acetoacetate (BioDeep_00000228953)

   

human metabolite


代谢物信息卡片


Acetoacetic acid, calcium salt

化学式: C4H5O3- (101.02386800000001)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(natural_products) 4.26%

分子结构信息

SMILES: CC(=O)CC(=O)[O-]
InChI: InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7)/p-1

描述信息

Acetoacetate, also known as acetoacetic acid or oxobutyrate, belongs to short-chain keto acids and derivatives class of compounds. Those are keto acids with an alkyl chain the contains less than 6 carbon atoms. Acetoacetate is soluble (in water) and a weakly acidic compound (based on its pKa). Acetoacetate can be found in a number of food items such as plains prickly pear, daikon radish, papaya, and common chokecherry, which makes acetoacetate a potential biomarker for the consumption of these food products. Acetoacetic acid (also diacetic acid) is the organic compound with the formula CH3COCH2COOH. It is the simplest beta-keto acid group, and like other members of this class, it is unstable. The methyl and ethyl esters, which are quite stable, are produced on a large scale industrially as precursors to dyes. Acetoacetic acid is a weak acid .

同义名列表

14 个代谢物同义名

Acetoacetic acid, calcium salt; Butanoic acid, 3-oxo-, ion(1-); Acetoacetic acid, lithium salt; Acetoacetic acid, sodium salt; Butanoate, 3-oxo-, ion(1-); Acetoacetic acid ion(1-); Acetoacetate ion(1-); Sodium acetoacetate; 3-Oxobutyric acid; acetoacetic acid; 3-Ketobutyrate; 3-Oxobutanoate; Acetoacetate; Oxobutyrate



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(7)

BioCyc(15)

PlantCyc(1)

代谢反应

44 个相关的代谢反应过程信息。

Reactome(12)

BioCyc(29)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(2)

  • ketogenesis: (R)-3-hydroxybutanoate + NAD+ ⟶ H+ + NADH + acetoacetate
  • ketogenesis: (R)-3-hydroxybutanoate + NAD+ ⟶ H+ + NADH + acetoacetate

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 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

