoxide-, and glyoxal-induced injuries to human skin keratinocytes. Molecular and cellular biochemistry. 2021 Oct; 476(10):3613-3622. doi: 10.1007/s11010-021-04189-z. [PMID: 34028646]
  • M Piazza, N M J Hanssen, F Persson, J L Scheijen, M P H van de Waarenburg, M M J van Greevenbroek, P Rossing, P Hovind, C D A Stehouwer, H-H Parving, C G Schalkwijk. Irbesartan treatment does not influence plasma levels of the dicarbonyls methylglyoxal, glyoxal and 3-deoxyglucosone in participants with type 2 diabetes and microalbuminuria: An IRMA2 sub-study. Diabetic medicine : a journal of the British Diabetic Association. 2021 09; 38(9):e14405. doi: 10.1111/dme.14405. [PMID: 32961617]
  • Kei-Ichiro Kitamura, Jun Hirayama, Yoshiaki Tabuchi, Takao Minami, Hajime Matsubara, Atsuhiko Hattori, Nobuo Suzuki. Glyoxal-induced formation of advanced glycation end-products in type 1 collagen decreases both its strength and flexibility in vitro. Journal of diabetes investigation. 2021 Sep; 12(9):1555-1559. doi: 10.1111/jdi.13528. [PMID: 33605082]
  • Yongling Lu, Min Lu, Jiaqi Wang, Xiaoyun Jiang, Yang Lu, Caiyi Qiu, Lishuang Lv, Wenjiang Dong. Inhibitory Activity on the Formation of Reactive Carbonyl Species in Edible Oil by Synthetic Polyphenol Antioxidants. Journal of agricultural and food chemistry. 2021 Aug; 69(32):9025-9033. doi: 10.1021/acs.jafc.0c07248. [PMID: 33459012]
  • Susan T Ovbude, Pingyang Tao, Zhao Li, David S Hage. High-Performance affinity chromatographic studies of repaglinide and nateglinide interactions with normal and glyoxal- or methylglyoxal-modified human albumin serum. Journal of pharmaceutical and biomedical analysis. 2021 Jul; 201(?):114097. doi: 10.1016/j.jpba.2021.114097. [PMID: 33933705]
  • Sunanda Sain, Leonidas Matsakas, Ulrika Rova, Paul Christakopoulos, Tommy Öman, Mikael Skrifvars. Spruce Bark-Extracted Lignin and Tannin-Based Bioresin-Adhesives: Effect of Curing Temperatures on the Thermal Properties of the Resins. Molecules (Basel, Switzerland). 2021 Jun; 26(12):. doi: 10.3390/molecules26123523. [PMID: 34207740]
  • Cristian Arriagada-Petersen, Paula Fernandez, Maira Gomez, Natalia Ravello, Iván Palomo, Eduardo Fuentes, Felipe Ávila. Effect of advanced glycation end products on platelet activation and aggregation: a comparative study of the role of glyoxal and methylglyoxal. Platelets. 2021 May; 32(4):507-515. doi: 10.1080/09537104.2020.1767770. [PMID: 32449466]
  • Shibin Deng, Heping Cui, Khizar Hayat, Shahzad Hussain, Muhammad Usman Tahir, Yun Zhai, Qiang Zhang, Xiaoming Zhang, Chi-Tang Ho. Effect of Methionine on the Thermal Degradation of N-(1-Deoxy-d-fructos-1-yl)-methionine Affecting Browning Formation. Journal of agricultural and food chemistry. 2021 May; 69(17):5167-5177. doi: 10.1021/acs.jafc.1c02023. [PMID: 33891395]
  • Cécile Guillon, Sandra Ferraro, Sophie Clément, Marielle Bouschbacher, Dominique Sigaudo-Roussel, Christelle Bonod. Glycation by glyoxal leads to profound changes in the behavior of dermal fibroblasts. BMJ open diabetes research & care. 2021 04; 9(1):. doi: 10.1136/bmjdrc-2020-002091. [PMID: 33903117]
  • Christopher A Rock, Samuel Keeney, Andrey Zakharchenko, Hajime Takano, David A Spiegel, Abba M Krieger, Giovanni Ferrari, Robert J Levy. Model studies of advanced glycation end product modification of heterograft biomaterials: The effects of in vitro glucose, glyoxal, and serum albumin on collagen structure and mechanical properties. Acta biomaterialia. 2021 03; 123(?):275-285. doi: 10.1016/j.actbio.2020.12.053. [PMID: 33444798]
