Argpyrimidine (BioDeep_00000848606)
代谢物信息卡片
Argpyrimidine
化学式: C11H18N4O3 (254.1379)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1=C(C(=NC(=N1)NCCCC(C(=O)O)N)C)O
InChI: InChI=1S/C11H18N4O3/c1-6-9(16)7(2)15-11(14-6)13-5-3-4-8(12)10(17)18/h8,16H,3-5,12H2,1-2H3,(H,17,18)(H,13,14,15)/t8-/m0/s1
描述信息
A member of the class of hydroxypyrimidines obtained by cyclocondensation of L-arginine and methylglyoxal; a methyl glyoxal-derived advanced glycation end-product (AGE) in familial amyloidotic polyneuropathy and human cancers.
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代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
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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。
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| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Kirti Parwani, Farhin Patel, Dhara Patel, Palash Mandal. Protective Effects of Swertiamarin against Methylglyoxal-Induced Epithelial-Mesenchymal Transition by Improving Oxidative Stress in Rat Kidney Epithelial (NRK-52E) Cells.
Molecules (Basel, Switzerland).
2021 May; 26(9):. doi:
10.3390/molecules26092748. [PMID: 34067107] - Marta Navarro, Bruna de Falco, Francisco J Morales, Despoina Daliani, Alberto Fiore. Explorative investigation of the anti-glycative effect of a rapeseed by-product extract.
Food & function.
2018 Nov; 9(11):5674-5681. doi:
10.1039/c8fo01408f. [PMID: 30306992] - Y I Ishida, T Kayama, Y Kibune, S Nishimoto, S Koike, T Suzuki, Y Horiuchi, M Miyashita, M Itokawa, M Arai, Y Ogasawara. Identification of an argpyrimidine-modified protein in human red blood cells from schizophrenic patients: A possible biomarker for diseases involving carbonyl stress.
Biochemical and biophysical research communications.
2017 11; 493(1):573-577. doi:
10.1016/j.bbrc.2017.08.150. [PMID: 28867194] - Abhishek Bhattacherjee, Kaliprasanna Dhara, Abhay Sankar Chakraborti. Bimolecular interaction of argpyrimidine (a Maillard reaction product) in in vitro non-enzymatic protein glycation model and its potential role as an antiglycating agent.
International journal of biological macromolecules.
2017 Sep; 102(?):1274-1285. doi:
10.1016/j.ijbiomac.2017.04.108. [PMID: 28487198] - 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] - Shin Koike, Tasuku Kayama, Makoto Arai, Yasue Horiuchi, Akiko Kobori, Mitsuhiro Miyashita, Masanari Itokawa, Yuki Ogasawara. Characterization of modified proteins in plasma from a subtype of schizophrenia based on carbonyl stress: Protein carbonyl is a possible biomarker of psychiatric disorders.
Biochemical and biophysical research communications.
2015 Nov; 467(2):361-6. doi:
10.1016/j.bbrc.2015.09.152. [PMID: 26431870] - Saurabh Awasthi, N Arul Murugan, N T Saraswathi. Advanced Glycation End Products Modulate Structure and Drug Binding Properties of Albumin.
Molecular pharmaceutics.
2015 Sep; 12(9):3312-22. doi:
10.1021/acs.molpharmaceut.5b00318. [PMID: 26281017] - Xiao-Yan Zou, Dong Ding, Na Zhan, Xiao-Ming Liu, Cheng Pan, Yu-Min Xia. Glyoxalase I is differentially expressed in cutaneous neoplasms and contributes to the progression of squamous cell carcinoma.
The Journal of investigative dermatology.
2015 Feb; 135(2):589-598. doi:
10.1038/jid.2014.377. [PMID: 25184957] - Ki Mo Kim, Young Sook Kim, Dong Ho Jung, Jun Lee, Jin Sook Kim. Increased glyoxalase I levels inhibit accumulation of oxidative stress and an advanced glycation end product in mouse mesangial cells cultured in high glucose.
Experimental cell research.
2012 Jan; 318(2):152-9. doi:
10.1016/j.yexcr.2011.10.013. [PMID: 22036650] - Masashi Mukohda, Muneyoshi Okada, Yukio Hara, Hideyuki Yamawaki. Exploring mechanisms of diabetes-related macrovascular complications: role of methylglyoxal, a metabolite of glucose on regulation of vascular contractility.
Journal of pharmacological sciences.