  • Xiangyu Liu, Bo Zhang, Junsheng Tian, Yumei Han. Plasma metabolomics reveals the intervention mechanism of different types of exercise on chronic unpredictable mild stress-induced depression rat model. Metabolic brain disease. 2024 Jan; 39(1):1-13. doi: 10.1007/s11011-023-01310-7. [PMID: 37999885]
  • Yan Gao, Xinlei Sheng, Doudou Tan, SunJoo Kim, Soyoung Choi, Sanjita Paudel, Taeho Lee, Cong Yan, Minjia Tan, Kyu Min Kim, Sam Seok Cho, Sung Hwan Ki, He Huang, Yingming Zhao, Sangkyu Lee. Identification of Histone Lysine Acetoacetylation as a Dynamic Post-Translational Modification Regulated by HBO1. Advanced science (Weinheim, Baden-Wurttemberg, Germany). 2023 Jun; ?(?):e2300032. doi: 10.1002/advs.202300032. [PMID: 37382194]
  • Angeliki M Angelidi, Alexander Kokkinos, Despina Sanoudou, Margery A Connelly, Andreas Alexandrou, Geltrude Mingrone, Christos S Mantzoros. Early metabolomic, lipid and lipoprotein changes in response to medical and surgical therapeutic approaches to obesity. Metabolism: clinical and experimental. 2023 01; 138(?):155346. doi: 10.1016/j.metabol.2022.155346. [PMID: 36375643]
  • Xiao-Jun Wu, Qin-Qin Shu, Bin Wang, Lan Dong, Bin Hao. Acetoacetate Improves Memory in Alzheimer's Mice via Promoting Brain-Derived Neurotrophic Factor and Inhibiting Inflammation. American journal of Alzheimer's disease and other dementias. 2022 Jan; 37(?):15333175221124949. doi: 10.1177/15333175221124949. [PMID: 36113018]
  • Valentina Spigoni, Gloria Cinquegrani, Nicolas Thomas Iannozzi, Giulia Frigeri, Giulia Maggiolo, Marta Maggi, Vanessa Parello, Alessandra Dei Cas. Activation of G protein-coupled receptors by ketone bodies: Clinical implication of the ketogenic diet in metabolic disorders. Frontiers in endocrinology. 2022; 13(?):972890. doi: 10.3389/fendo.2022.972890. [PMID: 36339405]
  • Valeryia Mikalayeva, Monika Pankevičiūtė, Vaidotas Žvikas, V Arvydas Skeberdis, Sergio Bordel. Contribution of branched chain amino acids to energy production and mevalonate synthesis in cancer cells. Biochemical and biophysical research communications. 2021 12; 585(?):61-67. doi: 10.1016/j.bbrc.2021.11.034. [PMID: 34794035]
  • Ran Zhong, Renling Miao, Jiao Meng, Rimao Wu, Yong Zhang, Dahai Zhu. Acetoacetate promotes muscle cell proliferation via the miR-133b/SRF axis through the Mek-Erk-MEF2 pathway. Acta biochimica et biophysica Sinica. 2021 Jul; 53(8):1009-1016. doi: 10.1093/abbs/gmab079. [PMID: 34184741]
  • M Petras, D Kalenska, M Samos, T Bolek, M Sarlinova, P Racay, E Halasova, O Strbak, J Stasko, L Musak, M Skorvanova, E Baranovicova. NMR plasma metabolomics study of patients overcoming acute myocardial infarction: in the first 12 h after onset of chest pain with statistical discrimination towards metabolomic biomarkers. Physiological research. 2020 11; 69(5):823-834. doi: 10.33549/physiolres.934417. [PMID: 32901496]
  • Trudi Denoon, Siddharth Sunilkumar, Sue M Ford. Acetoacetate enhances oxidative metabolism and response to toxicants of cultured kidney cells. Toxicology letters. 2020 May; 323(?):19-24. doi: 10.1016/j.toxlet.2020.01.015. [PMID: 31962156]
  • Nicole S Schmid, Marcus Clauss, Udo Hetzel, Barbara Riond, Monika Bochmann, Jean-Michel Hatt. Development, diagnosis and therapy of ketosis in non-gravid and non-lactating Guinea pigs. BMC veterinary research. 2020 Feb; 16(1):41. doi: 10.1186/s12917-020-2257-2. [PMID: 32013972]
  • Franziska Hajek, Rolf Mansfeld. [Overview on the relationship between changes in activity and ketosis in dairy cows]. Tierarztliche Praxis. Ausgabe G, Grosstiere/Nutztiere. 2019 Dec; 47(6):380-389. doi: 10.1055/a-1037-9173. [PMID: 31810085]
  • Stine M Ulven, Jacob J Christensen, Ottar Nygård, Asbjørn Svardal, Lena Leder, Inger Ottestad, Vegard Lysne, Johnny Laupsa-Borge, Per Magne Ueland, Øivind Midttun, Klaus Meyer, Adrian McCann, Lene F Andersen, Kirsten B Holven. Using metabolic profiling and gene expression analyses to explore molecular effects of replacing saturated fat with polyunsaturated fat-a randomized controlled dietary intervention study. The American journal of clinical nutrition. 2019 05; 109(5):1239-1250. doi: 10.1093/ajcn/nqy356. [PMID: 31051508]
  • Desiree Abdurrachim, Xing Qi Teo, Chern Chiuh Woo, Sing Yee Ong, Nurul Farhana Salleh, Janise Lalic, Ru-San Tan, Philip Teck Hock Lee. Cardiac metabolic modulation upon low-carbohydrate low-protein ketogenic diet in diabetic rats studied in vivo using hyperpolarized 13 C pyruvate, butyrate and acetoacetate probes. Diabetes, obesity & metabolism. 2019 04; 21(4):949-960. doi: 10.1111/dom.13608. [PMID: 30536560]
