3-Hydroxykynurenine (BioDeep_00000399989)

Main id: BioDeep_00000001751

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


3-hydroxy-dl-kynurenine

化学式: C10H12N2O4 (224.07970319999998)
中文名称: 3-羟基-DL-犬尿素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=C(C(=C1)O)N)C(=O)CC(C(=O)O)N
InChI: InChI=1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16)

描述信息

A hydroxykynurenine that is kynurenine substituted by a hydroxy group at position 3.
C26170 - Protective Agent > C275 - Antioxidant
MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; VCKPUUFAIGNJHC-UHFFFAOYSA-N_STSL_0007_3-Hydroxy-DL-Kynurenine_8000fmol_180416_S2_LC02_MS02_13; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I.
MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I.

同义名列表

2 个代谢物同义名

3-hydroxy-dl-kynurenine; 3-Hydroxykynurenine



数据库引用编号

33 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

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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

  • Aleksandr V Zhuravlev, Boris F Shchegolev, Gennadii A Zakharov, Polina N Ivanova, Ekaterina A Nikitina, Elena V Savvateeva-Popova. 3-Hydroxykynurenine as a Potential Ligand for Hsp70 Proteins and Its Effects on Drosophila Memory After Heat Shock. Molecular neurobiology. 2022 Mar; 59(3):1862-1871. doi: 10.1007/s12035-021-02704-3. [PMID: 35029786]
  • Laura Ansone, Monta Briviba, Ivars Silamikelis, Anna Terentjeva, Ingus Perkons, Liga Birzniece, Vita Rovite, Baiba Rozentale, Ludmila Viksna, Oksana Kolesova, Kristaps Klavins, Janis Klovins. Amino Acid Metabolism is Significantly Altered at the Time of Admission in Hospital for Severe COVID-19 Patients: Findings from Longitudinal Targeted Metabolomics Analysis. Microbiology spectrum. 2021 12; 9(3):e0033821. doi: 10.1128/spectrum.00338-21. [PMID: 34878333]
  • Lieke Bakker, Inez H G B Ramakers, Martin P J van Boxtel, Miranda T Schram, Coen D A Stehouwer, Carla J H van der Kallen, Pieter C Dagnelie, Marleen M J van Greevenbroek, Anke Wesselius, Øivind Midttun, Per M Ueland, Frans R J Verhey, Simone J P M Eussen, Sebastian Köhler. Associations between plasma kynurenines and cognitive function in individuals with normal glucose metabolism, prediabetes and type 2 diabetes: the Maastricht Study. Diabetologia. 2021 11; 64(11):2445-2457. doi: 10.1007/s00125-021-05521-4. [PMID: 34409496]
  • Cristina C Clement, Angelo D'Alessandro, Sangeetha Thangaswamy, Samantha Chalmers, Raquel Furtado, Sheila Spada, Giada Mondanelli, Federica Ianni, Sarah Gehrke, Marco Gargaro, Giorgia Manni, Luisa Carlota Lopez Cara, Peter Runge, Wanxia Li Tsai, Sinem Karaman, Jorge Arasa, Ruben Fernandez-Rodriguez, Amanda Beck, Antonio Macchiarulo, Massimo Gadina, Cornelia Halin, Francesca Fallarino, Mihaela Skobe, Marc Veldhoen, Simone Moretti, Silvia Formenti, Sandra Demaria, Rajesh K Soni, Roberta Galarini, Roccaldo Sardella, Gregoire Lauvau, Chaim Putterman, Kari Alitalo, Ursula Grohmann, Laura Santambrogio. 3-hydroxy-L-kynurenamine is an immunomodulatory biogenic amine. Nature communications. 2021 07; 12(1):4447. doi: 10.1038/s41467-021-24785-3. [PMID: 34290243]
  • Ewa Dudzińska, Kinga Szymona, Renata Kloc, Tomasz Kocki, Paulina Gil-Kulik, Jacek Bogucki, Janusz Kocki, Roman Paduch, Ewa M Urbańska. Fractalkine, sICAM-1 and Kynurenine Pathway in Restrictive Anorexia Nervosa-Exploratory Study. Nutrients. 2021 Jan; 13(2):. doi: 10.3390/nu13020339. [PMID: 33498837]
  • Michal Fiedorowicz, Tomasz Choragiewicz, Waldemar A Turski, Tomasz Kocki, Dominika Nowakowska, Kamila Wertejuk, Agnieszka Kamińska, Teresio Avitabile, Marlena Wełniak-Kaminska, Pawel Grieb, Sandrine Zweifel, Robert Rejdak, Mario Damiano Toro. Tryptophan Pathway Abnormalities in a Murine Model of Hereditary Glaucoma. International journal of molecular sciences. 2021 Jan; 22(3):. doi: 10.3390/ijms22031039. [PMID: 33494373]
  • Paul Carrillo-Mora, Verónica Pérez-De la Cruz, Berenice Estrada-Cortés, Paola Toussaint-González, José Antonio Martínez-Cortéz, Marlene Rodríguez-Barragán, Jimena Quinzaños-Fresnedo, Fernanda Rangel-Caballero, Gabriela Gamboa-Coria, Itzel Sánchez-Vázquez, Karina Barajas-Martínez, Kenia Franyutti-Prado, Laura Sánchez-Chapul, Daniela Ramírez-Ortega, Lucio A Ramos-Chávez. Serum Kynurenines Correlate With Depressive Symptoms and Disability in Poststroke Patients: A Cross-sectional Study. Neurorehabilitation and neural repair. 2020 10; 34(10):936-944. doi: 10.1177/1545968320953671. [PMID: 32917127]
