L-Alanine (BioDeep_00000002908)

 

Secondary id: BioDeep_00000404106

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


(2S)-2-aminopropanoic acid

化学式: C3H7NO2 (89.0476762)
中文名称: L-丙氨酸, 丙氨酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.56%

Reviewed

Last reviewed on 2024-07-01.

Cite this Page

L-Alanine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/l-alanine (retrieved 2024-09-17) (BioDeep RN: BioDeep_00000002908). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC(C(=O)O)N
InChI: InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)

描述信息

Alanine (Ala), also known as L-alanine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (–NH2) and carboxyl (–COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-alanine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Alanine is found in all organisms ranging from bacteria to plants to animals. It is classified as an aliphatic, non-polar amino acid. In humans, alanine is a non-essential amino acid that can be easily made in the body from either the conversion of pyruvate or the breakdown of the dipeptides carnosine and anserine. Alanine can be also synthesized from branched chain amino acids such as valine, leucine, and isoleucine. Alanine is produced by reductive amination of pyruvate through a two-step process. In the first step, alpha-ketoglutarate, ammonia and NADH are converted by the enzyme known glutamate dehydrogenase to glutamate, NAD+ and water. In the second step, the amino group of the newly-formed glutamate is transferred to pyruvate by an aminotransferase enzyme, regenerating the alpha-ketoglutarate, and converting the pyruvate to alanine. The net result is that pyruvate and ammonia are converted to alanine. In mammals, alanine plays a key role in glucose–alanine cycle between tissues and liver. In muscle and other tissues that degrade amino acids for fuel, amino groups are collected in the form of glutamate by transamination. Glutamate can then transfer its amino group to pyruvate, a product of muscle glycolysis, through the action of alanine aminotransferase, forming alanine and alpha-ketoglutarate. The alanine enters the bloodstream and is transported to the liver. The alanine aminotransferase reaction takes place in reverse in the liver, where the regenerated pyruvate is used in gluconeogenesis, forming glucose which returns to the muscles through the circulation system. Alanine is highly concentrated in muscle and is one of the most important amino acids released by muscle, functioning as a major energy source. Plasma alanine is often decreased when the BCAA (branched-chain amino acids) are deficient. This finding may relate to muscle metabolism. Alanine is highly concentrated in meat products and other high-protein foods like wheat germ and cottage cheese. Alanine is an important participant as well as a regulator of glucose metabolism. Alanine levels parallel blood sugar levels in both diabetes and hypoglycemia, and alanine is reduced in both severe hypoglycemia and the ketosis of diabetes. Alanine is an important amino acid for lymphocyte reproduction and immunity. Alanine therapy has helped dissolve kidney stones in experimental animals. Normal alanine metabolism, like that of other amino acids, is highly dependent upon enzymes that contain vitamin B6. Alanine, like GABA, taurine, and glycine, is an inhibitory neurotransmitter in the brain (http://www.dcnutrition.com/AminoAcids/).

L-Alanine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=56-41-7 (retrieved 2024-07-01) (CAS RN: 56-41-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system.
L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system.

同义名列表

51 个代谢物同义名

Doms adrian brand OF alanine; Doms-adrian brand OF alanine; L-alpha-Aminopropionic acid; (S)-2-Amino-propanoic acid; (2S)-2-Aminopropanoic acid; alpha-Aminopropionic acid; alpha-Aminopropanoic acid; (S)-2-Aminopropanoic acid; Alanine doms-adrian brand; L-2-Aminopropanoic acid; L-2-Aminopropionic acid; L-a-Aminopropionic acid; L-alpha-Aminopropionate; 2-Ammoniopropanoic acid; (2S)-2-Aminopropanoate; (S)-2-Amino-propanoate; alpha-Aminopropanoate; 2-Aminopropionic acid; 2-Aminopropanoic acid; a-Aminopropionic acid; alpha-Aminopropionate; (S)-2-Aminopropanoate; L-2-Aminopropionate; 2-Ammoniopropanoate; L-2-Aminopropanoate; L-a-Aminopropionate; a-Aminopropionate; Alanine, L isomer; Alanine, L-isomer; L-α-Alanine; 2-Aminopropionate; 2-Aminopropanoate; L-Isomer alanine; L-alpha-Alanine; (S)-(+)-Alanine; POLY-L-ALANINE; L-(+)-Alanine; alpha-Alanine; (S)-Alanine; L-Α-alanine; L-a-Alanine; L Alanine; a-Alanine; L-alanine; L-Alanin; Alanine; Abufène; L-Ala; Ala; A; Alanine



