n-carboxymethyllysine (BioDeep_00001045747)

   


代谢物信息卡片


n-carboxymethyllysine

化学式: C8H16N2O4 (204.111)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(CCN)CC(C(=O)O)NCC(=O)O
InChI: InChI=1S/C8H16N2O4/c9-4-2-1-3-6(8(13)14)10-5-7(11)12/h6,10H,1-5,9H2,(H,11,12)(H,13,14)/t6-/m0/s1

描述信息

同义名列表

1 个代谢物同义名

n-carboxymethyllysine



数据库引用编号

2 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)

0 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。

亚细胞结构定位 关联基因列表


文献列表

  • 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]
  • Silvia Tagliamonte, Antonio Dario Troise, Rosalia Ferracane, Paola Vitaglione. The Maillard reaction end product Nε-carboxymethyllysine is metabolized in humans and the urinary levels of the microbial metabolites are associated with individual diet. Food & function. 2023 Feb; 14(4):2074-2081. doi: 10.1039/d2fo03480h. [PMID: 36728638]
  • Nani Wang, Pingcui Xu, Weixuan Yao, Jiali Zhang, Shufen Liu, Yongjun Wang, Yan Zhang. Structural elucidation and anti-diabetic osteoporotic activity of an arabinogalactan from Phellodendron chinense Schneid. Carbohydrate polymers. 2021 Nov; 271(?):118438. doi: 10.1016/j.carbpol.2021.118438. [PMID: 34364577]
  • Qian Wu, Yuanyuan Chen, Yu Ouyang, Yi He, Juan Xiao, Liang Zhang, Nianjie Feng. Effect of catechin on dietary AGEs absorption and cytotoxicity in Caco-2 cells. Food chemistry. 2021 Sep; 355(?):129574. doi: 10.1016/j.foodchem.2021.129574. [PMID: 33799251]
  • Yong Li, Chaoyi Xue, Wei Quan, Fang Qin, Zhaojun Wang, Zhiyong He, Maomao Zeng, Jie Chen. Assessment the influence of salt and polyphosphate on protein oxidation and Nε-(carboxymethyl)lysine and Nε-(carboxyethyl)lysine formation in roasted beef patties. Meat science. 2021 Jul; 177(?):108489. doi: 10.1016/j.meatsci.2021.108489. [PMID: 33714683]
  • Wei Zhang, Beibei Zhang, Yang Ye, Hongkai Zhu. Methylglyoxal-hydroimidazolones (MG-Hs) instead of Nɛ-(carboxymethyl)-l-lysine (CML) is the major advanced glycation end-product during drying process in black tea. Food chemistry. 2020 Dec; 333(?):127499. doi: 10.1016/j.foodchem.2020.127499. [PMID: 32673957]
  • Sarah Prestel, Bruna de Falco, Slim Blidi, Alberto Fiore, Keith Sturrock. Evaluation of the effect of berry extracts on carboxymethyllysine and lysine in ultra-high temperature treated milk. Food research international (Ottawa, Ont.). 2020 04; 130(?):108923. doi: 10.1016/j.foodres.2019.108923. [PMID: 32156371]
  • Tianying Wu, Susan Kasper, Ronnie Meiyi Wong, Bruce Bracken. Identification of Differential Patterns of Oxidative Biomarkers in Prostate Cancer Progression. Clinical genitourinary cancer. 2020 04; 18(2):e174-e179. doi: 10.1016/j.clgc.2019.09.014. [PMID: 31899150]
  • 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]
  • Axel Guilbaud, Michael Howsam, Céline Niquet-Léridon, Florian Delguste, Marc Fremont, Sophie Lestavel, Patrice Maboudou, Anne Garat, Susanna Schraen, Brigitte Onraed, Benoît Foligné, Éric Boulanger, Frédéric J Tessier. The Effect of Lactobacillus fermentum ME-3 Treatment on Glycation and Diabetes Complications. Molecular nutrition & food research. 2020 03; 64(6):e1901018. doi: 10.1002/mnfr.201901018. [PMID: 31991062]