  • Masashi Sakurai, Yasuko Yamamoto, Noriyo Kanayama, Masaya Hasegawa, Akihiro Mouri, Masao Takemura, Hidetoshi Matsunami, Tomoya Miyauchi, Tatsuya Tokura, Hiroyuki Kimura, Mikiko Ito, Eri Umemura, Aiji Sato Boku, Wataru Nagashima, Takashi Tonoike, Kenichi Kurita, Norio Ozaki, Toshitaka Nabeshima, Kuniaki Saito. Serum Metabolic Profiles of the Tryptophan-Kynurenine Pathway in the high risk subjects of major depressive disorder. Scientific reports. 2020 02; 10(1):1961. doi: 10.1038/s41598-020-58806-w. [PMID: 32029791]
  • Gregory Oxenkrug, Hans-Gert Bernstein, Paul C Guest, Marieke van der Hart, Julien Roeser, Paul Summergrad, Johann Steiner. Plasma xanthurenic acid in a context of insulin resistance and obesity in schizophrenia. Schizophrenia research. 2019 09; 211(?):98-99. doi: 10.1016/j.schres.2019.07.038. [PMID: 31383514]
  • Jana Vondroušová, Miloš Mikoška, Kamila Syslová, Adéla Böhmová, Hana Tejkalová, Lukáš Vacek, Petr Kodym, Daniel Krsek, Jiří Horáček. Monitoring of kynurenine pathway metabolites, neurotransmitters and their metabolites in blood plasma and brain tissue of individuals with latent toxoplasmosis. Journal of pharmaceutical and biomedical analysis. 2019 Jun; 170(?):139-152. doi: 10.1016/j.jpba.2019.03.039. [PMID: 30925271]
  • Martina Curto, Luana Lionetto, Francesco Fazio, Valentina Corigliano, Anna Comparelli, Stefano Ferracuti, Maurizio Simmaco, Ferdinando Nicoletti, Ross J Baldessarini. Serum xanthurenic acid levels: Reduced in subjects at ultra high risk for psychosis. Schizophrenia research. 2019 06; 208(?):465-466. doi: 10.1016/j.schres.2019.02.020. [PMID: 30837204]
  • Jon Sigurd Sande, Arve Ulvik, Øivind Midttun, Per M Ueland, Hilde B Hammer, Merete Valen, Ellen M Apalset, Clara G Gjesdal. Vitamin B-6 Status Correlates with Disease Activity in Rheumatoid Arthritis Patients During Treatment with TNFα Inhibitors. The Journal of nutrition. 2019 05; 149(5):770-775. doi: 10.1093/jn/nxz001. [PMID: 31050750]
  • Livia De Picker, Erik Fransen, Violette Coppens, Maarten Timmers, Peter de Boer, Herbert Oberacher, Dietmar Fuchs, Robert Verkerk, Bernard Sabbe, Manuel Morrens. Immune and Neuroendocrine Trait and State Markers in Psychotic Illness: Decreased Kynurenines Marking Psychotic Exacerbations. Frontiers in immunology. 2019; 10(?):2971. doi: 10.3389/fimmu.2019.02971. [PMID: 32010121]
  • Zhenzhao Wang, Rui Xu, Guiping Shen, Jianghua Feng. Metabolic Response in Rabbit Urine to Occurrence and Relief of Unilateral Ureteral Obstruction. Journal of proteome research. 2018 09; 17(9):3184-3194. doi: 10.1021/acs.jproteome.8b00304. [PMID: 30024170]
  • Freek J H Sorgdrager, Jorien Werumeus Buning, Elske H Bos, André P Van Beek, Ido P Kema. Hydrocortisone Affects Fatigue and Physical Functioning Through Metabolism of Tryptophan: A Randomized Controlled Trial. The Journal of clinical endocrinology and metabolism. 2018 09; 103(9):3411-3419. doi: 10.1210/jc.2018-00582. [PMID: 29982583]
  • Joyce Y Huang, Lesley M Butler, Øivind Midttun, Arve Ulvik, Renwei Wang, Aizhen Jin, Yu-Tang Gao, Per M Ueland, Woon-Puay Koh, Jian-Min Yuan. A prospective evaluation of serum kynurenine metabolites and risk of pancreatic cancer. PloS one. 2018; 13(5):e0196465. doi: 10.1371/journal.pone.0196465. [PMID: 29734388]
  • Gertrud L Haverkamp, Wim L Loosman, Robbert W Schouten, Casper F Franssen, Ido P Kema, Merel van Diepen, Friedo W Dekker, Carl E Siegert, Adriaan Honig. Differences in the association of inflammation and tryptophan with depressive symptoms between white and non-white chronic dialysis patients. General hospital psychiatry. 2018 Jan; 50(?):76-82. doi: 10.1016/j.genhosppsych.2017.10.003. [PMID: 29065338]
  • Isidor Minović, Anna van der Veen, Martijn van Faassen, Ineke J Riphagen, Else van den Berg, Claude van der Ley, António W Gomes-Neto, Johanna M Geleijnse, Manfred Eggersdorfer, Gerjan J Navis, Ido P Kema, Stephan Jl Bakker. Functional vitamin B-6 status and long-term mortality in renal transplant recipients. The American journal of clinical nutrition. 2017 Dec; 106(6):1366-1374. doi: 10.3945/ajcn.117.164012. [PMID: 28978540]
  • Claudio Ferrante, Lucia Recinella, Marcello Locatelli, Paolo Guglielmi, Daniela Secci, Lidia Leporini, Annalisa Chiavaroli, Sheila Leone, Sara Martinotti, Luigi Brunetti, Michele Vacca, Luigi Menghini, Giustino Orlando. Protective Effects Induced by Microwave-Assisted Aqueous Harpagophytum Extract on Rat Cortex Synaptosomes Challenged with Amyloid β-Peptide. Phytotherapy research : PTR. 2017 Aug; 31(8):1257-1264. doi: 10.1002/ptr.5850. [PMID: 28635142]
