2-amino-6-oxohexanoic acid (BioDeep_00000842088)
Main id: BioDeep_00000004077
PANOMIX_OTCML-2023
代谢物信息卡片
L-2-Amino-6-oxohexanoic acid
化学式: C6H11NO3 (145.0738896)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C(CC=O)CC(C(=O)O)N
InChI: InChI=1S/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10)
描述信息
Found in collagen, elastin and heart muscle
同义名列表
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。
文献列表
- Dietmar Funck, Malte Sinn, Giuseppe Forlani, Jörg S Hartig. Guanidine production by plant homoarginine-6-hydroxylases.
eLife.
2024 Apr; 12(?):. doi:
10.7554/elife.91458. [PMID: 38619227] - João Leandro, Tetyana Dodatko, Robert J DeVita, Hongjie Chen, Brandon Stauffer, Chunli Yu, Sander M Houten. Deletion of 2-aminoadipic semialdehyde synthase limits metabolite accumulation in cell and mouse models for glutaric aciduria type 1.
Journal of inherited metabolic disease.
2020 11; 43(6):1154-1164. doi:
10.1002/jimd.12276. [PMID: 32567100] - Juliette Bouchereau, Manuel Schiff. Inherited Disorders of Lysine Metabolism: A Review.
The Journal of nutrition.
2020 10; 150(Suppl 1):2556S-2560S. doi:
10.1093/jn/nxaa112. [PMID: 33000154] - Mario Estévez, Patricia Padilla, Leila Carvalho, Lourdes Martín, Ana Carrapiso, Josué Delgado. Malondialdehyde interferes with the formation and detection of primary carbonyls in oxidized proteins.
Redox biology.
2019 09; 26(?):101277. doi:
10.1016/j.redox.2019.101277. [PMID: 31352127] - Jiao Xue, Junjuan Wang, Pan Gong, Minhang Wu, Wenshuang Yang, Shiju Jiang, Ye Wu, Yuwu Jiang, Yuehua Zhang, Tatiana Yuzyuk, Hong Li, Zhixian Yang. Simultaneous quantification of alpha-aminoadipic semialdehyde, piperideine-6-carboxylate, pipecolic acid and alpha-aminoadipic acid in pyridoxine-dependent epilepsy.
Scientific reports.
2019 08; 9(1):11371. doi:
10.1038/s41598-019-47882-2. [PMID: 31388081] - Charles R Evans, Alla Karnovsky, Michael A Puskarich, George Michailidis, Alan E Jones, Kathleen A Stringer. Untargeted Metabolomics Differentiates l-Carnitine Treated Septic Shock 1-Year Survivors and Nonsurvivors.
Journal of proteome research.
2019 05; 18(5):2004-2011. doi:
10.1021/acs.jproteome.8b00774. [PMID: 30895797] - Amal Al Teneiji, Theodora U J Bruun, Dawn Cordeiro, Jaina Patel, Michal Inbar-Feigenberg, Shelly Weiss, Eduard Struys, Saadet Mercimek-Mahmutoglu. Phenotype, biochemical features, genotype and treatment outcome of pyridoxine-dependent epilepsy.
Metabolic brain disease.
2017 04; 32(2):443-451. doi:
10.1007/s11011-016-9933-8. [PMID: 27882480] - Zhipeng A Wang, Yu Zeng, Yadagiri Kurra, Xin Wang, Jeffery M Tharp, Erol C Vatansever, Willie W Hsu, Susie Dai, Xinqiang Fang, Wenshe R Liu. A Genetically Encoded Allysine for the Synthesis of Proteins with Site-Specific Lysine Dimethylation.
Angewandte Chemie (International ed. in English).
2017 01; 56(1):212-216. doi:
10.1002/anie.201609452. [PMID: 27910233] - Izabella Agostinho Pena, Lygia Azevedo Marques, Ângelo B A Laranjeira, José A Yunes, Marcos N Eberlin, Alex MacKenzie, Paulo Arruda. Mouse lysine catabolism to aminoadipate occurs primarily through the saccharopine pathway; implications for pyridoxine dependent epilepsy (PDE).