  • Shahnawaz Rehman, Mohammad Faisal, Abdulrahman A Alatar, Saheem Ahmad. Physico-chemical Changes Induced in the Serum Proteins Immunoglobulin G and Fibrinogen Mediated by Methylglyoxal. Current protein & peptide science. 2020; 21(9):916-923. doi: 10.2174/1389203720666190618095719. [PMID: 31244422]
  • Claudia V Quintanilla-García, Jaime Uribarri, Martha Eugenia Fajardo-Araujo, José Juan Barrientos-Romero, Gustavo Romero-Gutiérrez, Ma Guadalupe Reynaga-Ornelas, Ma Eugenia Garay-Sevilla. Changes in circulating levels of carboxymethyllysine, soluble receptor for advanced glycation end products (sRAGE), and inflammation markers in women during normal pregnancy. The journal of maternal-fetal & neonatal medicine : the official journal of the European Association of Perinatal Medicine, the Federation of Asia and Oceania Perinatal Societies, the International Society of Perinatal Obstetricians. 2019 Dec; 32(24):4102-4107. doi: 10.1080/14767058.2018.1481948. [PMID: 29804482]
  • Zongshuai Zhu, Yiqun Cheng, Suhong Huang, Mingjun Yao, Yang Lei, Iftikhar Ali Khan, Ming Huang, Xinghu Zhou. Formation of Nϵ-Carboxymethyllysine and Nϵ-Carboxyethyllysine in Prepared Chicken Breast by Pan Frying. Journal of food protection. 2019 Dec; 82(12):2154-2160. doi: 10.4315/0362-028x.jfp-19-319. [PMID: 31742439]
  • 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]
  • Zhongqun Wang, Zhengyang Bao, Yingpeng Ding, Suining Xu, Rongzeng Du, Jinchuan Yan, Lihua Li, Zhen Sun, Chen Shao, Wen Gu. Nε-carboxymethyl-lysine-induced PI3K/Akt signaling inhibition promotes foam cell apoptosis and atherosclerosis progression. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2019 Jul; 115(?):108880. doi: 10.1016/j.biopha.2019.108880. [PMID: 31035012]
  • Pei-Ying Pai, Mei-Chin Mong, Ya-Cheng Yang, Yin-Tso Liu, Zhi-Hong Wang, Mei-Chin Yin. Anti-Diabetic Effects of Gynura Bicolor Aqueous Extract in Mice. Journal of food science. 2019 Jun; 84(6):1631-1637. doi: 10.1111/1750-3841.14607. [PMID: 31059127]
  • Ye Jiao, Wei Quan, Zhiyong He, Daming Gao, Fang Qin, Maomao Zeng, Jie Chen. Effects of Catechins on Nε-(Carboxymethyl)lysine and Nε-(Carboxyethyl)lysine Formation in Green Tea and Model Systems. Journal of agricultural and food chemistry. 2019 Jan; 67(4):1254-1260. doi: 10.1021/acs.jafc.8b05146. [PMID: 30620573]
  • Reyna Rodríguez-Mortera, Claudia Luevano-Contreras, Sergio Solorio-Meza, Armando Gómez-Ojeda, Russell Caccavello, Yasmin Bains, Alejandro Gugliucci, Ma Eugenia Garay-Sevilla. Soluble Receptor for Advanced Glycation End Products and Its Correlation with Vascular Damage in Adolescents with Obesity. Hormone research in paediatrics. 2019; 92(1):28-35. doi: 10.1159/000501718. [PMID: 31412337]
  • Ligang Yu, Meng Chai, Maomao Zeng, Zhiyong He, Jie Chen. Effect of lipid oxidation on the formation of Nε-carboxymethyl-lysine and Nε-carboxyethyl-lysine in Chinese-style sausage during storage. Food chemistry. 2018 Dec; 269(?):466-472. doi: 10.1016/j.foodchem.2018.07.051. [PMID: 30100461]