  • Elliott L Rodriguez, Pingyang Tao, Ashley G Woolfork, Zhao Li, Ryan Matsuda, Zuchen Sun, David S Hage. Studies of binding by sulfonylureas with glyoxal- and methylglyoxal-modified albumin by immunoextraction using affinity microcolumns. Journal of chromatography. A. 2021 Feb; 1638(?):461683. doi: 10.1016/j.chroma.2020.461683. [PMID: 33223150]
  • Shingo Yoshioka, Hiroko Odani, Tadaaki Furuhashi, Tsutomu Tanaka, Toyoaki Ogawa. Increase in the peripheral blood methylglyoxal levels in 10\% of hospitalized chronic schizophrenia patients. Nagoya journal of medical science. 2021 Feb; 83(1):51-61. doi: 10.18999/nagjms.83.1.51. [PMID: 33727737]
  • Sharat Sarmah, Sourav Das, Atanu Singha Roy. Protective actions of bioactive flavonoids chrysin and luteolin on the glyoxal induced formation of advanced glycation end products and aggregation of human serum albumin: In vitro and molecular docking analysis. International journal of biological macromolecules. 2020 Dec; 165(Pt B):2275-2285. doi: 10.1016/j.ijbiomac.2020.10.023. [PMID: 33058977]
  • Varinderpal S Dhillon, Permal Deo, Ann Chua, Phil Thomas, Michael Fenech. Shorter Telomere Length in Carriers of APOE-ε4 and High Plasma Concentration of Glucose, Glyoxal and Other Advanced Glycation End Products (AGEs). The journals of gerontology. Series A, Biological sciences and medical sciences. 2020 09; 75(10):1894-1898. doi: 10.1093/gerona/glz203. [PMID: 31541246]
  • Permal Deo, Varinderpal S Dhillon, Ann Chua, Philip Thomas, Michael Fenech. APOE ε4 Carriers Have a Greater Propensity to Glycation and sRAGE Which Is Further Influenced by RAGE G82S Polymorphism. The journals of gerontology. Series A, Biological sciences and medical sciences. 2020 09; 75(10):1899-1905. doi: 10.1093/gerona/glz259. [PMID: 31677348]
  • Yanke Lu, Pengfei Li, Chunliu Yang, Yehong Han, Hongyuan Yan. One pot green synthesis of m-aminophenol-urea-glyoxal resin as pipette tip solid-phase extraction adsorbent for simultaneous determination of four plant hormones in watermelon juice. Journal of chromatography. A. 2020 Jul; 1623(?):461214. doi: 10.1016/j.chroma.2020.461214. [PMID: 32505267]
  • Naila Rabbani, Maryam Al-Motawa, Paul J Thornalley. Protein Glycation in Plants-An Under-Researched Field with Much Still to Discover. International journal of molecular sciences. 2020 May; 21(11):. doi: 10.3390/ijms21113942. [PMID: 32486308]
  • Yehong Han, Zhiqiang Wang, Jun Jia, Ligai Bai, Haiyan Liu, Shigang Shen, Hongyuan Yan. Newly designed molecularly imprinted 3-aminophenol-glyoxal-urea resin as hydrophilic solid-phase extraction sorbent for specific simultaneous determination of three plant growth regulators in green bell peppers. Food chemistry. 2020 May; 311(?):125999. doi: 10.1016/j.foodchem.2019.125999. [PMID: 31864185]
  • Dianwei Zhang, Yuzhen Wang, Huilin Liu. Corn silk extract inhibit the formation of Nε-carboxymethyllysine by scavenging glyoxal/methyl glyoxal in a casein glucose-fatty acid model system. Food chemistry. 2020 Mar; 309(?):125708. doi: 10.1016/j.foodchem.2019.125708. [PMID: 31683151]