  • Laura V de Vries, Isidor Minović, Casper F M Franssen, Martijn van Faassen, Jan-Stephan F Sanders, Stefan P Berger, Gerjan Navis, Ido P Kema, Stephan J L Bakker. The tryptophan/kynurenine pathway, systemic inflammation, and long-term outcome after kidney transplantation. American journal of physiology. Renal physiology. 2017 08; 313(2):F475-F486. doi: 10.1152/ajprenal.00690.2016. [PMID: 28490533]
  • Martina Platzer, Nina Dalkner, Frederike T Fellendorf, Armin Birner, Susanne A Bengesser, Robert Queissner, Nora Kainzbauer, René Pilz, Simone Herzog-Eberhard, Carlo Hamm, Christa Hörmanseder, Alexander Maget, Philipp Rauch, Harald Mangge, Dietmar Fuchs, Sieglinde Zelzer, Gregor Schütze, Natalie Moll, Markus J Schwarz, Rodrigo B Mansur, Roger S McIntyre, Eva Z Reininghaus. Tryptophan breakdown and cognition in bipolar disorder. Psychoneuroendocrinology. 2017 Jul; 81(?):144-150. doi: 10.1016/j.psyneuen.2017.04.015. [PMID: 28482311]
  • Sai-Ying Wang, Kai-Ming Duan, Xiao-Fang Tan, Ji-Ye Yin, Xiao-Yuan Mao, Wei Zheng, Chun-Yan Wang, Mi Yang, Cheng Peng, Hong-Hao Zhou, Zhao-Qian Liu. Genetic variants of the kynurenine-3-monooxygenase and postpartum depressive symptoms after cesarean section in Chinese women. Journal of affective disorders. 2017 06; 215(?):94-101. doi: 10.1016/j.jad.2017.03.023. [PMID: 28319697]
  • B E Wurfel, W C Drevets, S A Bliss, J R McMillin, H Suzuki, B N Ford, H M Morris, T K Teague, R Dantzer, J B Savitz. Serum kynurenic acid is reduced in affective psychosis. Translational psychiatry. 2017 05; 7(5):e1115. doi: 10.1038/tp.2017.88. [PMID: 28463241]
  • Björn Gylling, Robin Myte, Jörn Schneede, Göran Hallmans, Jenny Häggström, Ingegerd Johansson, Arve Ulvik, Per M Ueland, Bethany Van Guelpen, Richard Palmqvist. Vitamin B-6 and colorectal cancer risk: a prospective population-based study using 3 distinct plasma markers of vitamin B-6 status. The American journal of clinical nutrition. 2017 04; 105(4):897-904. doi: 10.3945/ajcn.116.139337. [PMID: 28275126]
  • Therese Karlsson, Elin Strand, Jutta Dierkes, Christian A Drevon, Jannike Øyen, Øivind Midttun, Per M Ueland, Oddrun A Gudbrandsen, Eva Ringdal Pedersen, Ottar Nygård. Associations between intake of fish and n-3 long-chain polyunsaturated fatty acids and plasma metabolites related to the kynurenine pathway in patients with coronary artery disease. European journal of nutrition. 2017 Feb; 56(1):261-272. doi: 10.1007/s00394-015-1077-9. [PMID: 26482150]
  • Tomoyuki Tashiro, Yuki Murakami, Akihiro Mouri, Yukio Imamura, Toshitaka Nabeshima, Yasuko Yamamoto, Kuniaki Saito. Kynurenine 3-monooxygenase is implicated in antidepressants-responsive depressive-like behaviors and monoaminergic dysfunctions. Behavioural brain research. 2017 01; 317(?):279-285. doi: 10.1016/j.bbr.2016.09.050. [PMID: 27693848]
  • Nick Goeden, Francesca M Notarangelo, Ana Pocivavsek, Sarah Beggiato, Alexandre Bonnin, Robert Schwarcz. Prenatal Dynamics of Kynurenine Pathway Metabolism in Mice: Focus on Kynurenic Acid. Developmental neuroscience. 2017; 39(6):519-528. doi: 10.1159/000481168. [PMID: 29080891]
  • Vesna Bryn, Robert Verkerk, Ola H Skjeldal, Ola Didrik Saugstad, Heidi Ormstad. Kynurenine Pathway in Autism Spectrum Disorders in Children. Neuropsychobiology. 2017; 76(2):82-88. doi: 10.1159/000488157. [PMID: 29694960]
  • Oana M Deac, James L Mills, Clair M Gardiner, Barry Shane, Louise Quinn, Øivind Midttun, Adrian McCann, Klaus Meyer, Per M Ueland, Ruzong Fan, Zhaohui Lu, Lawrence C Brody, Anne M Molloy. Serum Immune System Biomarkers Neopterin and Interleukin-10 Are Strongly Related to Tryptophan Metabolism in Healthy Young Adults. The Journal of nutrition. 2016 09; 146(9):1801-6. doi: 10.3945/jn.116.230698. [PMID: 27489009]
  • Amanda Eskelund, David P Budac, Connie Sanchez, Betina Elfving, Gregers Wegener. Female Flinders Sensitive Line rats show estrous cycle-independent depression-like behavior and altered tryptophan metabolism. Neuroscience. 2016 08; 329(?):337-48. doi: 10.1016/j.neuroscience.2016.05.024. [PMID: 27210075]
  • Timothy B Meier, Jonathan Savitz, Rashmi Singh, T Kent Teague, Patrick S F Bellgowan. Smaller Dentate Gyrus and CA2 and CA3 Volumes Are Associated with Kynurenine Metabolites in Collegiate Football Athletes. Journal of neurotrauma. 2016 07; 33(14):1349-57. doi: 10.1089/neu.2015.4118. [PMID: 26493952]
  • Timothy B Meier, Wayne C Drevets, Brent E Wurfel, Bart N Ford, Harvey M Morris, Teresa A Victor, Jerzy Bodurka, T Kent Teague, Robert Dantzer, Jonathan Savitz. Relationship between neurotoxic kynurenine metabolites and reductions in right medial prefrontal cortical thickness in major depressive disorder. Brain, behavior, and immunity. 2016 Mar; 53(?):39-48. doi: 10.1016/j.bbi.2015.11.003. [PMID: 26546831]