2012; 118(3):303-10. doi:
10.1254/jphs.11r12cp. [PMID: 22333481] - Gong Zhang, Guangwei Huang, Lu Xiao, Alyson E Mitchell. Determination of advanced glycation endproducts by LC-MS/MS in raw and roasted almonds (Prunus dulcis).
Journal of agricultural and food chemistry.
2011 Nov; 59(22):12037-46. doi:
10.1021/jf202515k. [PMID: 21980977] - Srinath Pashikanti, Gilbert A Boissonneault, Daniel Cervantes-Laurean. Ex vivo detection of histone H1 modified with advanced glycation end products.
Free radical biology & medicine.
2011 May; 50(10):1410-6. doi:
10.1016/j.freeradbiomed.2011.01.034. [PMID: 21315148] - Gonçalo da Costa, Ricardo A Gomes, Ana Guerreiro, Élia Mateus, Estela Monteiro, Eduardo Barroso, Ana V Coelho, Ana Ponces Freire, Carlos Cordeiro. Beyond genetic factors in familial amyloidotic polyneuropathy: protein glycation and the loss of fibrinogen's chaperone activity.
PloS one.
2011; 6(10):e24850. doi:
10.1371/journal.pone.0024850. [PMID: 22053176] - Michelle R Baker, Sean K Benton, Christopher S Theisen, Chad A McClintick, Eugene E Fibuch, Norbert W Seidler. Isoflurane's Effect on Protein Conformation as a Proposed Mechanism for Preconditioning.
Biochemistry research international.
2011; 2011(?):739712. doi:
10.1155/2011/739712. [PMID: 21918721] - Nicole Schupp, August Heidland, Helga Stopper. Genomic damage in endstage renal disease-contribution of uremic toxins.
Toxins.
2010 10; 2(10):2340-58. doi:
10.3390/toxins2102340. [PMID: 22069557] - Srinath Pashikanti, David R de Alba, Gilbert A Boissonneault, Daniel Cervantes-Laurean. Rutin metabolites: novel inhibitors of nonoxidative advanced glycation end products.
Free radical biology & medicine.
2010 Mar; 48(5):656-63. doi:
10.1016/j.freeradbiomed.2009.11.019. [PMID: 19969069] - Markus A Queisser, Dachun Yao, Sven Geisler, Hans-Peter Hammes, Günter Lochnit, Erwin D Schleicher, Michael Brownlee, Klaus T Preissner. Hyperglycemia impairs proteasome function by methylglyoxal.
Diabetes.
2010 Mar; 59(3):670-8. doi:
10.2337/db08-1565. [PMID: 20009088] - Shahid P Baba, Oleg A Barski, Yonis Ahmed, Timothy E O'Toole, Daniel J Conklin, Aruni Bhatnagar, Sanjay Srivastava. Reductive metabolism of AGE precursors: a metabolic route for preventing AGE accumulation in cardiovascular tissue.
Diabetes.
2009 Nov; 58(11):2486-97. doi:
10.2337/db09-0375. [PMID: 19651811] - Jiaqian Ni, Xianglin Yuan, Jiayin Gu, Xiuzhen Yue, Xiaorong Gu, Ram H Nagaraj, John W Crabb. Plasma protein pentosidine and carboxymethyllysine, biomarkers for age-related macular degeneration.
Molecular & cellular proteomics : MCP.
2009 Aug; 8(8):1921-33. doi:
10.1074/mcp.m900127-mcp200. [PMID: 19435712] - Nair Sreejayan, Xiaoping Yang, Kamalakannan Palanichamy, Kurt Dolence, Jun Ren. Antioxidant properties of argpyrimidine.
European journal of pharmacology.
2008 Sep; 593(1-3):30-5. doi:
10.1016/j.ejphar.2008.07.030. [PMID: 18692042] - Weiguo Li, Kimiko Ota, Jiro Nakamura, Keiko Naruse, Eitaro Nakashima, Yutaka Oiso, Yoji Hamada. Antiglycation effect of gliclazide on in vitro AGE formation from glucose and methylglyoxal.
Experimental biology and medicine (Maywood, N.J.).
2008 Feb; 233(2):176-9. doi:
10.3181/0705-bc-131. [PMID: 18222972] - Mala Ranjan, Sujatha Nayak, Tanuja Kosuri, Beedu Sashidhar Rao. Immunochemical detection of glycated lens crystallins and their circulating autoantibodies in human serum during aging.
Molecular vision.