  • Afreen Khanam, Saheem Ahmad, Arbab Husain, Shahnawaz Rehman, Alvina Farooqui, Mohd Aslam Yusuf. Glycation and Antioxidants: Hand in the Glove of Antiglycation and Natural Antioxidants. Current protein & peptide science. 2020; 21(9):899-915. doi: 10.2174/1389203721666200210103304. [PMID: 32039678]
  • Waseem Feeroze Bhat, Azaj Ahmed, Shabeena Abbass, Mohammad Afsar, Bilqees Bano, Akbar Masood. Deciphering the Nature of Caffeic Acid to Inhibit the HSA Aggregation Induced by Glyoxal. Protein and peptide letters. 2020; 27(8):725-735. doi: 10.2174/0929866527666200129105141. [PMID: 32003651]
  • Xin-Jie Wang, Hong-Xia Zhang, Heng Li, Ai-Hua Zhu, Wen-Yun Gao. Measurement of α-dicarbonyl compounds in human saliva by pre-column derivatization HPLC. Clinical chemistry and laboratory medicine. 2019 Nov; 57(12):1915-1922. doi: 10.1515/cclm-2019-0350. [PMID: 31377732]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Mohamed Haddad, Morgane Perrotte, Mohamed Raâfet Ben Khedher, Clément Demongin, Aurélie Lepage, Tamás Fülöp, Charles Ramassamy. Methylglyoxal and Glyoxal as Potential Peripheral Markers for MCI Diagnosis and Their Effects on the Expression of Neurotrophic, Inflammatory and Neurodegenerative Factors in Neurons and in Neuronal Derived-Extracellular Vesicles. International journal of molecular sciences. 2019 Oct; 20(19):. doi: 10.3390/ijms20194906. [PMID: 31623327]
  • Hao Zhang, Hui Zhang, Antonio Dario Troise, Vincenzo Fogliano. Melanoidins from Coffee, Cocoa, and Bread Are Able to Scavenge α-Dicarbonyl Compounds under Simulated Physiological Conditions. Journal of agricultural and food chemistry. 2019 Oct; 67(39):10921-10929. doi: 10.1021/acs.jafc.9b03744. [PMID: 31496242]
  • Fan Luo, Xueqian Fei. Maillard reaction derived from oil-tea camellia seed through roasting. Journal of the science of food and agriculture. 2019 Aug; 99(11):5000-5007. doi: 10.1002/jsfa.9740. [PMID: 30977140]
  • Junqing Huang, Jiayi Ren, Gabriel Tao, Yongsheng Chen, Shengwen Yao, Duoduo Han, Ruixia Qiu. Maize bran feruloylated oligosaccharides inhibited AGEs formation in glucose/amino acids and glucose/BSA models. Food research international (Ottawa, Ont.). 2019 08; 122(?):443-449. doi: 10.1016/j.foodres.2019.04.040. [PMID: 31229098]
  • Ye Jiao, Jialiang He, Zhiyong He, Daming Gao, Fang Qin, Mingyong Xie, Maomao Zeng, Jie Chen. Formation of Nε-(carboxymethyl)lysine and Nε-(carboxyethyl)lysine during black tea processing. Food research international (Ottawa, Ont.). 2019 07; 121(?):738-745. doi: 10.1016/j.foodres.2018.12.051. [PMID: 31108804]
  • Karthik Dhananjayan, Felix Irrgang, Ritesh Raju, David G Harman, Chris Moran, Velandai Srikanth, Gerald Münch. Determination of glyoxal and methylglyoxal in serum by UHPLC coupled with fluorescence detection. Analytical biochemistry. 2019 05; 573(?):51-66. doi: 10.1016/j.ab.2019.02.014. [PMID: 30796906]
  • Philip Rosenstock, Veronika Bezold, Kaya Bork, Jonas Scheffler, Rüdiger Horstkorte. Glycation interferes with natural killer cell function. Mechanisms of ageing and development. 2019 03; 178(?):64-71. doi: 10.1016/j.mad.2019.01.006. [PMID: 30659859]
  • Xin-Jie Wang, Sheng-Bo Ma, Zhuo-Feng Liu, Heng Li, Wen-Yun Gao. Elevated levels of α-dicarbonyl compounds in the plasma of type II diabetics and their relevance with diabetic nephropathy. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2019 Feb; 1106-1107(?):19-25. doi: 10.1016/j.jchromb.2018.12.027. [PMID: 30639946]