  • Malgorzata Jasiewicz, Marcin Moniuszko, Dariusz Pawlak, Malgorzata Knapp, Malgorzata Rusak, Remigiusz Kazimierczyk, Wlodzimierz Jerzy Musial, Milena Dabrowska, Karol Adam Kaminski. Activity of the kynurenine pathway and its interplay with immunity in patients with pulmonary arterial hypertension. Heart (British Cardiac Society). 2016 Feb; 102(3):230-7. doi: 10.1136/heartjnl-2015-308581. [PMID: 26769378]
  • James Henry Obol, Denis Anywar Arony, Ronald Wanyama, Kenneth Luryama Moi, Bongomin Bodo, Patrick Olwedo Odong, Michael Odida. Reduced plasma concentrations of vitamin B6 and increased plasma concentrations of the neurotoxin 3-hydroxykynurenine are associated with nodding syndrome: a case control study in Gulu and Amuru districts, Northern Uganda. The Pan African medical journal. 2016; 24(?):123. doi: 10.11604/pamj.2016.24.123.8409. [PMID: 27642461]
  • Abdulla A-B Badawy, Samina Bano. Elevation of Kynurenine Metabolites in Rat Liver and Serum: A Potential Additional Mechanism of the Alcohol Aversive and Anti-cancer Effects of Disulfiram?. Alcohol and alcoholism (Oxford, Oxfordshire). 2016 Jan; 51(1):20-6. doi: 10.1093/alcalc/agv085. [PMID: 26224731]
  • J Reyes-Ocampo, D Ramírez-Ortega, G I Vázquez Cervantes, B Pineda, Pavel Montes de Oca Balderas, D González-Esquivel, L Sánchez-Chapul, R Lugo-Huitrón, D Silva-Adaya, C Ríos, A Jiménez-Anguiano, V Pérez-de la Cruz. Mitochondrial dysfunction related to cell damage induced by 3-hydroxykynurenine and 3-hydroxyanthranilic acid: Non-dependent-effect of early reactive oxygen species production. Neurotoxicology. 2015 Sep; 50(?):81-91. doi: 10.1016/j.neuro.2015.08.003. [PMID: 26254737]
  • Luisa Rios-Avila, Bonnie Coats, Maria Ralat, Yueh-Yun Chi, Øivind Midttun, Per M Ueland, Peter W Stacpoole, Jesse F Gregory. Pyridoxine supplementation does not alter in vivo kinetics of one-carbon metabolism but modifies patterns of one-carbon and tryptophan metabolites in vitamin B-6-insufficient oral contraceptive users. The American journal of clinical nutrition. 2015 Sep; 102(3):616-25. doi: 10.3945/ajcn.115.113159. [PMID: 26201817]
  • Sinan Guloksuz, Baer Arts, Sharon Walter, Marjan Drukker, Laura Rodriguez, Aye-Mu Myint, Markus J Schwarz, Rudolf Ponds, Jim van Os, Gunter Kenis, Bart P F Rutten. The impact of electroconvulsive therapy on the tryptophan-kynurenine metabolic pathway. Brain, behavior, and immunity. 2015 Aug; 48(?):48-52. doi: 10.1016/j.bbi.2015.02.029. [PMID: 25765557]
  • Hui Zuo, Per M Ueland, Simone J P M Eussen, Grethe S Tell, Stein E Vollset, Ottar Nygård, Øivind Midttun, Klaus Meyer, Arve Ulvik. Markers of vitamin B6 status and metabolism as predictors of incident cancer: the Hordaland Health Study. International journal of cancer. 2015 Jun; 136(12):2932-9. doi: 10.1002/ijc.29345. [PMID: 25404109]
  • Oana M Deac, James L Mills, Barry Shane, Øivind Midttun, Per M Ueland, John T Brosnan, Margaret E Brosnan, Eamon Laird, Eileen R Gibney, Ruzong Fan, Yifan Wang, Lawrence C Brody, Anne M Molloy. Tryptophan catabolism and vitamin B-6 status are affected by gender and lifestyle factors in healthy young adults. The Journal of nutrition. 2015 Apr; 145(4):701-7. doi: 10.3945/jn.114.203091. [PMID: 25833774]
  • Martina Curto, Luana Lionetto, Andrea Negro, Matilde Capi, Francesca Perugino, Francesco Fazio, Maria Adele Giamberardino, Maurizio Simmaco, Ferdinando Nicoletti, Paolo Martelletti. Altered serum levels of kynurenine metabolites in patients affected by cluster headache. The journal of headache and pain. 2015; 17(?):27. doi: 10.1186/s10194-016-0620-2. [PMID: 27000870]
  • Luisa Rios-Avila, Bonnie Coats, Yueh-Yun Chi, Øivind Midttun, Per M Ueland, Peter W Stacpoole, Jesse F Gregory. Metabolite profile analysis reveals association of vitamin B-6 with metabolites related to one-carbon metabolism and tryptophan catabolism but not with biomarkers of inflammation in oral contraceptive users and reveals the effects of oral contraceptives on these processes. The Journal of nutrition. 2015 Jan; 145(1):87-95. doi: 10.3945/jn.114.201095. [PMID: 25527663]
  • Jonathan Savitz, Wayne C Drevets, Chelsey M Smith, Teresa A Victor, Brent E Wurfel, Patrick S F Bellgowan, Jerzy Bodurka, T Kent Teague, Robert Dantzer. Putative neuroprotective and neurotoxic kynurenine pathway metabolites are associated with hippocampal and amygdalar volumes in subjects with major depressive disorder. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology. 2015 Jan; 40(2):463-71. doi: 10.1038/npp.2014.194. [PMID: 25074636]