Biochimica et biophysica acta. Molecular basis of disease.
2017 01; 1863(1):121-128. doi:
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Meat science.
2014 Mar; 96(3):1250-7. doi:
10.1016/j.meatsci.2013.10.032. [PMID: 24334047] - Isaac Ferrer-López, Pedro Ruiz-Sala, Begoña Merinero, Celia Pérez-Cerdá, Magdalena Ugarte. Determination of urinary alpha-aminoadipic semialdehyde by LC-MS/MS in patients with congenital metabolic diseases.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2014 Jan; 944(?):141-3. doi:
10.1016/j.jchromb.2013.10.032. [PMID: 24316525] - M Utrera, M Armenteros, S Ventanas, F Solano, M Estévez. Pre-freezing raw hams affects quality traits in cooked hams: potential influence of protein oxidation.
Meat science.
2012 Dec; 92(4):596-603. doi:
10.1016/j.meatsci.2012.06.005. [PMID: 22748310] - Els Vossen, Mariana Utrera, Stefaan De Smet, David Morcuende, Mario Estévez. Dog rose (Rosa canina L.) as a functional ingredient in porcine frankfurters without added sodium ascorbate and sodium nitrite.
Meat science.
2012 Dec; 92(4):451-7. doi:
10.1016/j.meatsci.2012.05.010. [PMID: 22698996] - Eduard Alexander Struys, Benjamin Nota, Abdellatif Bakkali, Saad Al Shahwan, Gajja Sophi Salomons, Brahim Tabarki. Pyridoxine-dependent epilepsy with elevated urinary α-amino adipic semialdehyde in molybdenum cofactor deficiency.
Pediatrics.
2012 Dec; 130(6):e1716-9. doi:
10.1542/peds.2012-1094. [PMID: 23147983] - Philippa B Mills, Emma J Footitt, Serkan Ceyhan, Paula J Waters, Cornelis Jakobs, Peter T Clayton, Eduard A Struys. Urinary AASA excretion is elevated in patients with molybdenum cofactor deficiency and isolated sulphite oxidase deficiency.
Journal of inherited metabolic disease.
2012 Nov; 35(6):1031-6. doi:
10.1007/s10545-012-9466-1. [PMID: 22403017] - Clara D M van Karnebeek, Hans Hartmann, Sravan Jaggumantri, Levinus A Bok, Barb Cheng, Mary Connolly, Curtis R Coughlin, Anibh M Das, Sidney M Gospe, Cornelis Jakobs, Johanna H van der Lee, Saadet Mercimek-Mahmutoglu, Uta Meyer, Eduard Struys, Graham Sinclair, Johan Van Hove, Jean-Paul Collet, Barbara R Plecko, Sylvia Stockler. Lysine restricted diet for pyridoxine-dependent epilepsy: first evidence and future trials.
Molecular genetics and metabolism.
2012 Nov; 107(3):335-44. doi:
10.1016/j.ymgme.2012.09.006. [PMID: 23022070] - Abdulaziz S Al-Saman, Tamer M Rizk. A case of extreme prematurity and delayed diagnosis of pyridoxine-dependent epilepsy.
Neurosciences (Riyadh, Saudi Arabia).
2012 Oct; 17(4):371-3. doi:
NULL. [PMID: 23022904] - Eduard A Struys, Levinus A Bok, Dina Emal, Saskia Houterman, Michel A Willemsen, Cornelis Jakobs. The measurement of urinary Δ¹-piperideine-6-carboxylate, the alter ego of α-aminoadipic semialdehyde, in Antiquitin deficiency.
Journal of inherited metabolic disease.