数据库引用编号

38 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(11)

PlantCyc(0)

代谢反应

183 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(23)

WikiPathways(2)

Plant Reactome(0)

INOH(7)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(151)

PharmGKB(0)

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

  • Kimberly N Karin, Mohammed A Mustafa, Justin L Poklis, Belle Buzzi, Joel E Schlosburg, Linda Parker, M Imad Damaj, Aron H Lichtman. N-oleoyl alanine attenuates nicotine reward and spontaneous nicotine withdrawal in mice. Drug and alcohol dependence. 2024 Jun; 259(?):111276. doi: 10.1016/j.drugalcdep.2024.111276. [PMID: 38676968]
  • Elisa de Lazzari, Eugenia B Negredo, Pere Domingo, Juan M Tiraboschi, Esteve Ribera, Nadia Abdulghani, Verònica Alba, Salvador Fernández-Arroyo, Consuelo Viladés, Joaquim Peraire, Jose M Gatell, Jose L Blanco, Francesc Vidal, Anna Rull, Esteban Martinez. Multiomics plasma effects of switching from triple antiretroviral regimens to dolutegravir plus lamivudine. The Journal of antimicrobial chemotherapy. 2024 May; 79(5):1133-1141. doi: 10.1093/jac/dkae083. [PMID: 38546974]
  • Dathan M Byonanebye, Mark N Polizzotto, Fernando Maltez, Andri Rauch, Katharina Grabmeier-Pfistershammer, Ferdinand Wit, Stéphane De Wit, Antonella Castagna, Antonella d'Arminio Monforte, Cristina Mussini, Jan-Christian Wasmuth, Eric Fontas, Irene Abela, Mario Sarcletti, Loveleen Bansi-Matharu, Nadine Jaschinski, Lars Peters, Sean R Hosein, Vani Vannappagari, Cal Cohen, Emiliano Bissio, Amanda Mocroft, Matthew Law, Lene Ryom, Kathy Petoumenos. Associations between change in BMI and the risk of hypertension and dyslipidaemia in people receiving integrase strand-transfer inhibitors, tenofovir alafenamide, or both compared with other contemporary antiretroviral regimens: a multicentre, prospective observational study from the RESPOND consortium cohorts. The lancet. HIV. 2024 May; 11(5):e321-e332. doi: 10.1016/s2352-3018(23)00328-4. [PMID: 38621392]
  • Setu Bazie Tagele, Emma W Gachomo. Evaluating the effects of mefenoxam on taxonomic and functional dynamics of nontarget fungal communities during carrot cultivation. Scientific reports. 2024 04; 14(1):9867. doi: 10.1038/s41598-024-59587-2. [PMID: 38684826]
  • Xiaogang Li, Zhuoling An, Aimin Yao, Rui Li, Suhan Zhang, Songlin Yu, Liangkun Ma, Yanping Liu. Targeted metabolomics profiling in pregnancy associated with vitamin D deficiency. BMC pregnancy and childbirth. 2024 Apr; 24(1):295. doi: 10.1186/s12884-024-06454-7. [PMID: 38643102]
  • Wenbo Sun, Dan Xu, YanXing Yang, Linfei Wen, Hanjiang Yu, Yaowen Xing, Xiaopeng Song, Huan Li, Haibo Xu. Improved Detection of Target Metabolites in Brain Tumors with Intermediate TE, High SNR, and High Bandwidth Spin-Echo Sequence at 5T. AJNR. American journal of neuroradiology. 2024 Apr; 45(4):461-467. doi: 10.3174/ajnr.a8150. [PMID: 38453417]
  • Jee Hoon Park, Rachel E Reviello, Patrick J Loll. Crystal structure of vancomycin bound to the resistance determinant D-alanine-D-serine. IUCrJ. 2024 Mar; ?(?):. doi: 10.1107/s2052252524000289. [PMID: 38277167]
  • Jen-Yu Hsu, Hsin-Yun Sun, Ling-Ya Chen, Sui-Yuan Chang, Yu-Chung Chuang, Yu-Shan Huang, Yi-Ching Su, Wen-Chun Liu, Chien-Ching Hung. Weight and metabolic changes among virally suppressed people with HIV who switched to co-formulated bictegravir/emtricitabine/tenofovir alafenamide. Journal of global antimicrobial resistance. 2024 Mar; 36(?):426-435. doi: 10.1016/j.jgar.2023.10.012. [PMID: 37923129]