  • Rui-Ze Gong, Yan-Hua Wang, Yu-Fang Wang, Bao Chen, Kun Gao, Yin-Shi Sun. Simultaneous Determination of Nε-(carboxymethyl) Lysine and Nε-(carboxyethyl) Lysine in Different Sections of Antler Velvet after Various Processing Methods by UPLC-MS/MS. Molecules (Basel, Switzerland). 2018 Dec; 23(12):. doi: 10.3390/molecules23123316. [PMID: 30558131]
  • Yue Zhao, Xiaofei An, Jingshun Liu, Su Liu, Weilong Xu, Xu Yu, Jiangyi Yu. The improvement of oxidative stress by two proprietary herbal medicines in type 2 diabetes. Complementary therapies in medicine. 2018 Oct; 40(?):120-125. doi: 10.1016/j.ctim.2018.08.007. [PMID: 30219436]
  • Lijun Yang, Xinping Li, Zhaozhen Wu, Cuixia Feng, Tianyu Zhang, Shaohua Dai, Qiang Dong. Inhibition of Methylglyoxal-Induced Histone H1 Nε-Carboxymethyllysine Formation by (+)-Catechin. Journal of agricultural and food chemistry. 2018 Jun; 66(23):5812-5820. doi: 10.1021/acs.jafc.8b00826. [PMID: 29758984]
  • Antonio Dario Troise, Markus Wiltafsky, Vincenzo Fogliano, Paola Vitaglione. The quantification of free Amadori compounds and amino acids allows to model the bound Maillard reaction products formation in soybean products. Food chemistry. 2018 May; 247(?):29-38. doi: 10.1016/j.foodchem.2017.12.019. [PMID: 29277225]
  • Huilin Liu, Xiaomo Chen, Dianwei Zhang, Jing Wang, Shuo Wang, Baoguo Sun. Effects of Highland Barley Bran Extract Rich in Phenolic Acids on the Formation of Nε-Carboxymethyllysine in a Biscuit Model. Journal of agricultural and food chemistry. 2018 Feb; 66(8):1916-1922. doi: 10.1021/acs.jafc.7b04957. [PMID: 29414239]
  • Wilson P Semedo Tavares, Shiyuan Dong, Weiya Jin, Yuhong Yang, Kaining Han, Fengchao Zha, Yuanhui Zhao, Mingyong Zeng. Effect of different cooking conditions on the profiles of Maillard reaction products and nutrient composition of hairtail (Thichiurus lepturus) fillets. Food research international (Ottawa, Ont.). 2018 01; 103(?):390-397. doi: 10.1016/j.foodres.2017.10.063. [PMID: 29389628]
  • 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]
  • Ann-Katrin Holik, Barbara Lieder, Nicole Kretschy, Mark M Somoza, Sandra Held, Veronika Somoza. N(ϵ) -Carboxymethyllysine Increases the Expression of miR-103/143 and Enhances Lipid Accumulation in 3T3-L1 Cells. Journal of cellular biochemistry. 2016 10; 117(10):2413-22. doi: 10.1002/jcb.25576. [PMID: 27137869]
  • Mona S Calvo, Anita Mehrotra, Robert B Beelman, Girish Nadkarni, Lingzhi Wang, Weijing Cai, Boon Cher Goh, Michael D Kalaras, Jaime Uribarri. A Retrospective Study in Adults with Metabolic Syndrome: Diabetic Risk Factor Response to Daily Consumption of Agaricus bisporus (White Button Mushrooms). Plant foods for human nutrition (Dordrecht, Netherlands). 2016 Sep; 71(3):245-51. doi: 10.1007/s11130-016-0552-7. [PMID: 27193019]
  • Hikari Sugawa, Rei-Ichi Ohno, Jun-Ichi Shirakawa, Akari Nakajima, Amane Kanagawa, Tetsuya Hirata, Tsuyoshi Ikeda, Narumi Moroishi, Mime Nagai, Ryoji Nagai. Eucommia ulmoides extracts prevent the formation of advanced glycation end products. Food & function. 2016 Jun; 7(6):2566-73. doi: 10.1039/c5fo01563d. [PMID: 27080730]