  • Ana Laura Colín-González, Marisol Maya-López, José Pedraza-Chaverrí, Syed F Ali, Anahí Chavarría, Abel Santamaría. The Janus faces of 3-hydroxykynurenine: dual redox modulatory activity and lack of neurotoxicity in the rat striatum. Brain research. 2014 Nov; 1589(?):1-14. doi: 10.1016/j.brainres.2014.09.034. [PMID: 25251594]
  • Weiping Hou, Gang Huang, Xuejiao Cao, Yuanyuan Zhang, Jinbo Zhang, Yan Li. Suppression of experimental autoimmune glomerulonephritis by tryptophan. Journal of nephrology. 2014 Feb; 27(1):19-28. doi: 10.1007/s40620-013-0020-5. [PMID: 24519862]
  • Qiongxin Wang, Miao Zhang, Ye Ding, Qilong Wang, Wencheng Zhang, Ping Song, Ming-Hui Zou. Activation of NAD(P)H oxidase by tryptophan-derived 3-hydroxykynurenine accelerates endothelial apoptosis and dysfunction in vivo. Circulation research. 2014 Jan; 114(3):480-92. doi: 10.1161/circresaha.114.302113. [PMID: 24281189]
  • F M Notarangelo, E H Wilson, K J Horning, M A R Thomas, T H Harris, Q Fang, C A Hunter, R Schwarcz. Evaluation of kynurenine pathway metabolism in Toxoplasma gondii-infected mice: implications for schizophrenia. Schizophrenia research. 2014 Jan; 152(1):261-7. doi: 10.1016/j.schres.2013.11.011. [PMID: 24345671]
  • Katsumi Shibata, Tomoaki Ohno, Mitsue Sano, Tsutomu Fukuwatari. The urinary ratio of 3-hydroxykynurenine/3-hydroxyanthranilic acid is an index to predicting the adverse effects of D-tryptophan in rats. Journal of nutritional science and vitaminology. 2014; 60(4):261-8. doi: 10.3177/jnsv.60.261. [PMID: 25297615]
  • Katsumi Shibata. Urine 3-hydroxykynurenine is higher during the postovulatory phase than in the preovulatory phase indicating a higher vitamin B6 requirement. Bioscience, biotechnology, and biochemistry. 2014; 78(10):1757-60. doi: 10.1080/09168451.2014.925779. [PMID: 25273143]
  • Xiao-Dan Wang, Kyle J Horning, Francesca M Notarangelo, Robert Schwarcz. A method for the determination of D-kynurenine in biological tissues. Analytical and bioanalytical chemistry. 2013 Dec; 405(30):9747-54. doi: 10.1007/s00216-013-7399-7. [PMID: 24158577]
  • Vanessa R da Silva, Luisa Rios-Avila, Yvonne Lamers, Maria A Ralat, Øivind Midttun, Eoin P Quinlivan, Timothy J Garrett, Bonnie Coats, Meena N Shankar, Susan S Percival, Yueh-Yun Chi, Keith E Muller, Per Magne Ueland, Peter W Stacpoole, Jesse F Gregory. Metabolite profile analysis reveals functional effects of 28-day vitamin B-6 restriction on one-carbon metabolism and tryptophan catabolic pathways in healthy men and women. The Journal of nutrition. 2013 Nov; 143(11):1719-27. doi: 10.3945/jn.113.180588. [PMID: 23966327]
  • Arve Ulvik, Despoina Theofylaktopoulou, Øivind Midttun, Ottar Nygård, Simone J P M Eussen, Per M Ueland. Substrate product ratios of enzymes in the kynurenine pathway measured in plasma as indicators of functional vitamin B-6 status. The American journal of clinical nutrition. 2013 Oct; 98(4):934-40. doi: 10.3945/ajcn.113.064998. [PMID: 24004893]
  • D Theofylaktopoulou, Ø Midttun, A Ulvik, P M Ueland, G S Tell, S E Vollset, O Nygård, S J P M Eussen. A community-based study on determinants of circulating markers of cellular immune activation and kynurenines: the Hordaland Health Study. Clinical and experimental immunology. 2013 Jul; 173(1):121-30. doi: 10.1111/cei.12092. [PMID: 23607723]
  • Markus J Schwarz, Gilles J Guillemin, Stefan J Teipel, Katharina Buerger, Harald Hampel. Increased 3-hydroxykynurenine serum concentrations differentiate Alzheimer's disease patients from controls. European archives of psychiatry and clinical neuroscience. 2013 Jun; 263(4):345-52. doi: 10.1007/s00406-012-0384-x. [PMID: 23192697]
  • Chiaki Hiratsuka, Tsutomu Fukuwatari, Mitsue Sano, Kuniaki Saito, Satoshi Sasaki, Katsumi Shibata. Supplementing healthy women with up to 5.0 g/d of L-tryptophan has no adverse effects. The Journal of nutrition. 2013 Jun; 143(6):859-66. doi: 10.3945/jn.112.173823. [PMID: 23616514]
  • Svetlana Dolina, Dov Margalit, Sergey Malitsky, Eugeny Pressman, Aharon Rabinkov. Epilepsy as a pyridoxine-dependent condition: quantified urinary biomarkers for status evaluation and monitoring antiepileptic treatment. Medical hypotheses. 2012 Aug; 79(2):157-64. doi: 10.1016/j.mehy.2012.04.022. [PMID: 22647618]
  • Marisa Möller, Jan L Du Preez, Robin Emsley, Brian H Harvey. Social isolation rearing in rats alters plasma tryptophan metabolism and is reversed by sub-chronic clozapine treatment. Neuropharmacology. 2012 Jun; 62(8):2499-506. doi: 10.1016/j.neuropharm.2012.02.021. [PMID: 22426240]