2012 Sep; 35(5):909-16. doi:
10.1007/s10545-011-9443-0. [PMID: 22249334] - Majid Alfadhel, Sandra Sirrs, Paula J Waters, András Szeitz, Eduard Struys, Marion Coulter-Mackie, Sylvia Stockler-Ipsiroglu. Variability of phenotype in two sisters with pyridoxine dependent epilepsy.
The Canadian journal of neurological sciences. Le journal canadien des sciences neurologiques.
2012 Jul; 39(4):516-9. doi:
10.1017/s0317167100014050. [PMID: 22728861] - Mariana Utrera, Javier-Germán Rodríguez-Carpena, David Morcuende, Mario Estévez. Formation of lysine-derived oxidation products and loss of tryptophan during processing of porcine patties with added avocado byproducts.
Journal of agricultural and food chemistry.
2012 Apr; 60(15):3917-26. doi:
10.1021/jf3001313. [PMID: 22452641] - Yi Shen, Yan Zhang, Chao Yang, Ying Lan, Linglong Liu, Shijia Liu, Zhijun Chen, Guixin Ren, Jianmin Wan. Mutation of OsALDH7 causes a yellow-colored endosperm associated with accumulation of oryzamutaic acid A in rice.
Planta.
2012 Feb; 235(2):433-41. doi:
10.1007/s00425-011-1477-x. [PMID: 21960163] - R L M Guedes, F Prosdocimi, G R Fernandes, L K Moura, H A L Ribeiro, J M Ortega. Amino acids biosynthesis and nitrogen assimilation pathways: a great genomic deletion during eukaryotes evolution.
BMC genomics.
2011 Dec; 12 Suppl 4(?):S2. doi:
10.1186/1471-2164-12-s4-s2. [PMID: 22369087] - Sylvia Stockler, Barbara Plecko, Sidney M Gospe, Marion Coulter-Mackie, Mary Connolly, Clara van Karnebeek, Saadet Mercimek-Mahmutoglu, Hans Hartmann, Gunter Scharer, Eduard Struijs, Ingrid Tein, Cornelis Jakobs, Peter Clayton, Johan L K Van Hove. Pyridoxine dependent epilepsy and antiquitin deficiency: clinical and molecular characteristics and recommendations for diagnosis, treatment and follow-up.
Molecular genetics and metabolism.
2011 Sep; 104(1-2):48-60. doi:
10.1016/j.ymgme.2011.05.014. [PMID: 21704546] - Ebenezer O Farombi, Olatunde Owoeye. Antioxidative and chemopreventive properties of Vernonia amygdalina and Garcinia biflavonoid.
International journal of environmental research and public health.
2011 06; 8(6):2533-55. doi:
10.3390/ijerph8062533. [PMID: 21776245] - Chad Brocker, Miriam Cantore, Paola Failli, Vasilis Vasiliou. Aldehyde dehydrogenase 7A1 (ALDH7A1) attenuates reactive aldehyde and oxidative stress induced cytotoxicity.
Chemico-biological interactions.
2011 May; 191(1-3):269-77. doi:
10.1016/j.cbi.2011.02.016. [PMID: 21338592] - Eric B Segal, Zachary M Grinspan, Arthur M Mandel, Sidney M Gospe. Biomarkers aiding diagnosis of atypical presentation of pyridoxine-dependent epilepsy.
Pediatric neurology.
2011 Apr; 44(4):289-91. doi:
10.1016/j.pediatrneurol.2010.11.012. [PMID: 21397171] - Sven W Sauer, Silvana Opp, Georg F Hoffmann, David M Koeller, Jürgen G Okun, Stefan Kölker. Therapeutic modulation of cerebral L-lysine metabolism in a mouse model for glutaric aciduria type I.
Brain : a journal of neurology.