  • Hauh-Jyun Candy Chen, Chun-Ting Liu, Yi-Jou Li. Correlation between Glyoxal-Induced DNA Cross-Links and Hemoglobin Modifications in Human Blood Measured by Mass Spectrometry. Chemical research in toxicology. 2019 01; 32(1):179-189. doi: 10.1021/acs.chemrestox.8b00264. [PMID: 30507124]
  • David Mitchell, Andrew J Renda, Catherine A Douds, Paul Babitzke, Sarah M Assmann, Philip C Bevilacqua. In vivo RNA structural probing of uracil and guanine base-pairing by 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC). RNA (New York, N.Y.). 2019 01; 25(1):147-157. doi: 10.1261/rna.067868.118. [PMID: 30341176]
  • Remy J H Martens, Natascha J H Broers, Bernard Canaud, Maarten H L Christiaans, Tom Cornelis, Adelheid Gauly, Marc M H Hermans, Constantijn J A M Konings, Frank M van der Sande, Jean L J M Scheijen, Frank Stifft, Joris J J M Wirtz, Jeroen P Kooman, Casper G Schalkwijk. Relations of advanced glycation endproducts and dicarbonyls with endothelial dysfunction and low-grade inflammation in individuals with end-stage renal disease in the transition to renal replacement therapy: A cross-sectional observational study. PloS one. 2019; 14(8):e0221058. doi: 10.1371/journal.pone.0221058. [PMID: 31408493]
  • Yu Hou, Zhengjun Xie, Hengqing Cui, Yongling Lu, Tiesong Zheng, Shengmin Sang, Lishuang Lv. Trapping of glyoxal by propyl, octyl and dodecyl gallates and their mono-glyoxal adducts. Food chemistry. 2018 Dec; 269(?):396-403. doi: 10.1016/j.foodchem.2018.07.030. [PMID: 30100451]
  • N M O Arcanjo, C Luna, M S Madruga, M Estévez. Antioxidant and pro-oxidant actions of resveratrol on human serum albumin in the presence of toxic diabetes metabolites: Glyoxal and methyl-glyoxal. Biochimica et biophysica acta. General subjects. 2018 09; 1862(9):1938-1947. doi: 10.1016/j.bbagen.2018.06.007. [PMID: 29902553]
  • Sheraz Ahmad Bhat, Waseem Feeroze Bhat, Mohammad Afsar, Mohd Shahnawaz Khan, Moneera Saud Al-Bagmi, Bilqees Bano. Modification of chickpea cystatin by reactive dicarbonyl species: Glycation, oxidation and aggregation. Archives of biochemistry and biophysics. 2018 07; 650(?):103-115. doi: 10.1016/j.abb.2018.05.015. [PMID: 29775569]
  • H Malinska, V Škop, J Trnovska, I Markova, P Svoboda, L Kazdova, M Haluzik. Metformin attenuates myocardium dicarbonyl stress induced by chronic hypertriglyceridemia. Physiological research. 2018 05; 67(2):181-189. doi: 10.33549/physiolres.933606. [PMID: 29137475]
  • Petr Grúz, Masatomi Shimizu, Masami Yamada, Kei-Ichi Sugiyama, Masamitsu Honma. Opposing roles of Y-family DNA polymerases in lipid peroxide mutagenesis at the hisG46 target in the Ames test. Mutation research. Genetic toxicology and environmental mutagenesis. 2018 May; 829-830(?):43-49. doi: 10.1016/j.mrgentox.2018.04.003. [PMID: 29704992]
  • M Goudarzi, H Kalantari, M Rezaei. Glyoxal toxicity in isolated rat liver mitochondria. Human & experimental toxicology. 2018 May; 37(5):532-539. doi: 10.1177/0960327117715900. [PMID: 28639457]
  • Nadeem Ahmad Ansari, Dharmendra Kumar Chaudhary, Debabrata Dash. Modification of histone by glyoxal: recognition of glycated histone containing advanced glycation adducts by serum antibodies of type 1 diabetes patients. Glycobiology. 2018 04; 28(4):207-213. doi: 10.1093/glycob/cwy006. [PMID: 29360983]