  • Satoko Tsuchiya, Shojiro Sawada, Kana Takeda, Kenji Takahashi, Takeko Nakajima, Masato Kohata, Satoko Kurosawa, Chihiro Satake, Junta Imai, Katsuko Kikuchi, Setsuya Aiba, Hideki Katagiri. Eruptive xanthomas in a patient with soft-drink diabetic ketosis and apolipoprotein E4/2. Endocrine journal. 2019 Jan; 66(1):107-114. doi: 10.1507/endocrj.ej18-0356. [PMID: 30393272]
  • David Polidori, Hiroaki Iijima, Maki Goda, Nobuko Maruyama, Nobuya Inagaki, Peter A Crawford. Intra- and inter-subject variability for increases in serum ketone bodies in patients with type 2 diabetes treated with the sodium glucose co-transporter 2 inhibitor canagliflozin. Diabetes, obesity & metabolism. 2018 05; 20(5):1321-1326. doi: 10.1111/dom.13224. [PMID: 29341404]
  • Cornelius von Morze, Michael A Ohliger, Irene Marco-Rius, David M Wilson, Robert R Flavell, David Pearce, Daniel B Vigneron, John Kurhanewicz, Zhen J Wang. Direct assessment of renal mitochondrial redox state using hyperpolarized 13 C-acetoacetate. Magnetic resonance in medicine. 2018 04; 79(4):1862-1869. doi: 10.1002/mrm.27054. [PMID: 29314217]
  • Jun-Ichiro Hattan, Kazutoshi Shindo, Tetsuya Sasaki, Norihiko Misawa. Isolation and Functional Characterization of New Terpene Synthase Genes from Traditional Edible Plants. Journal of oleo science. 2018; 67(10):1235-1246. doi: 10.5650/jos.ess18163. [PMID: 30305556]
  • Ángel Sánchez-Illana, Antonio Núñez-Ramiro, María Cernada, Anna Parra-Llorca, Eva Valverde, Dorotea Blanco, Maria Teresa Moral-Pumarega, Fernando Cabañas, Hector Boix, Antonio Pavon, Mercedes Chaffanel, Isabel Benavente-Fernández, Inés Tofe, Begoña Loureiro, José R Fernández-Lorenzo, Belén Fernández-Colomer, Ana García-Robles, Julia Kuligowski, Máximo Vento. Evolution of Energy Related Metabolites in Plasma from Newborns with Hypoxic-Ischemic Encephalopathy during Hypothermia Treatment. Scientific reports. 2017 12; 7(1):17039. doi: 10.1038/s41598-017-17202-7. [PMID: 29213095]
  • Trine Salomón, Christian Sibbersen, Jakob Hansen, Dieter Britz, Mads Vandsted Svart, Thomas Schmidt Voss, Niels Møller, Niels Gregersen, Karl Anker Jørgensen, Johan Palmfeldt, Thomas Bjørnskov Poulsen, Mogens Johannsen. Ketone Body Acetoacetate Buffers Methylglyoxal via a Non-enzymatic Conversion during Diabetic and Dietary Ketosis. Cell chemical biology. 2017 Aug; 24(8):935-943.e7. doi: 10.1016/j.chembiol.2017.07.012. [PMID: 28820963]
  • Chong Zhou, Andrea J Yool, Roger W Byard. The Etiology of Basal Vacuolizations in Renal Tubular Epithelial Cells Evaluated in an Isolated Perfused Kidney Model. Journal of forensic sciences. 2017 Jul; 62(4):915-920. doi: 10.1111/1556-4029.13354. [PMID: 27982428]
  • Emil F Holmquist, Ulrik B Keiding, Rasmus Kold-Christensen, Trine Salomón, Karl Anker Jørgensen, Peter Kristensen, Thomas B Poulsen, Mogens Johannsen. ReactELISA: Monitoring a Carbon Nucleophilic Metabolite by ELISA-a Study of Lipid Metabolism. Analytical chemistry. 2017 05; 89(9):5066-5071. doi: 10.1021/acs.analchem.7b00507. [PMID: 28376300]
  • Siyuan Xia, Ruiting Lin, Lingtao Jin, Liang Zhao, Hee-Bum Kang, Yaozhu Pan, Shuangping Liu, Guoqing Qian, Zhiyu Qian, Evmorfia Konstantakou, Baotong Zhang, Jin-Tang Dong, Young Rock Chung, Omar Abdel-Wahab, Taha Merghoub, Lu Zhou, Ragini R Kudchadkar, David H Lawson, Hanna J Khoury, Fadlo R Khuri, Lawrence H Boise, Sagar Lonial, Benjamin H Lee, Brian P Pollack, Jack L Arbiser, Jun Fan, Qun-Ying Lei, Jing Chen. Prevention of Dietary-Fat-Fueled Ketogenesis Attenuates BRAF V600E Tumor Growth. Cell metabolism. 2017 02; 25(2):358-373. doi: 10.1016/j.cmet.2016.12.010. [PMID: 28089569]
  • Jing Zhang, Huanchun Song, Shuying Jiang, Zhibin Chen, Shuhua Tong, Feiyan Lin, Congcong Wen, Xiuhua Zhang, Lufeng Hu. Fisher Discrimination of Metabolic Changes in Rats Treated with Aspirin and Ibuprofen. Pharmacology. 2017; 100(3-4):194-200. doi: 10.1159/000477971. [PMID: 28728150]
  • F B Aksungar, M Sarıkaya, A Coskun, M Serteser, I Unsal. Comparison of Intermittent Fasting Versus Caloric Restriction in Obese Subjects: A Two Year Follow-Up. The journal of nutrition, health & aging. 2017; 21(6):681-685. doi: 10.1007/s12603-016-0786-y. [PMID: 28537332]
  • Christian-Alexandre Castellano, Nancy Paquet, Isabelle J Dionne, Hélène Imbeault, Francis Langlois, Etienne Croteau, Sébastien Tremblay, Mélanie Fortier, J Jacques Matte, Guy Lacombe, Tamás Fülöp, Christian Bocti, Stephen C Cunnane. A 3-Month Aerobic Training Program Improves Brain Energy Metabolism in Mild Alzheimer's Disease: Preliminary Results from a Neuroimaging Study. Journal of Alzheimer's disease : JAD. 2017; 56(4):1459-1468. doi: 10.3233/jad-161163. [PMID: 28157102]