2011 Jan; 134(Pt 1):157-70. doi:
10.1093/brain/awq269. [PMID: 20923787] - Philippa B Mills, Emma J Footitt, Kevin A Mills, Karin Tuschl, Sarah Aylett, Sophia Varadkar, Cheryl Hemingway, Neil Marlow, Janet Rennie, Peter Baxter, Olivier Dulac, Rima Nabbout, William J Craigen, Bernhard Schmitt, François Feillet, Ernst Christensen, Pascale De Lonlay, Mike G Pike, M Imelda Hughes, Eduard A Struys, Cornelis Jakobs, Sameer M Zuberi, Peter T Clayton. Genotypic and phenotypic spectrum of pyridoxine-dependent epilepsy (ALDH7A1 deficiency).
Brain : a journal of neurology.
2010 Jul; 133(Pt 7):2148-59. doi:
10.1093/brain/awq143. [PMID: 20554659] - Chad Brocker, Natalie Lassen, Tia Estey, Aglaia Pappa, Miriam Cantore, Valeria V Orlova, Triantafyllos Chavakis, Kathryn L Kavanagh, Udo Oppermann, Vasilis Vasiliou. Aldehyde dehydrogenase 7A1 (ALDH7A1) is a novel enzyme involved in cellular defense against hyperosmotic stress.
The Journal of biological chemistry.
2010 Jun; 285(24):18452-63. doi:
10.1074/jbc.m109.077925. [PMID: 20207735] - Enrico Cappellini, M Thomas P Gilbert, Filippo Geuna, Girolamo Fiorentino, Allan Hall, Jane Thomas-Oates, Peter D Ashton, David A Ashford, Paul Arthur, Paula F Campos, Johan Kool, Eske Willerslev, Matthew J Collins. A multidisciplinary study of archaeological grape seeds.
Die Naturwissenschaften.
2010 Feb; 97(2):205-17. doi:
10.1007/s00114-009-0629-3. [PMID: 20033124] - Xingjun Fan, Jianye Zhang, Mathilde Theves, Christopher Strauch, Ina Nemet, Xiaoqin Liu, Juan Qian, Frank J Giblin, Vincent M Monnier. Mechanism of lysine oxidation in human lens crystallins during aging and in diabetes.
The Journal of biological chemistry.
2009 Dec; 284(50):34618-27. doi:
10.1074/jbc.m109.032094. [PMID: 19854833] - Katerina Sadilkova, Sidney M Gospe, Si Houn Hahn. Simultaneous determination of alpha-aminoadipic semialdehyde, piperideine-6-carboxylate and pipecolic acid by LC-MS/MS for pyridoxine-dependent seizures and folinic acid-responsive seizures.
Journal of neuroscience methods.
2009 Oct; 184(1):136-41. doi:
10.1016/j.jneumeth.2009.07.019. [PMID: 19631689] - M Armenteros, M Heinonen, V Ollilainen, F Toldrá, M Estévez. Analysis of protein carbonyls in meat products by using the DNPH-method, fluorescence spectroscopy and liquid chromatography-electrospray ionisation-mass spectrometry (LC-ESI-MS).
Meat science.
2009 Sep; 83(1):104-12. doi:
10.1016/j.meatsci.2009.04.007. [PMID: 20416786] - Mario Estévez, Velimatti Ollilainen, Marina Heinonen. Analysis of protein oxidation markers alpha-aminoadipic and gamma-glutamic semialdehydes in food proteins using liquid chromatography (LC)-electrospray ionization (ESI)-multistage tandem mass spectrometry (MS).
Journal of agricultural and food chemistry.
2009 May; 57(9):3901-10. doi:
10.1021/jf804017p. [PMID: 19326863] - Renata C Gallagher, Johan L K Van Hove, Gunter Scharer, Keith Hyland, Barbara Plecko, Paula J Waters, Saadet Mercimek-Mahmutoglu, Sylvia Stockler-Ipsiroglu, Gajja S Salomons, Efraim H Rosenberg, Eduard A Struys, Cornelis Jakobs. Folinic acid-responsive seizures are identical to pyridoxine-dependent epilepsy.
Annals of neurology.