  • Mariarosa Maietta, Raffaella Colombo, Federica Corana, Adele Papetti. Cretan tea (Origanum dictamnus L.) as a functional beverage: an investigation on antiglycative and carbonyl trapping activities. Food & function. 2018 Mar; 9(3):1545-1556. doi: 10.1039/c7fo01930k. [PMID: 29431803]
  • Alexander Klaus, Tim Baldensperger, Roman Fiedler, Matthias Girndt, Marcus A Glomb. Influence of Transketolase-Catalyzed Reactions on the Formation of Glycolaldehyde and Glyoxal Specific Posttranslational Modifications under Physiological Conditions. Journal of agricultural and food chemistry. 2018 Feb; 66(6):1498-1508. doi: 10.1021/acs.jafc.7b05472. [PMID: 29400466]
  • David Mitchell, Laura E Ritchey, Hongmarn Park, Paul Babitzke, Sarah M Assmann, Philip C Bevilacqua. Glyoxals as in vivo RNA structural probes of guanine base-pairing. RNA (New York, N.Y.). 2018 01; 24(1):114-124. doi: 10.1261/rna.064014.117. [PMID: 29030489]
  • Hauh-Jyun Candy Chen, Ya-Lang Chang, Yi-Chun Teng, Chiung-Fong Hsiao, Tsai-Shiuan Lin. A Stable Isotope Dilution Nanoflow Liquid Chromatography Tandem Mass Spectrometry Assay for the Simultaneous Detection and Quantification of Glyoxal-Induced DNA Cross-Linked Adducts in Leukocytes from Diabetic Patients. Analytical chemistry. 2017 12; 89(24):13082-13088. doi: 10.1021/acs.analchem.6b04296. [PMID: 29172486]
  • Mariarosa Maietta, Raffaella Colombo, Roberto Lavecchia, Milena Sorrenti, Antonio Zuorro, Adele Papetti. Artichoke (Cynara cardunculus L. var. scolymus) waste as a natural source of carbonyl trapping and antiglycative agents. Food research international (Ottawa, Ont.). 2017 10; 100(Pt 1):780-790. doi: 10.1016/j.foodres.2017.08.007. [PMID: 28873750]
  • Reyhaneh Shayesteh, Mohammad Kamalinejad, Hasan Adiban, Azin Kardan, Fariborz Keyhanfar, Mohammad Reza Eskandari. Cytoprotective Effects of Pumpkin (Cucurbita Moschata) Fruit Extract against Oxidative Stress and Carbonyl Stress. Drug research. 2017 Oct; 67(10):576-582. doi: 10.1055/s-0043-110484. [PMID: 28586926]
  • Lara Rodríguez-Ribera, Craig Slattery, Tara Mc Morrow, Ricard Marcos, Susana Pastor. Reactive carbonyl compounds impair wound healing by vimentin collapse and loss of the primary cilium. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2017 Oct; 108(Pt A):128-138. doi: 10.1016/j.fct.2017.07.055. [PMID: 28760545]
  • Alexander Klaus, Thorsten Pfirrmann, Marcus A Glomb. Transketolase A from E. coli Significantly Suppresses Protein Glycation by Glycolaldehyde and Glyoxal in Vitro. Journal of agricultural and food chemistry. 2017 Sep; 65(37):8196-8202. doi: 10.1021/acs.jafc.7b03183. [PMID: 28880548]
  • M Pastor-Belda, A J Fernández-García, N Campillo, M D Pérez-Cárceles, M Motas, M Hernández-Córdoba, P Viñas. Glyoxal and methylglyoxal as urinary markers of diabetes. Determination using a dispersive liquid-liquid microextraction procedure combined with gas chromatography-mass spectrometry. Journal of chromatography. A. 2017 Aug; 1509(?):43-49. doi: 10.1016/j.chroma.2017.06.041. [PMID: 28641833]
  • Joon Hyuk Suh, Yue S Niu, Wei-Lun Hung, Chi-Tang Ho, Yu Wang. Lipidomic analysis for carbonyl species derived from fish oil using liquid chromatography-tandem mass spectrometry. Talanta. 2017 Jun; 168(?):31-42. doi: 10.1016/j.talanta.2017.03.023. [PMID: 28391860]
  • Juanying Ou, Junqing Huang, Mingfu Wang, Shiyi Ou. Effect of rosmarinic acid and carnosic acid on AGEs formation in vitro. Food chemistry. 2017 Apr; 221(?):1057-1061. doi: 10.1016/j.foodchem.2016.11.056. [PMID: 27979058]