  • Antonio Dario Troise, Daniele Vitiello, Catherine Tsang, Alberto Fiore. Encapsulation of ascorbic acid promotes the reduction of Maillard reaction products in UHT milk. Food & function. 2016 Jun; 7(6):2591-602. doi: 10.1039/c6fo00151c. [PMID: 27240727]
  • Xin Liu, Liangqing Zheng, Rong Zhang, Gang Liu, Shensheng Xiao, Xiaoting Qiao, Yongning Wu, Zhiyong Gong. Toxicological evaluation of advanced glycation end product Nε-(carboxymethyl)lysine: Acute and subacute oral toxicity studies. Regulatory toxicology and pharmacology : RTP. 2016 Jun; 77(?):65-74. doi: 10.1016/j.yrtph.2016.02.013. [PMID: 26921796]
  • Keisuke Nakashima, Hiroyuki Miyashita, Hitoshi Yoshimitsu, Yukio Fujiwara, Ryoji Nagai, Tsuyoshi Ikeda. Two new prenylflavonoids from Epimedii Herba and their inhibitory effects on advanced glycation end-products. Journal of natural medicines. 2016 Apr; 70(2):290-5. doi: 10.1007/s11418-015-0962-0. [PMID: 26758618]
  • Cheng-Chin Hsu, Hui-Ting Yang, Jing-Jing Ho, Mei-Chin Yin, Jen-Ying Hsu. Houttuynia cordata aqueous extract attenuated glycative and oxidative stress in heart and kidney of diabetic mice. European journal of nutrition. 2016 Mar; 55(2):845-854. doi: 10.1007/s00394-015-0994-y. [PMID: 26197872]
  • Hong Sun, Yang Yuan, Zilin Sun. Update on Mechanisms of Renal Tubule Injury Caused by Advanced Glycation End Products. BioMed research international. 2016; 2016(?):5475120. doi: 10.1155/2016/5475120. [PMID: 27034941]
  • Daiva Stanislovaitienė, Dalia Žaliūnienė, Rasa Steponavičiūtė, Reda Žemaitienė, Olivija Gustienė, Remigijus Žaliūnas. N-carboxymethyllysine as a biomarker for coronary artery disease and age-related macular degeneration. Medicina (Kaunas, Lithuania). 2016; 52(2):99-103. doi: 10.1016/j.medici.2016.02.001. [PMID: 27170482]
  • Ali Aljohi, Sabine Matou-Nasri, Nessar Ahmed. Antiglycation and Antioxidant Properties of Momordica charantia. PloS one. 2016; 11(8):e0159985. doi: 10.1371/journal.pone.0159985. [PMID: 27513747]
  • Grégory Loaëc, Céline Niquet-Léridon, Nicolas Henry, Philippe Jacolot, Céline Jouquand, Myriam Janssens, Philippe Hance, Thierry Cadalen, Jean-Louis Hilbert, Bruno Desprez, Frédéric J Tessier. Impact of Variety and Agronomic Factors on Crude Protein and Total Lysine in Chicory; N(ε)-Carboxymethyl-lysine-Forming Potential during Drying and Roasting. Journal of agricultural and food chemistry. 2015 Dec; 63(47):10295-302. doi: 10.1021/acs.jafc.5b02853. [PMID: 26548778]
  • Mei-Chen Lo, Ming-Hong Chen, Wen-Sen Lee, Chin-I Lu, Chuang-Rung Chang, Shu-Huei Kao, Horng-Mo Lee. Nε-(carboxymethyl) lysine-induced mitochondrial fission and mitophagy cause decreased insulin secretion from β-cells. American journal of physiology. Endocrinology and metabolism. 2015 Nov; 309(10):E829-39. doi: 10.1152/ajpendo.00151.2015. [PMID: 26394662]
  • Seoungwoo Shin, Dahee Son, Minkyung Kim, Seungjun Lee, Kyung-Baeg Roh, Dehun Ryu, Jongsung Lee, Eunsun Jung, Deokhoon Park. Ameliorating Effect of Akebia quinata Fruit Extracts on Skin Aging Induced by Advanced Glycation End Products. Nutrients. 2015 Nov; 7(11):9337-52. doi: 10.3390/nu7115478. [PMID: 26569300]