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  • Jing Wu, Shaoqian Deng, Xinyue Yu, Yanlin Wu, Xiaoyi Hua, Zunjian Zhang, Yin Huang. Identify production area, growth mode, species, and grade of Astragali Radix using metabolomics "big data" and machine learning. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2024 Jan; 123(?):155201. doi: 10.1016/j.phymed.2023.155201. [PMID: 37976693]
  • Scott K Fung, Calvin Q Pan, Grace Lai-Hung Wong, Wai-Kay Seto, Sang Hoon Ahn, Chi-Yi Chen, Hie-Won L Hann, Maciej S Jablkowski, Yoon Jun Kim, Cihan Yurdaydin, Cheng-Yuan Peng, Tuan Nguyen, Hiroshi Yatsuhashi, John F Flaherty, Leland J Yee, Frida Abramov, Hongyuan Wang, Dzhamal Abdurakhmanov, Young-Suk Lim, Maria Buti. Atherosclerotic cardiovascular disease risk profile of patients with chronic hepatitis B treated with tenofovir alafenamide or tenofovir disoproxil fumarate for 96 weeks. Alimentary pharmacology & therapeutics. 2024 Jan; 59(2):217-229. doi: 10.1111/apt.17764. [PMID: 37905449]
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  • Yi Shen, Yi-Qi Sun, He-Ming Li, Quan-Long Zhang, Qi-Ming Zhao, Jin-Long Xu, Lu-Ping Qin, Qiao-Yan Zhang. [UPLC-Q-TOF-MS-based metabolomics reveals mechanism of Morinda officinalis iridoid glycosides in treating rheumatoid arthritis and bone loss]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2024 Jan; 49(2):453-460. doi: 10.19540/j.cnki.cjcmm.20230914.705. [PMID: 38403321]
  • Suvi E Laamanen, Aino-Maija Eloranta, Eero A Haapala, Taisa Sallinen, Ursula Schwab, Timo A Lakka. Associations of diet quality and food consumption with serum biomarkers for lipid and amino acid metabolism in Finnish children: the PANIC study. European journal of nutrition. 2023 Dec; ?(?):. doi: 10.1007/s00394-023-03293-8. [PMID: 38127151]
  • Lin Gan, Xiaoxin Xie, Yanhua Fu, Yebing Song, Chunli Song, Tingting Ren, Hai Long. Efficacy and safety of bictegravir/emtricitabine/tenofovir alafenamide fumarate for adult patients with human immunodeficiency virus-1 in China: a retrospective real-world cohort study. Expert review of anti-infective therapy. 2023 Dec; ?(?):1-7. doi: 10.1080/14787210.2023.2292544. [PMID: 38058002]
  • Geeisy Angela Cid, Davide Francioli, Steffen Kolb, Yudelsy Antonia Tandron Moya, Nicolaus von Wirén, Mohammad-Reza Hajirezaei. Elucidating the systemic response of wheat plants under waterlogging based on transcriptomic and metabolic approaches. Journal of experimental botany. 2023 Nov; ?(?):. doi: 10.1093/jxb/erad453. [PMID: 38014629]
  • D Wilkinson, I J Gallagher, A McNelly, D E Bear, N Hart, H E Montgomery, A Le Guennec, M R Conte, T Francis, S D R Harridge, P J Atherton, Z A Puthucheary. The metabolic effects of intermittent versus continuous feeding in critically ill patients. Scientific reports. 2023 11; 13(1):19508. doi: 10.1038/s41598-023-46490-5. [PMID: 37945671]
  • Wenjie Li, Wei Wang. Decoding the genetic links between serum lipidomic profile, amino acid biomarkers, and programmed cell death protein-1/programmed cell death-ligand-1. Cancer immunology, immunotherapy : CII. 2023 Oct; 72(10):3395-3399. doi: 10.1007/s00262-023-03501-8. [PMID: 37498324]