  • Bas C T van Bussel, Marcel C G van de Poll, Casper G Schalkwijk, Dennis C J J Bergmans. Increased Dicarbonyl Stress as a Novel Mechanism of Multi-Organ Failure in Critical Illness. International journal of molecular sciences. 2017 Feb; 18(2):. doi: 10.3390/ijms18020346. [PMID: 28178202]
  • Natalia Campillo, Pilar Viñas, Javier Marín, Manuel Hernández-Córdoba. Glyoxal and methylglyoxal determination in urine by surfactant-assisted dispersive liquid-liquid microextraction and LC. Bioanalysis. 2017 Feb; 9(4):369-379. doi: 10.4155/bio-2016-0217. [PMID: 28102703]
  • Marta Navarro, Francisco J Morales. Evaluation of an olive leaf extract as a natural source of antiglycative compounds. Food research international (Ottawa, Ont.). 2017 02; 92(?):56-63. doi: 10.1016/j.foodres.2016.12.017. [PMID: 28290298]
  • Changhan Lee, Chankyu Park. Bacterial Responses to Glyoxal and Methylglyoxal: Reactive Electrophilic Species. International journal of molecular sciences. 2017 Jan; 18(1):. doi: 10.3390/ijms18010169. [PMID: 28106725]
  • Sayaka Suzawa, Kenji Takahashi, Takahisa Shimada, Toshio Ohta. Carbonyl stress-induced 5-hydroxytriptamine secretion from RIN-14B, rat pancreatic islet tumor cells, via the activation of transient receptor potential ankyrin 1. Brain research bulletin. 2016 07; 125(?):181-6. doi: 10.1016/j.brainresbull.2016.07.005. [PMID: 27423812]
  • Jad Abdallah, Mouadh Mihoub, Valérie Gautier, Gilbert Richarme. The DJ-1 superfamily members YhbO and YajL from Escherichia coli repair proteins from glycation by methylglyoxal and glyoxal. Biochemical and biophysical research communications. 2016 Feb; 470(2):282-286. doi: 10.1016/j.bbrc.2016.01.068. [PMID: 26774339]
  • Anas Shamsi, Azaj Ahmed, Bilqees Bano. Glyoxal induced structural transition of buffalo kidney cystatin to molten globule and aggregates: Anti-fibrillation potency of quinic acid. IUBMB life. 2016 Feb; 68(2):156-66. doi: 10.1002/iub.1471. [PMID: 26748578]
  • Pedapati S C Sri Harsha, Marta Mesias, Vera Lavelli, Francisco J Morales. Grape skin extracts from winemaking by-products as a source of trapping agents for reactive carbonyl species. Journal of the science of food and agriculture. 2016 Jan; 96(2):656-63. doi: 10.1002/jsfa.7137. [PMID: 25683838]
  • Mami Yokota, Yoshihiro Tokudome. The Effect of Glycation on Epidermal Lipid Content, Its Metabolism and Change in Barrier Function. Skin pharmacology and physiology. 2016; 29(5):231-242. doi: 10.1159/000448121. [PMID: 27548800]
  • Hauh-Jyun Candy Chen, Yu-Chin Chen, Chiung-Fong Hsiao, Pin-Fan Chen. Mass Spectrometric Analysis of Glyoxal and Methylglyoxal-Induced Modifications in Human Hemoglobin from Poorly Controlled Type 2 Diabetes Mellitus Patients. Chemical research in toxicology. 2015 Dec; 28(12):2377-89. doi: 10.1021/acs.chemrestox.5b00380. [PMID: 26517015]
  • Sabina Galiniak, Grzegorz Bartosz, Izabela Sadowska-Bartosz. Is Iron Chelation Important in Preventing Glycation of Bovine Serum Albumin in Vitro?. Cellular & molecular biology letters. 2015 Dec; 20(4):562-70. doi: 10.1515/cmble-2015-0033. [PMID: 26146126]
  • Abdullah Al Maruf, HoYin Lip, Horace Wong, Peter J O'Brien. Protective effects of ferulic acid and related polyphenols against glyoxal- or methylglyoxal-induced cytotoxicity and oxidative stress in isolated rat hepatocytes. Chemico-biological interactions. 2015 Jun; 234(?):96-104. doi: 10.1016/j.cbi.2014.11.007. [PMID: 25446858]