  • Roy M Nilsen, Anne-Lise Bjørke-Monsen, Oivind Midttun, Ottar Nygård, Eva R Pedersen, Arve Ulvik, Per Magnus, Håkon K Gjessing, Stein Emil Vollset, Per Magne Ueland. Maternal tryptophan and kynurenine pathway metabolites and risk of preeclampsia. Obstetrics and gynecology. 2012 Jun; 119(6):1243-50. doi: 10.1097/aog.0b013e318255004e. [PMID: 22617590]
  • Xiao-Dan Wang, Francesca M Notarangelo, Ji-Zuo Wang, Robert Schwarcz. Kynurenic acid and 3-hydroxykynurenine production from D-kynurenine in mice. Brain research. 2012 May; 1455(?):1-9. doi: 10.1016/j.brainres.2012.03.026. [PMID: 22498176]
  • Marco Antonioli, Joanna Rybka, Livia A Carvalho. Neuroimmune endocrine effects of antidepressants. Neuropsychiatric disease and treatment. 2012; 8(?):65-83. doi: 10.2147/ndt.s16409. [PMID: 22347798]
  • Praveen Kumar Munipally, Satish G Agraharm, Vijay Kumar Valavala, Sridhar Gundae, Naga Raju Turlapati. Evaluation of indoleamine 2,3-dioxygenase expression and kynurenine pathway metabolites levels in serum samples of diabetic retinopathy patients. Archives of physiology and biochemistry. 2011 Dec; 117(5):254-8. doi: 10.3109/13813455.2011.623705. [PMID: 22034910]
  • A M Myint, M J Schwarz, R Verkerk, H H Mueller, J Zach, S Scharpé, H W M Steinbusch, B E Leonard, Y K Kim. Reversal of imbalance between kynurenic acid and 3-hydroxykynurenine by antipsychotics in medication-naïve and medication-free schizophrenic patients. Brain, behavior, and immunity. 2011 Nov; 25(8):1576-81. doi: 10.1016/j.bbi.2011.05.005. [PMID: 21620952]
  • Xin Fu, Marcus A Lawson, Keith W Kelley, Robert Dantzer. HIV-1 Tat activates indoleamine 2,3 dioxygenase in murine organotypic hippocampal slice cultures in a p38 mitogen-activated protein kinase-dependent manner. Journal of neuroinflammation. 2011 Aug; 8(?):88. doi: 10.1186/1742-2094-8-88. [PMID: 21810259]
  • Ruth Condray, George G Dougherty, Matcheri S Keshavan, Ravinder D Reddy, Gretchen L Haas, Debra M Montrose, Wayne R Matson, Joseph McEvoy, Rima Kaddurah-Daouk, Jeffrey K Yao. 3-Hydroxykynurenine and clinical symptoms in first-episode neuroleptic-naive patients with schizophrenia. The international journal of neuropsychopharmacology. 2011 Jul; 14(6):756-67. doi: 10.1017/s1461145710001689. [PMID: 21275080]
  • Oivind Midttun, Arve Ulvik, Eva Ringdal Pedersen, Marta Ebbing, Oyvind Bleie, Hall Schartum-Hansen, Roy Miodini Nilsen, Ottar Nygård, Per M Ueland. Low plasma vitamin B-6 status affects metabolism through the kynurenine pathway in cardiovascular patients with systemic inflammation. The Journal of nutrition. 2011 Apr; 141(4):611-7. doi: 10.3945/jn.110.133082. [PMID: 21310866]
  • Hee Jung Ahn, Kyung Wan Min, Youn-Ok Cho. Assessment of vitamin B(6) status in Korean patients with newly diagnosed type 2 diabetes. Nutrition research and practice. 2011 Feb; 5(1):34-9. doi: 10.4162/nrp.2011.5.1.34. [PMID: 21487494]
  • H J M Majoie, K Rijkers, M W Berfelo, J A R J Hulsman, A Myint, M Schwarz, J S H Vles. Vagus nerve stimulation in refractory epilepsy: effects on pro- and anti-inflammatory cytokines in peripheral blood. Neuroimmunomodulation. 2011; 18(1):52-6. doi: 10.1159/000315530. [PMID: 20639683]
  • Matthias Keller, David P Enot, Mark P Hodson, Emeka I Igwe, Hans-Peter Deigner, Justin Dean, Hayde Bolouri, Henrik Hagberg, Carina Mallard. Inflammatory-induced hibernation in the fetus: priming of fetal sheep metabolism correlates with developmental brain injury. PloS one. 2011; 6(12):e29503. doi: 10.1371/journal.pone.0029503. [PMID: 22242129]
  • R Kaddurah-Daouk, S H Boyle, W Matson, S Sharma, S Matson, H Zhu, M B Bogdanov, E Churchill, R R Krishnan, A J Rush, E Pickering, M Delnomdedieu. Pretreatment metabotype as a predictor of response to sertraline or placebo in depressed outpatients: a proof of concept. Translational psychiatry. 2011; 1(?):. doi: 10.1038/tp.2011.22. [PMID: 22162828]
  • J K Yao, G G Dougherty, R D Reddy, M S Keshavan, D M Montrose, W R Matson, S Rozen, R R Krishnan, J McEvoy, R Kaddurah-Daouk. Altered interactions of tryptophan metabolites in first-episode neuroleptic-naive patients with schizophrenia. Molecular psychiatry. 2010 Sep; 15(9):938-53. doi: 10.1038/mp.2009.33. [PMID: 19401681]
  • Hui-Ming Lin, Matthew P G Barnett, Nicole C Roy, Nigel I Joyce, Shuotun Zhu, Kelly Armstrong, Nuala A Helsby, Lynnette R Ferguson, Daryl D Rowan. Metabolomic analysis identifies inflammatory and noninflammatory metabolic effects of genetic modification in a mouse model of Crohn's disease. Journal of proteome research. 2010 Apr; 9(4):1965-75. doi: 10.1021/pr901130s. [PMID: 20141220]