  • Shuman Yang, Susan M Pinney, Palash Mallick, Shuk-Mei Ho, Bruce Bracken, Tianying Wu. Impact of Oxidative Stress Biomarkers and Carboxymethyllysine (an Advanced Glycation End Product) on Prostate Cancer: A Prospective Study. Clinical genitourinary cancer. 2015 Oct; 13(5):e347-51. doi: 10.1016/j.clgc.2015.04.004. [PMID: 25972296]
  • Elena M Yubero-Serrano, Mark Woodward, Leonid Poretsky, Helen Vlassara, Gary E Striker. Effects of sevelamer carbonate on advanced glycation end products and antioxidant/pro-oxidant status in patients with diabetic kidney disease. Clinical journal of the American Society of Nephrology : CJASN. 2015 May; 10(5):759-66. doi: 10.2215/cjn.07750814. [PMID: 25710801]
  • Ghada Elmhiri, Dler F D Mahmood, Celine Niquet-Leridon, Philippe Jacolot, Stephane Firmin, Lydie Guigand, Frederic J Tessier, Thibaut Larcher, Latifa Abdennebi-Najar. Formula-derived advanced glycation end products are involved in the development of long-term inflammation and oxidative stress in kidney of IUGR piglets. Molecular nutrition & food research. 2015 May; 59(5):939-47. doi: 10.1002/mnfr.201400722. [PMID: 25644174]
  • Sylwia Mildner-Szkudlarz, Aleksander Siger, Artur Szwengiel, Joanna Bajerska. Natural compounds from grape by-products enhance nutritive value and reduce formation of CML in model muffins. Food chemistry. 2015 Apr; 172(?):78-85. doi: 10.1016/j.foodchem.2014.09.036. [PMID: 25442526]
  • Maciste Habacuc Macías-Cervantes, Juana María Dolores Rodríguez-Soto, Jaime Uribarri, Francisco José Díaz-Cisneros, Weijingi Cai, Ma Eugenia Garay-Sevilla. Effect of an advanced glycation end product-restricted diet and exercise on metabolic parameters in adult overweight men. Nutrition (Burbank, Los Angeles County, Calif.). 2015 Mar; 31(3):446-51. doi: 10.1016/j.nut.2014.10.004. [PMID: 25701333]
  • Ludivine Malardé, Carole Groussard, Luz Lefeuvre-Orfila, Sophie Vincent, Théo Efstathiou, Arlette Gratas-Delamarche. Fermented soy permeate reduces cytokine level and oxidative stress in streptozotocin-induced diabetic rats. Journal of medicinal food. 2015 Jan; 18(1):67-75. doi: 10.1089/jmf.2013.0132. [PMID: 25314273]
  • C E Aubert, P-L Michel, P Gillery, S Jaisson, M Fonfrede, F Morel, A Hartemann, O Bourron. Association of peripheral neuropathy with circulating advanced glycation end products, soluble receptor for advanced glycation end products and other risk factors in patients with type 2 diabetes. Diabetes/metabolism research and reviews. 2014 Nov; 30(8):679-85. doi: 10.1002/dmrr.2529. [PMID: 24449227]
  • Md Nurul Islam, Ishrat Jahan Ishita, Hyun Ah Jung, Jae Sue Choi. Vicenin 2 isolated from Artemisia capillaris exhibited potent anti-glycation properties. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2014 Jul; 69(?):55-62. doi: 10.1016/j.fct.2014.03.042. [PMID: 24713265]
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  • Liqing Kuang, Zhiqiang Jing, Jing Wang, Liyuan Ma, Xiaoqiang Liu, Jin Yang. Quantitative determination of ɛ-N-carboxymethyl-L-lysine in human plasma by liquid chromatography-tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2014 Mar; 90(?):1-6. doi: 10.1016/j.jpba.2013.11.003. [PMID: 24317023]
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