  • Dionne E Maessen, Nordin M Hanssen, Jean L Scheijen, Carla J van der Kallen, Marleen M van Greevenbroek, Coen D Stehouwer, Casper G Schalkwijk. Post-Glucose Load Plasma α-Dicarbonyl Concentrations Are Increased in Individuals With Impaired Glucose Metabolism and Type 2 Diabetes: The CODAM Study. Diabetes care. 2015 May; 38(5):913-20. doi: 10.2337/dc14-2605. [PMID: 25710921]
  • Naila Rabbani, Paul J Thornalley. Dicarbonyl stress in cell and tissue dysfunction contributing to ageing and disease. Biochemical and biophysical research communications. 2015 Mar; 458(2):221-6. doi: 10.1016/j.bbrc.2015.01.140. [PMID: 25666945]
  • Alma Rosa Corrales Escobosa, Katarzyna Wrobel, Eunice Yanez Barrientos, Sarahi Jaramillo Ortiz, Alejandra Sarahi Ramirez Segovia, Kazimierz Wrobel. Effect of different glycation agents on Cu(II) binding to human serum albumin, studied by liquid chromatography, nitrogen microwave-plasma atomic-emission spectrometry, inductively-coupled-plasma mass spectrometry, and high-resolution molecular-mass spectrometry. Analytical and bioanalytical chemistry. 2015 Feb; 407(4):1149-57. doi: 10.1007/s00216-014-8335-1. [PMID: 25428457]
  • Gilbert Richarme, Mouadh Mihoub, Julien Dairou, Linh Chi Bui, Thibaut Leger, Aazdine Lamouri. Parkinsonism-associated protein DJ-1/Park7 is a major protein deglycase that repairs methylglyoxal- and glyoxal-glycated cysteine, arginine, and lysine residues. The Journal of biological chemistry. 2015 Jan; 290(3):1885-97. doi: 10.1074/jbc.m114.597815. [PMID: 25416785]
  • Si Jing Chen, Chiwa Aikawa, Toshiro Matsui. Quantitative analysis of methylglyoxal, glyoxal and free advanced glycation end-products in the plasma of Wistar rats during the oral glucose tolerance test. Biological & pharmaceutical bulletin. 2015; 38(2):336-9. doi: 10.1248/bpb.b14-00698. [PMID: 25747995]
  • Xiaoming Li, Tiesong Zheng, Shengmin Sang, Lishuang Lv. Quercetin inhibits advanced glycation end product formation by trapping methylglyoxal and glyoxal. Journal of agricultural and food chemistry. 2014 Dec; 62(50):12152-8. doi: 10.1021/jf504132x. [PMID: 25412188]
  • Elena M Kumskova, Olga A Antonova, Sergey A Balashov, Alla K Tikhaze, Arthur M Melkumyants, Vadim Z Lankin. Malonyldialdehyde and glyoxal act differently on low-density lipoproteins and endotheliocytes. Molecular and cellular biochemistry. 2014 Nov; 396(1-2):79-85. doi: 10.1007/s11010-014-2144-x. [PMID: 25064448]
  • Uzma Shahab, Shams Tabrez, M Salman Khan, Firoz Akhter, Mohd Sajid Khan, Mohd Saeed, Khurshid Ahmad, A K Srivastava, Saheem Ahmad. Immunogenicity of DNA-advanced glycation end product fashioned through glyoxal and arginine in the presence of Fe³⁺: its potential role in prompt recognition of diabetes mellitus auto-antibodies. Chemico-biological interactions. 2014 Aug; 219(?):229-40. doi: 10.1016/j.cbi.2014.06.012. [PMID: 24968179]
  • K O Tokarchuk, O V Zaitseva. Aldehydes participation in oxidative stress in rat thymocytes in vitro. Ukrainian biochemical journal. 2014 May; 86(3):61-8. doi: 10.15407/ubj86.03.061. [PMID: 25033555]
  • Izabela Sadowska-Bartosz, Sabina Galiniak, Grzegorz Bartosz. Kinetics of glycoxidation of bovine serum albumin by methylglyoxal and glyoxal and its prevention by various compounds. Molecules (Basel, Switzerland). 2014 Apr; 19(4):4880-96. doi: 10.3390/molecules19044880. [PMID: 24747646]