  • Hayden White, Balasubramanian Venkatesh, Mark Jones, Hesly Fuentes. Serial changes in plasma ketone concentrations in patients with acute brain injury. Neurological research. 2017 Jan; 39(1):1-6. doi: 10.1080/01616412.2016.1251695. [PMID: 27788628]
  • Minzhi Peng, Yanna Cai, Xiefan Fang, Li Liu. Rapid quantification of metabolic intermediates in blood by liquid chromatography-tandem mass spectrometry to investigate congenital lactic acidosis. Analytica chimica acta. 2016 Oct; 942(?):50-57. doi: 10.1016/j.aca.2016.08.025. [PMID: 27720121]
  • Joanne Brooke, Marlon Stiell, Omorogieva Ojo. Evaluation of the Accuracy of Capillary Hydroxybutyrate Measurement Compared with Other Measurements in the Diagnosis of Diabetic Ketoacidosis: A Systematic Review. International journal of environmental research and public health. 2016 08; 13(9):. doi: 10.3390/ijerph13090837. [PMID: 27563914]
  • Preeti Kanikarla-Marie, Sushil K Jain. Hyperketonemia and ketosis increase the risk of complications in type 1 diabetes. Free radical biology & medicine. 2016 06; 95(?):268-77. doi: 10.1016/j.freeradbiomed.2016.03.020. [PMID: 27036365]
  • Magdalena Orczyk-Pawilowicz, Ewa Jawien, Stanislaw Deja, Lidia Hirnle, Adam Zabek, Piotr Mlynarz. Metabolomics of Human Amniotic Fluid and Maternal Plasma during Normal Pregnancy. PloS one. 2016; 11(4):e0152740. doi: 10.1371/journal.pone.0152740. [PMID: 27070784]
  • Albert R Jones, Tova Meshulam, Marcus F Oliveira, Nathan Burritt, Barbara E Corkey. Extracellular Redox Regulation of Intracellular Reactive Oxygen Generation, Mitochondrial Function and Lipid Turnover in Cultured Human Adipocytes. PloS one. 2016; 11(10):e0164011. doi: 10.1371/journal.pone.0164011. [PMID: 27741233]
  • Lixin Na, Qiao Zhang, Shuo Jiang, Shanshan Du, Wei Zhang, Ying Li, Changhao Sun, Yucun Niu. Mangiferin supplementation improves serum lipid profiles in overweight patients with hyperlipidemia: a double-blind randomized controlled trial. Scientific reports. 2015 May; 5(?):10344. doi: 10.1038/srep10344. [PMID: 25989216]
  • Michael A Puskarich, Michael A Finkel, Alla Karnovsky, Alan E Jones, Julie Trexel, Brooke N Harris, Kathleen A Stringer. Pharmacometabolomics of l-carnitine treatment response phenotypes in patients with septic shock. Annals of the American Thoracic Society. 2015 Jan; 12(1):46-56. doi: 10.1513/annalsats.201409-415oc. [PMID: 25496487]
  • Naoko Tanda, Yoshinori Hinokio, Jumpei Washio, Nobuhiro Takahashi, Takeyoshi Koseki. Analysis of ketone bodies in exhaled breath and blood of ten healthy Japanese at OGTT using a portable gas chromatograph. Journal of breath research. 2014 Nov; 8(4):046008. doi: 10.1088/1752-7155/8/4/046008. [PMID: 25417653]
  • Catriona A McNeil, Camilla Pramfalk, Sandy M Humphreys, Leanne Hodson. The storage stability and concentration of acetoacetate differs between blood fractions. Clinica chimica acta; international journal of clinical chemistry. 2014 Jun; 433(?):278-83. doi: 10.1016/j.cca.2014.03.033. [PMID: 24721643]
  • Sachiko Chikahisa, Noriyuki Shimizu, Tetsuya Shiuchi, Hiroyoshi Séi. Ketone body metabolism and sleep homeostasis in mice. Neuropharmacology. 2014 Apr; 79(?):399-404. doi: 10.1016/j.neuropharm.2013.12.009. [PMID: 24361452]
  • L W Sun, H Y Zhang, L Wu, S Shu, C Xia, C Xu, J S Zheng. (1)H-Nuclear magnetic resonance-based plasma metabolic profiling of dairy cows with clinical and subclinical ketosis. Journal of dairy science. 2014 Mar; 97(3):1552-62. doi: 10.3168/jds.2013-6757. [PMID: 24440255]
  • Yuvaraj Mahendran, Jagadish Vangipurapu, Henna Cederberg, Alena Stancáková, Jussi Pihlajamäki, Pasi Soininen, Antti J Kangas, Jussi Paananen, Mete Civelek, Niyas K Saleem, Päivi Pajukanta, Aldons J Lusis, Lori L Bonnycastle, Mario A Morken, Francis S Collins, Karen L Mohlke, Michael Boehnke, Mika Ala-Korpela, Johanna Kuusisto, Markku Laakso. Association of ketone body levels with hyperglycemia and type 2 diabetes in 9,398 Finnish men. Diabetes. 2013 Oct; 62(10):3618-26. doi: 10.2337/db12-1363. [PMID: 23557707]
  • A A Klocker, H Phelan, S M Twigg, M E Craig. Blood β-hydroxybutyrate vs. urine acetoacetate testing for the prevention and management of ketoacidosis in Type 1 diabetes: a systematic review. Diabetic medicine : a journal of the British Diabetic Association. 2013 Jul; 30(7):818-24. doi: 10.1111/dme.12136. [PMID: 23330615]