  • Jie Chen, Shao Bai Huang, Xue Wang, Li Zhen Huang, Cheng Gao, Xin-Yuan Huang, Fang-Jie Zhao. IAR4 mutation enhances cadmium toxicity by disturbing auxin homeostasis in Arabidopsis thaliana. Journal of experimental botany. 2023 Sep; ?(?):. doi: 10.1093/jxb/erad366. [PMID: 37721748]
  • Nicole Canon, Catherine H Schein, Werner Braun, Surendra S Negi, Xueni Chen, Michael D Kulis, Edwin H Kim, Vidya Pathy, Marina Pozzoli, Weimin Liu, Stephen C Dreskin. Alanine Scanning of the Unstructured Region of Ara h 2 and of a Related Mimotope Reveals Critical Amino Acids for IgE Binding. Molecular nutrition & food research. 2023 Sep; ?(?):e2300134. doi: 10.1002/mnfr.202300134. [PMID: 37706599]
  • Juan Moreno-Vedia, Dídac Llop, Ricardo Rodríguez-Calvo, Núria Plana, Núria Amigó, Roser Rosales, Yaiza Esteban, Josefa Girona, Lluís Masana, Daiana Ibarretxe. Serum branch-chained amino acids are increased in type 2 diabetes and associated with atherosclerotic cardiovascular disease. Cardiovascular diabetology. 2023 Sep; 22(1):249. doi: 10.1186/s12933-023-01958-6. [PMID: 37710233]
  • Xi Meng, Guoqi Yu, Tingyu Luo, Ruiyuan Zhang, Jun Zhang, Yongjie Liu. Transcriptomics integrated with metabolomics reveals perfluorobutane sulfonate (PFBS) exposure effect during pregnancy and lactation on lipid metabolism in rat offspring. Chemosphere. 2023 Sep; 341(?):140120. doi: 10.1016/j.chemosphere.2023.140120. [PMID: 37696479]
  • Hong Wang, Jinyang Wang, Mouliang Xiao, Tida Ge, Anna Gunina, Davey L Jones. The fate of amino acid and peptide as affected by soil depth and fertilization regime in subtropical paddies. The Science of the total environment. 2023 Sep; 889(?):164245. doi: 10.1016/j.scitotenv.2023.164245. [PMID: 37211099]
  • Xin Huang, Jie V Zhao. The associations of genetically predicted plasma alanine with coronary artery disease (CAD) and CAD risk factors: a Mendelian randomization study. The American journal of clinical nutrition. 2023 Aug; ?(?):. doi: 10.1016/j.ajcnut.2023.08.011. [PMID: 37640107]
  • Yan Lu, Peng Xiang, Shuqing Zhang, Zhiguo Lu, Zhidong Zhou, Yunlong Yin, Jianfeng Hua, Qin Shi, Wanwen Yu, Chaoguang Yu. Physiological and transcriptional regulation in Taxodium hybrid 'Zhongshanshan' leaves in acclimation to prolonged partial submergence. Planta. 2023 Aug; 258(3):66. doi: 10.1007/s00425-023-04225-w. [PMID: 37592053]
  • Eui Gwon Hwang, Eun-Ae Jung, Jeong-Ju Yoo, Sang Gyune Kim, Young Seok Kim. Risk of dyslipidemia in chronic hepatitis B patients taking tenofovir alafenamide: a systematic review and meta-analysis. Hepatology international. 2023 Aug; 17(4):860-869. doi: 10.1007/s12072-023-10528-7. [PMID: 37099248]
  • Victor Silva da Fonsêca, Valeria de Cassia Goncalves, Mario Augusto Izidoro, Antônio-Carlos Guimarães de Almeida, Fernando Luiz Affonso Fonseca, Fulvio Alexandre Scorza, Josef Finsterer, Carla Alessandra Scorza. Parkinson's Disease and the Heart: Studying Cardiac Metabolism in the 6-Hydroxydopamine Model. International journal of molecular sciences. 2023 Jul; 24(15):. doi: 10.3390/ijms241512202. [PMID: 37569578]
  • Marta Mendes Costa, Alda Pereira Da Silva, Carolina Santos, Joana Ferreira, Mário Rui Mascarenhas, Manuel Bicho, Ana Paula Barbosa. Influence of the TAS2R38 Gene Single Nucleotide Polymorphisms in Metabolism and Anthropometry in Thyroid Dysfunction. Nutrients. 2023 May; 15(9):. doi: 10.3390/nu15092214. [PMID: 37432370]