2009 May; 65(5):550-6. doi:
10.1002/ana.21568. [PMID: 19142996] - Elvira V Bräuner, Peter Møller, Lars Barregard, Lars O Dragsted, Marianne Glasius, Peter Wåhlin, Peter Vinzents, Ole Raaschou-Nielsen, Steffen Loft. Exposure to ambient concentrations of particulate air pollution does not influence vascular function or inflammatory pathways in young healthy individuals.
Particle and fibre toxicology.
2008 Oct; 5(?):13. doi:
10.1186/1743-8977-5-13. [PMID: 18837984] - G Kluger, R Blank, K Paul, E Paschke, E Jansen, C Jakobs, H Wörle, B Plecko. Pyridoxine-dependent epilepsy: normal outcome in a patient with late diagnosis after prolonged status epilepticus causing cortical blindness.
Neuropediatrics.
2008 Oct; 39(5):276-9. doi:
10.1055/s-0029-1202833. [PMID: 19294602] - Elvira Vaclavik Bräuner, Lykke Forchhammer, Peter Møller, Lars Barregard, Lars Gunnarsen, Alireza Afshari, Peter Wåhlin, Marianne Glasius, Lars Ove Dragsted, Samar Basu, Ole Raaschou-Nielsen, Steffen Loft. Indoor particles affect vascular function in the aged: an air filtration-based intervention study.
American journal of respiratory and critical care medicine.
2008 Feb; 177(4):419-25. doi:
10.1164/rccm.200704-632oc. [PMID: 17932377] - Gajja S Salomons, Levinus A Bok, Eduard A Struys, Lorna Landegge Pope, Patricia S Darmin, Philippa B Mills, Peter T Clayton, Michèl A Willemsen, Cornelis Jakobs. An intriguing "silent" mutation and a founder effect in antiquitin (ALDH7A1).
Annals of neurology.
2007 Oct; 62(4):414-8. doi:
10.1002/ana.21206. [PMID: 17721876] - Levinus A Bok, Eduard Struys, Michel A A P Willemsen, Jasper V Been, Cornelis Jakobs. Pyridoxine-dependent seizures in Dutch patients: diagnosis by elevated urinary alpha-aminoadipic semialdehyde levels.
Archives of disease in childhood.
2007 Aug; 92(8):687-9. doi:
10.1136/adc.2006.103192. [PMID: 17088338] - Phillip L Pearl, Jacob L Taylor, Stacey Trzcinski, Alex Sokohl. The pediatric neurotransmitter disorders.
Journal of child neurology.
2007 May; 22(5):606-16. doi:
10.1177/0883073807302619. [PMID: 17690069] - K A Bauerly, D H Storms, C B Harris, S Hajizadeh, M Y Sun, C P Cheung, M A Satre, A J Fascetti, E Tchaparian, R B Rucker. Pyrroloquinoline quinone nutritional status alters lysine metabolism and modulates mitochondrial DNA content in the mouse and rat.
Biochimica et biophysica acta.
2006 Nov; 1760(11):1741-8. doi:
10.1016/j.bbagen.2006.07.009. [PMID: 17029795] - Karin Groenbaek, Henrik Friis, Max Hansen, Helmer Ring-Larsen, Henrik B Krarup. The effect of antioxidant supplementation on hepatitis C viral load, transaminases and oxidative status: a randomized trial among chronic hepatitis C virus-infected patients.
European journal of gastroenterology & hepatology.
2006 Sep; 18(9):985-9. doi:
10.1097/01.meg.0000231746.76136.4a. [PMID: 16894312] - Mitsugu Akagawa, Daisuke Sasaki, Yoshihisa Ishii, Yayoi Kurota, Mari Yotsu-Yamashita, Koji Uchida, Kyozo Suyama. New method for the quantitative determination of major protein carbonyls, alpha-aminoadipic and gamma-glutamic semialdehydes: investigation of the formation mechanism and chemical nature in vitro and in vivo.
Chemical research in toxicology.