  • Alexandre Courchesne-Loyer, Mélanie Fortier, Jennifer Tremblay-Mercier, Raphaël Chouinard-Watkins, Maggie Roy, Scott Nugent, Christian-Alexandre Castellano, Stephen C Cunnane. Stimulation of mild, sustained ketonemia by medium-chain triacylglycerols in healthy humans: estimated potential contribution to brain energy metabolism. Nutrition (Burbank, Los Angeles County, Calif.). 2013 Apr; 29(4):635-40. doi: 10.1016/j.nut.2012.09.009. [PMID: 23274095]
  • Takashi Kawamura, Takeshi Okubo, Koji Sato, Satoshi Fujita, Kazushige Goto, Takafumi Hamaoka, Motoyuki Iemitsu. Glycerophosphocholine enhances growth hormone secretion and fat oxidation in young adults. Nutrition (Burbank, Los Angeles County, Calif.). 2012 Nov; 28(11-12):1122-6. doi: 10.1016/j.nut.2012.02.011. [PMID: 22673596]
  • Mao-rong Wang, Xin Zhang, Yan-qing Liu. [Acetoacetate extract from Celastrus orbiculatus Thunb inhibits growth of RFP-xenografted human liver carcinoma]. Zhonghua gan zang bing za zhi = Zhonghua ganzangbing zazhi = Chinese journal of hepatology. 2012 May; 20(5):377-80. doi: 10.3760/cma.j.issn.1007-3418.2012.05.015. [PMID: 22971285]
  • Yuriko Higashino-Matsui, Ken Shirato, Yuko Suzuki, Yu Kawashima, Yui Someya, Shogo Sato, Akira Shiraishi, Manabu Jinde, Akiko Matsumoto, Hisashi Ideno, Kaoru Tachiyashiki, Kazuhiko Imaizumi. Age-related effects of fasting on ketone body production during lipolysis in rats. Environmental health and preventive medicine. 2012 Mar; 17(2):157-63. doi: 10.1007/s12199-011-0231-0. [PMID: 21850422]
  • Merideth Prevost, Yijuan Sun, Karen S Servilla, Larry Massie, Robert H Glew, Antonios H Tzamaloukas. Repeated intoxication presenting with azotemia, elevated serum osmolal gap, and metabolic acidosis with high anion gap: differential diagnosis, management, and prognosis. International urology and nephrology. 2012 Feb; 44(1):309-14. doi: 10.1007/s11255-010-9796-6. [PMID: 20602169]
  • Cristian Palmiere, Frank Sporkert, Dominique Werner, Daniel Bardy, Marc Augsburger, Patrice Mangin. Blood, urine and vitreous isopropyl alcohol as biochemical markers in forensic investigations. Legal medicine (Tokyo, Japan). 2012 Jan; 14(1):17-20. doi: 10.1016/j.legalmed.2011.10.005. [PMID: 22177827]
  • Yi-yang Liu, Shi-jun Wang, Bing-bing Han. [Effects of acetoacetate extract of Radix Aconite on hepatic contents of LA, LDH, PA, Gn and ATPase activities in deficient cold model rats]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2011 Nov; 31(11):1523-6. doi: . [PMID: 22303718]
  • Emmanouil Kalaitzakis, Nikolaos Panousis, Nikolaos Roubies, Nektarios Giadinis, Eleni Kaldrymidou, Marios Georgiadis, Harilaos Karatzias. Clinicopathological evaluation of downer dairy cows with fatty liver. The Canadian veterinary journal = La revue veterinaire canadienne. 2010 Jun; 51(6):615-22. doi: . [PMID: 20808573]
  • Liangcai Zhao, Xia Liu, Liyun Xie, Hongchang Gao, Donghai Lin. 1H NMR-based metabonomic analysis of metabolic changes in streptozotocin-induced diabetic rats. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. 2010; 26(12):1277-82. doi: 10.2116/analsci.26.1277. [PMID: 21157097]
  • Jonathan S Lindsey, Marcin Ptaszek, Masahiko Taniguchi. Simple formation of an abiotic porphyrinogen in aqueous solution. Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life. 2009 Dec; 39(6):495-515. doi: 10.1007/s11084-009-9168-3. [PMID: 19472071]
  • So-Hyun Kim, Seung-Ok Yang, Hee-Su Kim, Yujin Kim, Taesun Park, Hyung-Kyoon Choi. 1H-nuclear magnetic resonance spectroscopy-based metabolic assessment in a rat model of obesity induced by a high-fat diet. Analytical and bioanalytical chemistry. 2009 Oct; 395(4):1117-24. doi: 10.1007/s00216-009-3054-8. [PMID: 19711056]
  • M'hamed Bentourkia, Sébastien Tremblay, Fabien Pifferi, Jacques Rousseau, Roger Lecomte, Stephen Cunnane. PET study of 11C-acetoacetate kinetics in rat brain during dietary treatments affecting ketosis. American journal of physiology. Endocrinology and metabolism. 2009 Apr; 296(4):E796-801. doi: 10.1152/ajpendo.90644.2008. [PMID: 19176356]
  • R Ramakrishnan, R Sheeladevi, A Namasivayam. Regulation of protein kinases and coregulatory interplay of S-100beta and serotonin transporter on serotonin levels in diabetic rat brain. Journal of neuroscience research. 2009 Jan; 87(1):246-59. doi: 10.1002/jnr.21833. [PMID: 18711746]