  • Marcus V Marin, Juliana S Baggio, Youngjae Oh, Hyeondae Han, Saket Chandra, Nan-Yi Wang, Seonghee Lee, Natalia A Peres. Identification of sequence mutations in Phytophthora cactorum genome associated with mefenoxam resistance and development of a molecular assay for the mutant detection in strawberry (F. × ananassa). Scientific reports. 2023 05; 13(1):7385. doi: 10.1038/s41598-023-34271-z. [PMID: 37149656]
  • Charlie Guittin, Faïza Maçna, Adeline Barreau, Xavier Poitou, Jean-Marie Sablayrolles, Jean-Roch Mouret, Vincent Farines. The aromatic profile of wine distillates from Ugni blanc grape musts is influenced by the nitrogen nutrition (organic vs. inorganic) of Saccharomyces cerevisiae. Food microbiology. 2023 May; 111(?):104193. doi: 10.1016/j.fm.2022.104193. [PMID: 36681397]
  • Yan Huang, Yezi Kong, Bingyu Shen, Bowen Li, Juan J Loor, Panpan Tan, Bo Wei, Linshan Mei, Zixin Zhang, Chenxu Zhao, Xiaoyan Zhu, Simeng Qi, Jianguo Wang. Untargeted metabolomics and lipidomics to assess plasma metabolite changes in dairy goats with subclinical hyperketonemia. Journal of dairy science. 2023 Apr; ?(?):. doi: 10.3168/jds.2022-22812. [PMID: 37028962]
  • Parisa Mansouri Rad, Leila Rahbarnia, Azam Safary, Azizeh ShadiDizaji, Zahra Maani. The Synthetic Antimicrobial Peptide Derived From Melittin Displays Low Toxicity and Anti-infectious Properties. Probiotics and antimicrobial proteins. 2023 Mar; ?(?):. doi: 10.1007/s12602-023-10066-6. [PMID: 36988897]
  • Courtney R Green, Roberto Bonelli, Brendan R E Ansell, Simone Tzaridis, Michal K Handzlik, Grace H McGregor, Barbara Hart, Jennifer Trombley, Mary M Reilly, Paul S Bernstein, Catherine Egan, Marcus Fruttiger, Martina Wallace, Melanie Bahlo, Martin Friedlander, Christian M Metallo, Marin L Gantner. Divergent amino acid and sphingolipid metabolism in patients with inherited neuro-retinal disease. Molecular metabolism. 2023 Mar; ?(?):101716. doi: 10.1016/j.molmet.2023.101716. [PMID: 36997154]
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  • Nathalie Lacrampe, Sophie Colombié, Doriane Dumont, Philippe Nicot, François Lecompte, Raphaël Lugan. Nitrogen-mediated metabolic patterns of susceptibility to Botrytis cinerea infection in tomato (Solanum lycopersicum) stems. Planta. 2023 Jan; 257(2):41. doi: 10.1007/s00425-022-04065-0. [PMID: 36680621]
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  • Ying He, Bang Cheng, Bing-Jian Guo, Zheng Huang, Jing-Hua Qin, Qian-Yi Wang, Lin-Lin Feng, Yun-Yuan Nong, Dan Zhu, Hong-Wei Guo, Zhi-Heng Su. Metabonomics and 16S rRNA gene sequencing to study the therapeutic mechanism of Danggui Sini decoction on collagen-induced rheumatoid arthritis rats with Cold Bi syndrome. Journal of pharmaceutical and biomedical analysis. 2023 Jan; 222(?):115109. doi: 10.1016/j.jpba.2022.115109. [PMID: 36270097]
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  • Nicola Squillace, Elena Ricci, Paolo Maggi, Lucia Taramasso, Barbara Menzaghi, Giuseppe Vittorio De Socio, Stefania Piconi, Benedetto Maurizio Celesia, Giancarlo Orofino, Eleonora Sarchi, Giovanni Francesco Pellicanò, Filomena Simeone, Laura Valsecchi, Alessandra Bandera, Giovanni Cenderello, Letizia Attala, Goffredo Angioni, Katia Falasca, Antonio Cascio, Olivia Bargiacchi, Antonio Di Biagio, Paolo Bonfanti. Real-life safety of Emtricitabine/Tenofovir Alafenamide/Bictegravir. PloS one. 2023; 18(8):e0289132. doi: 10.1371/journal.pone.0289132. [PMID: 37556481]
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