  • Robert Schwarcz, Paolo Guidetti, Korrapati V Sathyasaikumar, Paul J Muchowski. Of mice, rats and men: Revisiting the quinolinic acid hypothesis of Huntington's disease. Progress in neurobiology. 2010 Feb; 90(2):230-45. doi: 10.1016/j.pneurobio.2009.04.005. [PMID: 19394403]
  • E Gulaj, K Pawlak, B Bien, D Pawlak. Kynurenine and its metabolites in Alzheimer's disease patients. Advances in medical sciences. 2010; 55(2):204-11. doi: 10.2478/v10039-010-0023-6. [PMID: 20639188]
  • Krystyna Pawlak, Agnieszka Buraczewska-Buczko, Michal Mysliwiec, Dariusz Pawlak. Hyperfibrinolysis, uPA/suPAR system, kynurenines, and the prevalence of cardiovascular disease in patients with chronic renal failure on conservative treatment. The American journal of the medical sciences. 2010 Jan; 339(1):5-9. doi: 10.1097/maj.0b013e3181b922a4. [PMID: 19926968]
  • K Pawlak, M Myśliwiec, D Pawlak. Kynurenine pathway - a new link between endothelial dysfunction and carotid atherosclerosis in chronic kidney disease patients. Advances in medical sciences. 2010; 55(2):196-203. doi: 10.2478/v10039-010-0015-6. [PMID: 20439183]
  • Abdulla A-B Badawy, Christopher J Morgan. Rapid Isocratic Liquid Chromatographic Separation and Quantification of Tryptophan and Six kynurenine Metabolites in Biological Samples with Ultraviolet and Fluorimetric Detection. International journal of tryptophan research : IJTR. 2010; 3(?):175-86. doi: 10.4137/ijtr.s6225. [PMID: 22084598]
  • Krystyna Pawlak, Janina Tankiewicz, Michal Mysliwiec, Dariusz Pawlak. Tissue factor/its pathway inhibitor system and kynurenines in chronic kidney disease patients on conservative treatment. Blood coagulation & fibrinolysis : an international journal in haemostasis and thrombosis. 2009 Oct; 20(7):590-4. doi: 10.1097/mbc.0b013e32832da16d. [PMID: 19491664]
  • Krystyna Pawlak, Tomasz Domaniewski, Michal Mysliwiec, Dariusz Pawlak. Kynurenines and oxidative status are independently associated with thrombomodulin and von Willebrand factor levels in patients with end-stage renal disease. Thrombosis research. 2009 Sep; 124(4):452-7. doi: 10.1016/j.thromres.2009.04.011. [PMID: 19477487]
  • Hiromitsu Yoshimura, Takayuki Sakai, Yusuke Kuwahara, Masayoshi Ito, Katsuki Tsuritani, Yasushi Hirasawa, Tadashi Nagamatsu. Effects of kynurenine metabolites on mesangial cell proliferation and gene expression. Experimental and molecular pathology. 2009 Aug; 87(1):70-5. doi: 10.1016/j.yexmp.2009.02.002. [PMID: 19268458]
  • Krystyna Pawlak, Tomasz Domaniewski, Michal Mysliwiec, Dariusz Pawlak. The kynurenines are associated with oxidative stress, inflammation and the prevalence of cardiovascular disease in patients with end-stage renal disease. Atherosclerosis. 2009 May; 204(1):309-14. doi: 10.1016/j.atherosclerosis.2008.08.014. [PMID: 18823890]
  • Øivind Midttun, Steinar Hustad, Per M Ueland. Quantitative profiling of biomarkers related to B-vitamin status, tryptophan metabolism and inflammation in human plasma by liquid chromatography/tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2009 May; 23(9):1371-9. doi: 10.1002/rcm.4013. [PMID: 19337982]
  • Wilhelmina H A de Jong, Reinier Smit, Stephan J L Bakker, Elisabeth G E de Vries, Ido P Kema. Plasma tryptophan, kynurenine and 3-hydroxykynurenine measurement using automated on-line solid-phase extraction HPLC-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Mar; 877(7):603-9. doi: 10.1016/j.jchromb.2009.01.015. [PMID: 19196554]
  • Arthur R Van Gool, Robert Verkerk, Durk Fekkes, Marjolein Bannink, Stefan Sleijfer, Wim H J Kruit, Bronno van der Holt, Simon Scharpé, Alexander M M Eggermont, Gerrit Stoter, Michiel W Hengeveld. Neurotoxic and neuroprotective metabolites of kynurenine in patients with renal cell carcinoma treated with interferon-alpha: course and relationship with psychiatric status. Psychiatry and clinical neurosciences. 2008 Oct; 62(5):597-602. doi: 10.1111/j.1440-1819.2008.01854.x. [PMID: 18950381]
  • D J Mole, N V McFerran, G Collett, C O'Neill, T Diamond, O J Garden, L Kylanpaa, H Repo, E A Deitch. Tryptophan catabolites in mesenteric lymph may contribute to pancreatitis-associated organ failure. The British journal of surgery. 2008 Jul; 95(7):855-67. doi: 10.1002/bjs.6112. [PMID: 18473343]