  • Tomonori Tamaki, Yoji Node, Akira Teramoto. Changes of the plasma ketone body level and arterial ketone body ratio at the onset of mild aneurysmal subarachnoid hemorrhage. Neurological research. 2008 Nov; 30(9):898-902. doi: 10.1179/016164108x323708. [PMID: 18691448]
  • Yan-Juan Zhou, Cui-Qin Li, Zhe-Zhi Wang. [Studies on the antioxidant activities of leaves from Senecio argunensis]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2008 Sep; 31(9):1355-7. doi: ". [PMID: 19180957]
  • L K Tilbrook, J Slater, A Agarwal, J Cyriac. An unusual cause of interference in a salicylate assay caused by mitochondrial acetoacetyl-CoA thiolase deficiency. Annals of clinical biochemistry. 2008 Sep; 45(Pt 5):524-6. doi: 10.1258/acb.2008.007202. [PMID: 18753430]
  • Søren Felby, Erik Nielsen, Jørgen L Thomsen. The postmortem distribution of ketone bodies between blood, vitreous humor, spinal fluid, and urine. Forensic science, medicine, and pathology. 2008; 4(2):100-7. doi: 10.1007/s12024-007-9018-4. [PMID: 19291479]
  • Elie Chalhoub, Richard W Hanson, Joanne M Belovich. A computer model of gluconeogenesis and lipid metabolism in the perfused liver. American journal of physiology. Endocrinology and metabolism. 2007 Dec; 293(6):E1676-86. doi: 10.1152/ajpendo.00161.2007. [PMID: 17911349]
  • P Taboulet, N Deconinck, A Thurel, L Haas, J Manamani, R Porcher, C Schmit, J-P Fontaine, J-F Gautier. Correlation between urine ketones (acetoacetate) and capillary blood ketones (3-beta-hydroxybutyrate) in hyperglycaemic patients. Diabetes & metabolism. 2007 Apr; 33(2):135-9. doi: 10.1016/j.diabet.2006.11.006. [PMID: 17320448]
  • Michael J MacDonald. Synergistic potent insulin release by combinations of weak secretagogues in pancreatic islets and INS-1 cells. The Journal of biological chemistry. 2007 Mar; 282(9):6043-52. doi: 10.1074/jbc.m606652200. [PMID: 17210580]
  • Sergio Polakof, Rosa M Ceinos, Begoña Fernández-Durán, Jesús M Míguez, José L Soengas. Daily changes in parameters of energy metabolism in brain of rainbow trout: dependence on feeding. Comparative biochemistry and physiology. Part A, Molecular & integrative physiology. 2007 Feb; 146(2):265-73. doi: 10.1016/j.cbpa.2006.10.026. [PMID: 17126577]
  • Masami Hiroyama, Toshinori Aoyagi, Yoko Fujiwara, Junichi Birumachi, Yosuke Shigematsu, Kohji Kiwaki, Ryuji Tasaki, Fumio Endo, Akito Tanoue. Hypermetabolism of fat in V1a vasopressin receptor knockout mice. Molecular endocrinology (Baltimore, Md.). 2007 Jan; 21(1):247-58. doi: 10.1210/me.2006-0069. [PMID: 17021052]
  • P J Hilton, W McKinnon, G A Lord, J-M R Peron, L G Forni. Unexplained acidosis of malnutrition: a study by ion-exchange chromatography/mass spectrometry. Biomedical chromatography : BMC. 2006 Dec; 20(12):1386-9. doi: 10.1002/bmc.712. [PMID: 17080500]
  • Carrie Everett-Grueter, Dale S Edgerton, E Patrick Donahue, Suzan Vaughan, Chang An Chu, Dana K Sindelar, Alan D Cherrington. The effect of an acute elevation of NEFA concentrations on glucagon-stimulated hepatic glucose output. American journal of physiology. Endocrinology and metabolism. 2006 Sep; 291(3):E449-59. doi: 10.1152/ajpendo.00043.2006. [PMID: 16608886]
  • J L Klotz, R N Heitmann. Effects of weaning and ionophore supplementation on selected blood metabolites and growth in dairy calves. Journal of dairy science. 2006 Sep; 89(9):3587-98. doi: 10.3168/jds.s0022-0302(06)72398-0. [PMID: 16899694]
  • Francesco Prisco, Antonio Picardi, Dario Iafusco, Renata Lorini, Laura Minicucci, Marco Evi Martinucci, Sonia Toni, Ferruccio Cerutti, Ivana Rabbone, Raffaella Buzzetti, Antonio Crino, Paolo Pozzilli. Blood ketone bodies in patients with recent-onset type 1 diabetes (a multicenter study). Pediatric diabetes. 2006 Aug; 7(4):223-8. doi: 10.1111/j.1399-5448.2006.00187.x. [PMID: 16911010]
  • R A Nafikov, B N Ametaj, G Bobe, K J Koehler, J W Young, D C Beitz. Prevention of fatty liver in transition dairy cows by subcutaneous injections of glucagon. Journal of dairy science. 2006 May; 89(5):1533-45. doi: 10.3168/jds.s0022-0302(06)72221-4. [PMID: 16606724]
  • Howard E Corey. The anion gap (AG): studies in the nephrotic syndrome and diabetic ketoacidosis (DKA). The Journal of laboratory and clinical medicine. 2006 Mar; 147(3):121-5. doi: 10.1016/j.lab.2005.10.004. [PMID: 16503241]
  • Feng-Min Li, Hong-Ying Hu. Isolation and characterization of a novel antialgal allelochemical from Phragmites communis. Applied and environmental microbiology. 2005 Nov; 71(11):6545-53. doi: 10.1128/aem.71.11.6545-6553.2005. [PMID: 16269680]