2006 Aug; 19(8):1059-65. doi:
10.1021/tx060026p. [PMID: 16918245] - M Moulin, C Deleu, F Larher, A Bouchereau. The lysine-ketoglutarate reductase-saccharopine dehydrogenase is involved in the osmo-induced synthesis of pipecolic acid in rapeseed leaf tissues.
Plant physiology and biochemistry : PPB.
2006 Jul; 44(7-9):474-82. doi:
10.1016/j.plaphy.2006.08.005. [PMID: 17023168] - R Pulido, A Jiménez-Escrig, L Orensanz, F Saura-Calixto, A Jiménez-Escrig. Study of plasma antioxidant status in Alzheimer's disease.
European journal of neurology.
2005 Jul; 12(7):531-5. doi:
10.1111/j.1468-1331.2005.01000.x. [PMID: 15958093] - Mitsugu Akagawa, Daisuke Sasaki, Yayoi Kurota, Kyozo Suyama. Formation of alpha-aminoadipic and gamma-glutamic semialdehydes in proteins by the maillard reaction.
Annals of the New York Academy of Sciences.
2005 Jun; 1043(?):129-34. doi:
10.1196/annals.1333.016. [PMID: 16037231] - E O Farombi, M Hansen, G Ravn-Haren, P Møller, L O Dragsted. Commonly consumed and naturally occurring dietary substances affect biomarkers of oxidative stress and DNA damage in healthy rats.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2004 Aug; 42(8):1315-22. doi:
10.1016/j.fct.2004.03.009. [PMID: 15207383] - Reinald Pamplona, Manel Portero-Otin, Alberto Sanz, J Requena, Gustavo Barja. Modification of the longevity-related degree of fatty acid unsaturation modulates oxidative damage to proteins and mitochondrial DNA in liver and brain.
Experimental gerontology.
2004 May; 39(5):725-33. doi:
10.1016/j.exger.2004.01.006. [PMID: 15130667] - E Olatunde Farombi, P Møller, L O Dragsted. Ex-vivo and in vitro protective effects of kolaviron against oxygen-derived radical-induced DNA damage and oxidative stress in human lymphocytes and rat liver cells.
Cell biology and toxicology.
2004 Mar; 20(2):71-82. doi:
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Amino acids.
2003 Dec; 25(3-4):249-57. doi:
10.1007/s00726-003-0015-y. [PMID: 14661088] - Antonio Jiménez-Escrig, Lars Ove Dragsted, Bahram Daneshvar, Raquel Pulido, Fulgencio Saura-Calixto. In vitro antioxidant activities of edible artichoke (Cynara scolymus L.) and effect on biomarkers of antioxidants in rats.
Journal of agricultural and food chemistry.
2003 Aug; 51(18):5540-5. doi:
10.1021/jf030047e. [PMID: 12926911] - Mette Sørensen, Bahram Daneshvar, Max Hansen, Lars O Dragsted, Ole Hertel, Lisbeth Knudsen, Steffen Loft. Personal PM2.5 exposure and markers of oxidative stress in blood.
Environmental health perspectives.
2003 Feb; 111(2):161-6. doi:
10.1289/ehp.111-1241344. [PMID: 12573899] - Vibeke M Breinholt, Salka E Nielsen, Pia Knuthsen, Soren T Lauridsen, Bahram Daneshvar, Annemarie Sorensen. Effects of commonly consumed fruit juices and carbohydrates on redox status and anticancer biomarkers in female rats.
Nutrition and cancer.
2003; 45(1):46-52. doi:
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European journal of biochemistry.
2001 Apr; 268(7):1953-63. doi:
10.1046/j.1432-1327.2001.02068.x. [PMID: 11277917] - J F Young, L O Dragsted, B Daneshvar, S T Lauridsen, M Hansen, B Sandström. The effect of grape-skin extract on oxidative status.
The British journal of nutrition.
2000 Oct; 84(4):505-13. doi:
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