2-hydroxy-4-(methylthio)butanoic acid (BioDeep_00000017752)

   

human metabolite Endogenous


代谢物信息卡片


alpha-Hydroxy-gamma-methylmercaptobutyric acid, monosodium salt (S)-isomer

化学式: C5H10O3S (150.0351)
中文名称: 2-羟基-4-(甲硫基)丁酸, 羟基蛋氨酸
谱图信息: 最多检出来源 Homo sapiens(not specific) 25.42%

Reviewed

Last reviewed on 2024-09-14.

Cite this Page

2-hydroxy-4-(methylthio)butanoic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/2-hydroxy-4-(methylthio)butanoic_acid (retrieved 2024-12-27) (BioDeep RN: BioDeep_00000017752). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CSCCC(C(=O)O)O
InChI: InChI=1S/C5H10O3S/c1-9-3-2-4(6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8)

描述信息

Animal and poultry feed additive.
Animal and poultry feed additive

同义名列表

33 个代谢物同义名

alpha-Hydroxy-gamma-methylmercaptobutyric acid, monosodium salt (S)-isomer; alpha-Hydroxy-gamma-methylmercaptobutyric acid, calcium salt(+-)-isomer; alpha-Hydroxy-gamma-methylmercaptobutyric acid, calcium salt (2:1); alpha-Hydroxy-gamma-methylmercaptobutyric acid, monosodium salt; (+-)-Isomer OF alpha-hydroxy-gamma-methylmercaptobutyric acid; alpha-Hydroxy-gamma-methylmercaptobutyric acid, calcium salt; alpha-Hydroxy-gamma-(methylmercapto)butyric acid; alpha-Hydroxy-gamma-methylmercaptobutyric acid; alpha-Hydroxy-gamma-(methylthio)butyric acid; gamma-(methylthio)-alpha-Hydroxybutyric acid; (±)-2-Hydroxy-4-(methylthio)butanoic acid; 2-hydroxy-4-(methylsulfanyl)butanoic acid; (+-)-2-Hydroxy-4-(methylthio)butyric acid; 2-Hydroxy-4-(methylthio)-butanoic acid; 2-Hydroxy-4-(methylthio) butanoic acid; alpha-Hydroxy-gamma-methylthiobutyrate; (±)-2-hydroxy-4-(methylthio)butanoate; 2-Hydroxy-4-(methylthio)butanoic acid; 2-Hydroxy-4-(methylthio)-butyric acid; 2-Hydroxy-4-(methylthio)butyric acid; 2-Hydroxy-4-methylthiobutanoic acid; 2-Hydroxy-4-(methylthio)butanoate; 4-methylthio-2-Hydroxybutyrate; 2-Hydroxy-4-methylthiobutyrate; 4857-44-7 (Calcium[2:1] salt); Methionine hydroxy analog; alpha-Hydroxymethionine; Desmeninol; Mha acid; Alimet; Mha-fa; MHA; 2-Hydroxy-4-(methylthio)butanoic acid



数据库引用编号

9 个数据库交叉引用编号

分类词条

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)