  • Sandra L Wootton-Gorges, Michael H Buonocore, Nathan Kuppermann, James Marcin, Joseph Dicarlo, E Kirk Neely, Patrick D Barnes, Nicole Glaser. Detection of cerebral {beta}-hydroxy butyrate, acetoacetate, and lactate on proton MR spectroscopy in children with diabetic ketoacidosis. AJNR. American journal of neuroradiology. 2005 May; 26(5):1286-91. doi: NULL. [PMID: 15891198]
  • Joris Penders, Tom Fiers, Mimi Giri, Birgitte Wuyts, Larissa Ysewyn, Joris R Delanghe. Quantitative measurement of ketone bodies in urine using reflectometry. Clinical chemistry and laboratory medicine. 2005; 43(7):724-9. doi: 10.1515/cclm.2005.123. [PMID: 16207132]
  • J Carrier, S Stewart, S Godden, J Fetrow, P Rapnicki. Evaluation and use of three cowside tests for detection of subclinical ketosis in early postpartum cows. Journal of dairy science. 2004 Nov; 87(11):3725-35. doi: 10.3168/jds.s0022-0302(04)73511-0. [PMID: 15483156]
  • Pierre Taboulet, Laurent Haas, Raphael Porcher, Jaffar Manamani, Jean-Paul Fontaine, Jean-Paul Feugeas, Jean-Francois Gautier. Urinary acetoacetate or capillary beta-hydroxybutyrate for the diagnosis of ketoacidosis in the Emergency Department setting. European journal of emergency medicine : official journal of the European Society for Emergency Medicine. 2004 Oct; 11(5):251-8. doi: 10.1097/00063110-200410000-00003. [PMID: 15359197]
  • Hyuntae Yoo, Gregory Stephanopoulos, Joanne K Kelleher. Quantifying carbon sources for de novo lipogenesis in wild-type and IRS-1 knockout brown adipocytes. Journal of lipid research. 2004 Jul; 45(7):1324-32. doi: 10.1194/jlr.m400031-jlr200. [PMID: 15102881]
  • C Hellerud, N Wramner, A Erikson, A Johansson, G Samuelson, S Lindstedt. Glycerol kinase deficiency: follow-up during 20 years, genetics, biochemistry and prognosis. Acta paediatrica (Oslo, Norway : 1992). 2004 Jul; 93(7):911-21. doi: . [PMID: 15303806]
  • Hiromitsu Tanaka, Tohru Takahashi, Naoko Iguchi, Kouichi Kitamura, Yasushi Miyagawa, Akira Tsujimura, Kiyomi Matsumiya, Akihiko Okuyama, Yoshitake Nishimune. Ketone bodies could support the motility but not the acrosome reaction of mouse sperm. International journal of andrology. 2004 Jun; 27(3):172-7. doi: 10.1111/j.1365-2605.2004.00471.x. [PMID: 15139973]
  • M E Hammadeh, W Munz, M Meisinger, W Herrmann, T Georg, P Rosenbaum, W Schmidt. [Effects of ovarian stimulation on serum concentrations of lipids and ketone bodies in patients undergoing IVF/ICSI treatment]. Zentralblatt fur Gynakologie. 2004 Apr; 126(2):67-72. doi: 10.1055/s-2004-816269. [PMID: 15112131]
  • L Filippi, A Messeri, C Dani, M Pezzati, M Tronchin, T Giani, S Bossoli, F F Rubaltelli. Redox status in very-low birth-weight newborns. Biology of the neonate. 2004; 85(3):210-6. doi: 10.1159/000075834. [PMID: 14707434]
  • Ghazala Raja, Lambert Bräu, T Norman Palmer, Paul A Fournier. Repeated bouts of high-intensity exercise and muscle glycogen sparing in the rat. The Journal of experimental biology. 2003 Jul; 206(Pt 13):2159-66. doi: 10.1242/jeb.00416. [PMID: 12771165]
  • Miklós Péter Kalapos. On the mammalian acetone metabolism: from chemistry to clinical implications. Biochimica et biophysica acta. 2003 May; 1621(2):122-39. doi: 10.1016/s0304-4165(03)00051-5. [PMID: 12726989]
  • Valerie Walker, Graham A Mills, John M Mellor, G John Langley, R Duncan Farrant. A novel pyrroline-5-carboxylic acid and acetoacetic acid adduct in hyperprolinaemia type II. Clinica chimica acta; international journal of clinical chemistry. 2003 May; 331(1-2):7-17. doi: 10.1016/s0009-8981(03)00077-9. [PMID: 12691858]
  • T F Duffield, S LeBlanc, R Bagg, K Leslie, J Ten Hag, P Dick. Effect of a monensin controlled release capsule on metabolic parameters in transition dairy cows. Journal of dairy science. 2003 Apr; 86(4):1171-6. doi: 10.3168/jds.s0022-0302(03)73700-x. [PMID: 12741541]
  • Susumu Yamato, Kiyomi Kobayashi, Keiko Ebara, Kenji Shimada, Shin Ohta. High performance liquid chromatographic determination of acetoacetate by post-column derivatization with p-nitrobenzene diazonium fluoroborate. Biological & pharmaceutical bulletin. 2003 Apr; 26(4):397-400. doi: 10.1248/bpb.26.397. [PMID: 12673014]
  • Masahiro Ohgami, Noriko Takahashi, Masahiro Yamasaki, Tetsuya Fukui. Expression of acetoacetyl-CoA synthetase, a novel cytosolic ketone body-utilizing enzyme, in human brain. Biochemical pharmacology. 2003 Mar; 65(6):989-94. doi: 10.1016/s0006-2952(02)01656-8. [PMID: 12623130]