  • Jonathan H Fox, Jibrin A Kama, Gregory Lieberman, Raman Chopra, Kate Dorsey, Vanita Chopra, Irene Volitakis, Robert A Cherny, Ashley I Bush, Steven Hersch. Mechanisms of copper ion mediated Huntington's disease progression. PloS one. 2007 Mar; 2(3):e334. doi: 10.1371/journal.pone.0000334. [PMID: 17396163]
  • Guilhian Leipnitz, Cristiana Schumacher, Karina B Dalcin, Karina Scussiato, Alexandre Solano, Cláudia Funchal, Carlos S Dutra-Filho, Angela T S Wyse, Clóvis M D Wannmacher, Alexandra Latini, Moacir Wajner. In vitro evidence for an antioxidant role of 3-hydroxykynurenine and 3-hydroxyanthranilic acid in the brain. Neurochemistry international. 2007 Jan; 50(1):83-94. doi: 10.1016/j.neuint.2006.04.017. [PMID: 16959377]
  • Haiwei Gu, Huanwen Chen, Zhengzheng Pan, Ayanna U Jackson, Nari Talaty, Bowei Xi, Candice Kissinger, Chester Duda, Doug Mann, Daniel Raftery, R Graham Cooks. Monitoring diet effects via biofluids and their implications for metabolomics studies. Analytical chemistry. 2007 Jan; 79(1):89-97. doi: 10.1021/ac060946c. [PMID: 17194125]
  • G M Mackay, C M Forrest, N Stoy, J Christofides, M Egerton, T W Stone, L G Darlington. Tryptophan metabolism and oxidative stress in patients with chronic brain injury. European journal of neurology. 2006 Jan; 13(1):30-42. doi: 10.1111/j.1468-1331.2006.01220.x. [PMID: 16420391]
  • Guilhian Leipnitz, Cristiana Schumacher, Karina Scussiato, Karina B Dalcin, Clóvis M D Wannmacher, Angela T D Wyse, Carlos S Dutra-Filho, Moacir Wajner, Alexandra Latini. Quinolinic acid reduces the antioxidant defenses in cerebral cortex of young rats. International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience. 2005 Dec; 23(8):695-701. doi: 10.1016/j.ijdevneu.2005.08.004. [PMID: 16213122]
  • Rüdiger Hardeland, S R Pandi-Perumal. Melatonin, a potent agent in antioxidative defense: actions as a natural food constituent, gastrointestinal factor, drug and prodrug. Nutrition & metabolism. 2005 Sep; 2(?):22. doi: 10.1186/1743-7075-2-22. [PMID: 16153306]
  • Magdalena M Staniszewska, Ram H Nagaraj. 3-hydroxykynurenine-mediated modification of human lens proteins: structure determination of a major modification using a monoclonal antibody. The Journal of biological chemistry. 2005 Jun; 280(23):22154-64. doi: 10.1074/jbc.m501419200. [PMID: 15817458]
  • N Stoy, G M Mackay, C M Forrest, J Christofides, M Egerton, T W Stone, L G Darlington. Tryptophan metabolism and oxidative stress in patients with Huntington's disease. Journal of neurochemistry. 2005 May; 93(3):611-23. doi: 10.1111/j.1471-4159.2005.03070.x. [PMID: 15836620]
  • Alberto Sala, Monica Campagnoli, Eleonora Perani, Assunta Romano, Sara Labò, Enrico Monzani, Lorenzo Minchiotti, Monica Galliano. Human alpha-1-microglobulin is covalently bound to kynurenine-derived chromophores. The Journal of biological chemistry. 2004 Dec; 279(49):51033-41. doi: 10.1074/jbc.m408242200. [PMID: 15452109]
  • Ji Hoon Jeong, Hyung Jun Kim, Tae Jin Lee, Mi Kyung Kim, Eon Sub Park, Byung Sun Choi. Epigallocatechin 3-gallate attenuates neuronal damage induced by 3-hydroxykynurenine. Toxicology. 2004 Jan; 195(1):53-60. doi: 10.1016/j.tox.2003.08.007. [PMID: 14698567]
  • T J Greer Wilson, Karl Kristian Thomsen, Bent O Petersen, Jens Ø Duus, Richard P Oliver. Detection of 3-hydroxykynurenine in a plant pathogenic fungus. The Biochemical journal. 2003 May; 371(Pt 3):783-8. doi: 10.1042/bj20021797. [PMID: 12556224]
  • Dariusz Pawlak, Mariusz Koda, Sawomir Wołczyński, Michal Myśliwiec, Wlodzimierz Buczko. Mechanism of inhibitory effect of 3-hydroxykynurenine on erythropoiesis in patients with renal insufficiency. Advances in experimental medicine and biology. 2003; 527(?):375-80. doi: 10.1007/978-1-4615-0135-0_43. [PMID: 15206753]
  • Anna Tankiewicz, Dariusz Pawlak, Joanna Topczewska-Bruns, Wlodzimierz Buczko. Kidney and liver kynurenine pathway enzymes in chronic renal failure. Advances in experimental medicine and biology. 2003; 527(?):409-14. doi: 10.1007/978-1-4615-0135-0_48. [PMID: 15206758]
  • Joanna Topczewska-Bruns, Dariusz Pawlak, Ewa Chabielska, Anna Tankiewicz, Wlodzimierz Buczko. Increased levels of 3-hydroxykynurenine in different brain regions of rats with chronic renal insufficiency. Brain research bulletin. 2002 Aug; 58(4):423-8. doi: 10.1016/s0361-9230(02)00813-4. [PMID: 12183021]
  • Tomoyuki Kita, Paul F Morrison, Melvyn P Heyes, S P Markey. Effects of systemic and central nervous system localized inflammation on the contributions of metabolic precursors to the L-kynurenine and quinolinic acid pools in brain. Journal of neurochemistry. 2002 Jul; 82(2):258-68. doi: 10.1046/j.1471-4159.2002.00955.x. [PMID: 12124427]