  • Julie Boucher, Elie Simard, Ulrike Froehlich, Michel Grandbois. Amplification of AngII-dependent cell contraction by glyoxal: implication of cell mechanical properties and actomyosin activity. Integrative biology : quantitative biosciences from nano to macro. 2014 Apr; 6(4):411-21. doi: 10.1039/c3ib40243f. [PMID: 24503653]
  • Armando Gómez Ojeda, Katarzyna Wrobel, Alma Rosa Corrales Escobosa, Ma Eugenia Garay-Sevilla, Kazimierz Wrobel. High-performance liquid chromatography determination of glyoxal, methylglyoxal, and diacetyl in urine using 4-methoxy-o-phenylenediamine as derivatizing reagent. Analytical biochemistry. 2014 Mar; 449(?):52-8. doi: 10.1016/j.ab.2013.12.014. [PMID: 24361711]
  • Laura Bertoletti, Luca Regazzoni, Alessandra Altomare, Raffaella Colombo, Mara Colzani, Giulio Vistoli, Loredana Marchese, Marina Carini, Ersilia De Lorenzi, Giancarlo Aldini. Advanced glycation end products of beta2-microglobulin in uremic patients as determined by high resolution mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2014 Mar; 91(?):193-201. doi: 10.1016/j.jpba.2013.12.021. [PMID: 24469019]
  • I P Krysiuk, A Ia Knaub, S H Shandrenko. [Comparison of bioactive aldehydes modifying action on human albumin]. Ukrainian biochemical journal. 2014 Mar; 86(2):68-78. doi: 10.15407/ubj86.02.068. [PMID: 24868913]
  • Louis Danoux, Solène Mine, Nabil Abdul-Malak, Florence Henry, Christine Jeanmaire, Olga Freis, Gilles Pauly, Lysiane Cittadini, Valérie André-Frei, Andreas Rathjens. How to help the skin cope with glycoxidation. Clinical chemistry and laboratory medicine. 2014 Jan; 52(1):175-82. doi: 10.1515/cclm-2012-0828. [PMID: 23612546]
  • Jean L J M Scheijen, Casper G Schalkwijk. Quantification of glyoxal, methylglyoxal and 3-deoxyglucosone in blood and plasma by ultra performance liquid chromatography tandem mass spectrometry: evaluation of blood specimen. Clinical chemistry and laboratory medicine. 2014 Jan; 52(1):85-91. doi: 10.1515/cclm-2012-0878. [PMID: 23492564]
  • Lipeng Han, Lin Li, Bing Li, Di Zhao, Yuting Li, Zhenbo Xu, Guoqin Liu. Hydroxyl radical induced by lipid in Maillard reaction model system promotes diet-derived N(ε)-carboxymethyllysine formation. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2013 Oct; 60(?):536-41. doi: 10.1016/j.fct.2013.07.081. [PMID: 23959106]
  • Reza Heidari, Hossein Babaei, Mohammad Eghbal. Mechanisms of methimazole cytotoxicity in isolated rat hepatocytes. Drug and chemical toxicology. 2013 Oct; 36(4):403-11. doi: 10.3109/01480545.2012.749272. [PMID: 23256569]
  • Armando Gómez Ojeda, Alma Rosa Corrales Escobosa, Kazimierz Wrobel, Eunice Yanez Barrientos, Katarzyna Wrobel. Effect of Cd(II) and Se(IV) exposure on cellular distribution of both elements and concentration levels of glyoxal and methylglyoxal in Lepidium sativum. Metallomics : integrated biometal science. 2013 Sep; 5(9):1254-61. doi: 10.1039/c3mt00058c. [PMID: 23799538]
  • Mikyung Choi, Jin-Su Song, Hie-Joon Kim, Sangwon Cha, Eun Young Lee. Matrix-assisted laser desorption ionization-time of flight mass spectrometry identification of peptide citrullination site using Br signature. Analytical biochemistry. 2013 Jun; 437(1):62-7. doi: 10.1016/j.ab.2013.03.003. [PMID: 23499971]