  • Sz Jánosi, Margit Kulcsár, P Kóródi, L Kátai, J Reiczigel, S J Dieleman, Judit Anna Nikolic, G Sályi, Piroska Ribiczey-Szabó, Gy Huszenicza. Energy imbalance related predisposition to mastitis in group-fed high-producing postpartum dairy cows. Acta veterinaria Hungarica. 2003; 51(3):409-24. doi: 10.1556/avet.51.2003.3.14. [PMID: 14516167]
  • Yoshinari Uehara, Thomas Engel, Zhengchen Li, Christian Goepfert, Stephan Rust, Xiaoqin Zhou, Claus Langer, Christian Schachtrup, Johannes Wiekowski, Stefan Lorkowski, Gerd Assmann, Arnold von Eckardstein. Polyunsaturated fatty acids and acetoacetate downregulate the expression of the ATP-binding cassette transporter A1. Diabetes. 2002 Oct; 51(10):2922-8. doi: 10.2337/diabetes.51.10.2922. [PMID: 12351428]
  • Ricardo Duarte, Denise M N Simoes, Maria Luisa Franchini, Maurício L Marquezi, Julia H Ikesaki, Marcia M Kogika. Accuracy of serum beta-hydroxybutyrate measurements for the diagnosis of diabetic ketoacidosis in 116 dogs. Journal of veterinary internal medicine. 2002 Jul; 16(4):411-7. doi: 10.1892/0891-6640(2002)016<0411:aosmft>2.3.co;2. [PMID: 12141302]
  • Kathy Musa-Veloso, Sergei S Likhodii, Stephen C Cunnane. Breath acetone is a reliable indicator of ketosis in adults consuming ketogenic meals. The American journal of clinical nutrition. 2002 Jul; 76(1):65-70. doi: 10.1093/ajcn/76.1.65. [PMID: 12081817]
  • Enrique Gómez, Paloma Duque, Elena Díaz, Nieves Facal, Isaac Antolín, Carlos Hidalgo, Carmen Díez. Effects of acetoacetate and D-beta-hydroxybutyrate on bovine in vitro embryo development in serum-free medium. Theriogenology. 2002 Mar; 57(5):1551-62. doi: 10.1016/s0093-691x(02)00660-x. [PMID: 12054213]
  • R A Laun, B Rapsch, W Abel, O Schröder, H D Röher, A Ekkernkamp, K M Schulte. The determination of ketone bodies: preanalytical, analytical and physiological considerations. Clinical and experimental medicine. 2001 Dec; 1(4):201-9. doi: 10.1007/s102380100004. [PMID: 11918279]
  • L J Magnoni, J M Míguez, J L Soengas. Glucagon effects on brain carbohydrate and ketone body metabolism of rainbow trout. The Journal of experimental zoology. 2001 Nov; 290(6):662-71. doi: 10.1002/jez.1117. [PMID: 11748615]
  • S Rodríguez-Reynoso, C Leal, E Portilla, N Olivares, J Muñiz. Effect of exogenous melatonin on hepatic energetic status during ischemia/reperfusion: possible role of tumor necrosis factor-alpha and nitric oxide. The Journal of surgical research. 2001 Oct; 100(2):141-9. doi: 10.1006/jsre.2001.6185. [PMID: 11592783]
  • E Gómez, P Duque, E Díaz, C Díez. Effects of acetoacetate on in vitro development of bovine embryos in medium containing citrate and myo-inositol. Reproduction in domestic animals = Zuchthygiene. 2001 Aug; 36(3-4):189-94. doi: 10.1046/j.1439-0531.2001.d01-35.x. [PMID: 11555367]
  • H Jamie, K Dyason, P J Milne, G Grant, C J Graz. The influence of acetoacetate and butyrate on calcium influx and ATP concentrations in HT-29 cells. Die Pharmazie. 2001 Apr; 56(4):332-6. doi: NULL. [PMID: 11338676]
  • I Fritzsche, P Bührdel, R Melcher, H J Böhme. Stability of ketone bodies in serum in dependence on storage time and storage temperature. Clinical laboratory. 2001; 47(7-8):399-403. doi: NULL. [PMID: 11499803]
  • K H Carpente, B Wilcken, J Christodoulou, D R Thorburn. Holocarboxylase synthetase deficiency: urinary metabolites masked by gross ketosis. Journal of inherited metabolic disease. 2000 Dec; 23(8):845-6. doi: 10.1023/a:1026721021233. [PMID: 11196112]
  • J O Clemmesen, C E Høy, J Kondrup, P Ott. Splanchnic metabolism of fuel substrates in acute liver failure. Journal of hepatology. 2000 Dec; 33(6):941-8. doi: 10.1016/s0168-8278(00)80126-9. [PMID: 11131456]
  • C A Chu, N Wiernsperger, N Muscato, M Knauf, D W Neal, A D Cherrington. The acute effect of metformin on glucose production in the conscious dog is primarily attributable to inhibition of glycogenolysis. Metabolism: clinical and experimental. 2000 Dec; 49(12):1619-26. doi: 10.1053/meta.2000.18561. [PMID: 11145127]
  • C C Connolly, L C Holste, L N Aglione, D W Neal, D B Lacy, M S Smith, M P Diamond, A D Cherrington, J L Chiasson. Alterations in basal glucose metabolism during late pregnancy in the conscious dog. American journal of physiology. Endocrinology and metabolism. 2000 Nov; 279(5):E1166-77. doi: 10.1152/ajpendo.2000.279.5.e1166. [PMID: 11052973]
  • M Reist, A Koller, A Busato, U Küpfer, J W Blum. First ovulation and ketone body status in the early postpartum period of dairy cows. Theriogenology. 2000 Sep; 54(5):685-701. doi: 10.1016/s0093-691x(00)00383-6. [PMID: 11101031]