2008; 14(?):2056-66. doi:
NULL. [PMID: 19023447] - Chunling Wa, Ronald L Cerny, William A Clarke, David S Hage. Characterization of glycation adducts on human serum albumin by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
Clinica chimica acta; international journal of clinical chemistry.
2007 Oct; 385(1-2):48-60. doi:
10.1016/j.cca.2007.06.011. [PMID: 17707360] - Tomoko Oya-Ito, Bing-Fen Liu, Ram H Nagaraj. Effect of methylglyoxal modification and phosphorylation on the chaperone and anti-apoptotic properties of heat shock protein 27.
Journal of cellular biochemistry.
2006 Sep; 99(1):279-91. doi:
10.1002/jcb.20781. [PMID: 16615138] - Sudesh Vasdev, Vicki Gill, Pawan K Singal. Beneficial effect of low ethanol intake on the cardiovascular system: possible biochemical mechanisms.
Vascular health and risk management.
2006; 2(3):263-76. doi:
10.2147/vhrm.2006.2.3.263. [PMID: 17326332] - Kazuki Akira, Masayasu Amano, Fumitaka Okajima, Fuminobu Okajima, Takao Hashimoto, Shinichi Oikawa. Inhibitory effects of amlodipine and fluvastatin on the deposition of advanced glycation end products in aortic wall of cholesterol and fructose-fed rabbits.
Biological & pharmaceutical bulletin.
2006 Jan; 29(1):75-81. doi:
10.1248/bpb.29.75. [PMID: 16394514] - Naila Ahmed, Paul J Thornalley. Peptide mapping of human serum albumin modified minimally by methylglyoxal in vitro and in vivo.
Annals of the New York Academy of Sciences.
2005 Jun; 1043(?):260-6. doi:
10.1196/annals.1333.031. [PMID: 16037246] - Naila Ahmed, Darin Dobler, Mark Dean, Paul J Thornalley. Peptide mapping identifies hotspot site of modification in human serum albumin by methylglyoxal involved in ligand binding and esterase activity.
The Journal of biological chemistry.
2005 Feb; 280(7):5724-32. doi:
10.1074/jbc.m410973200. [PMID: 15557329] - Ricardo Gomes, Marta Sousa Silva, Alexandre Quintas, Carlos Cordeiro, António Freire, Paulino Pereira, Américo Martins, Estela Monteiro, Eduardo Barroso, Ana Ponces Freire. Argpyrimidine, a methylglyoxal-derived advanced glycation end-product in familial amyloidotic polyneuropathy.
The Biochemical journal.
2005 Jan; 385(Pt 2):339-45. doi:
10.1042/bj20040833. [PMID: 15281912] - Dominic S C Raj, Gideon Lim, Moshe Levi, Clifford Qualls, Sushil K Jain. Advanced glycation end products and oxidative stress are increased in chronic allograft nephropathy.
American journal of kidney diseases : the official journal of the National Kidney Foundation.
2004 Jan; 43(1):154-60. doi:
10.1053/j.ajkd.2003.09.021. [PMID: 14712439] - Anoop K Padival, John W Crabb, Ram H Nagaraj. Methylglyoxal modifies heat shock protein 27 in glomerular mesangial cells.
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2003 Sep; 551(1-3):113-8. doi:
10.1016/s0014-5793(03)00874-3. [PMID: 12965214] - Noriyuki Shibata, Asao Hirano, E Tessa Hedley-Whyte, Mauro C Dal Canto, Ryoji Nagai, Koji Uchida, Seikoh Horiuchi, Motoko Kawaguchi, Tomoko Yamamoto, Makio Kobayashi. Selective formation of certain advanced glycation end products in spinal cord astrocytes of humans and mice with superoxide dismutase-1 mutation.
Acta neuropathologica.
2002 Aug; 104(2):171-8. doi:
10.1007/s00401-002-0537-5. [PMID: 12111360] - Naila Ahmed, Ognian K Argirov, Harjit S Minhas, Carlos A A Cordeiro, Paul J Thornalley. Assay of advanced glycation endproducts (AGEs): surveying AGEs by chromatographic assay with derivatization by 6-aminoquinolyl-N-hydroxysuccinimidyl-carbamate and application to Nepsilon-carboxymethyl-lysine- and Nepsilon-(1-carboxyethyl)lysine-modified albumin.
The Biochemical journal.
2002 May; 364(Pt 1):1-14. doi:
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The Biochemical journal.
2002 May; 364(Pt 1):15-24. doi:
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