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。

亚细胞结构定位 关联基因列表


文献列表

  • Karine Pinel, Cécile Heraud, Guillaume Morin, Karine Dias, Annaëlle Marcé, Linda Beauclair, Stéphanie Fontagné-Dicharry, Karthik Masagounder, Martina Klünemann, Iban Seiliez, Florian Beaumatin. Are the Main Methionine Sources Equivalent? A Focus on DL-Methionine and DL-Methionine Hydroxy Analog Reveals Differences on Rainbow Trout Hepatic Cell Lines Functions. International journal of molecular sciences. 2022 Mar; 23(6):. doi: 10.3390/ijms23062935. [PMID: 35328356]
  • Mahsa Erfani, Nima Eila, Abolfazl Zarei, Alireza Noshary. The effects of vitamin C and methionine hydroxy analog supplementation on performance, blood parameters, liver enzymes, thyroid hormones, antioxidant activity of blood plasma, intestine morphology, and HSP70 gene expression of broilers under heat stress. Tropical animal health and production. 2021 Apr; 53(2):296. doi: 10.1007/s11250-021-02738-8. [PMID: 33914174]
  • Philipe Moriel, Marcelo Vedovatto, Elizabeth A Palmer, Rhaiza A Oliveira, Hiran Marcelo Silva, Juliana Ranches, Joao M B Vendramini. Maternal supplementation of energy and protein, but not methionine hydroxy analog, enhanced postnatal growth and response to vaccination in Bos indicus-influenced beef offspring. Journal of animal science. 2020 May; 98(5):. doi: 10.1093/jas/skaa123. [PMID: 32309862]
  • Ilka Rasch, Solvig Görs, Armin Tuchscherer, Torsten Viergutz, Cornelia C Metges, Björn Kuhla. Substitution of Dietary Sulfur Amino Acids by dl-2-Hydroxy-4-Methylthiobutyric Acid Reduces Fractional Glutathione Synthesis in Weaned Piglets. The Journal of nutrition. 2020 04; 150(4):722-729. doi: 10.1093/jn/nxz272. [PMID: 31773161]
  • Jieping Guo, Liuqin He, Tiejun Li, Jie Yin, Yulong Yin, Guiping Guan. Antioxidant and Anti-Inflammatory Effects of Different Zinc Sources on Diquat-Induced Oxidant Stress in a Piglet Model. BioMed research international. 2020; 2020(?):3464068. doi: 10.1155/2020/3464068. [PMID: 32280687]
  • Ricardo Gonzalez-Esquerra, Raquel B Araujo, Douglas Haese, Joao L Kill, Anderson F Cunha, Paulo S Monzani, Cesar G Lima. Effect of dietary copper sources on performance, gastric ghrelin-RNA expression, and growth hormone concentrations in serum in piglets. Journal of animal science. 2019 Oct; 97(10):4242-4247. doi: 10.1093/jas/skz282. [PMID: 31581297]
  • Ilka Rasch, Solvig Görs, Armin Tuchscherer, John K Htoo, Björn Kuhla, Cornelia C Metges. Substitution of Dietary Sulfur Amino Acids by DL-2-hydroxy-4-Methylthiobutyric Acid Increases Remethylation and Decreases Transsulfuration in Weaned Piglets. The Journal of nutrition. 2019 03; 149(3):432-440. doi: 10.1093/jn/nxy296. [PMID: 30770540]
  • A R Clements, F A Ireland, T Freitas, H Tucker, D W Shike. Effects of supplementing methionine hydroxy analog on beef cow performance, milk production, reproduction, and preweaning calf performance. Journal of animal science. 2017 Dec; 95(12):5597-5605. doi: 10.2527/jas2017.1828. [PMID: 29293801]
  • Zenon Zduńczyk, Jan Jankowski, Magdalena Kubińska, Katarzyna Ognik, Anna Czech, Jerzy Juśkiewicz. The effect of different dietary levels of dl-methionine and dl-methionine hydroxy analogue on the antioxidant and immune status of young turkeys. Archives of animal nutrition. 2017 Oct; 71(5):347-361. doi: 10.1080/1745039x.2017.1352328. [PMID: 28737427]
  • J Jankowski, K Ognik, M Kubińska, A Czech, J Juśkiewicz, Z Zduńczyk. The effect of DL-, L-isomers and DL-hydroxy analog administered at 2 levels as dietary sources of methionine on the metabolic and antioxidant parameters and growth performance of turkeys. Poultry science. 2017 Sep; 96(9):3229-3238. doi: 10.3382/ps/pex099. [PMID: 28521012]
  • Fei-Yu Pan, Pei Wu, Lin Feng, Wei-Dan Jiang, Sheng-Yao Kuang, Ling Tang, Wu-Neng Tang, Yong-An Zhang, Xiao-Qiu Zhou, Yang Liu. Methionine hydroxy analogue improves intestinal immunological and physical barrier function in young grass carp (Ctenopharyngodon idella). Fish & shellfish immunology. 2017 May; 64(?):122-136. doi: 10.1016/j.fsi.2017.03.012. [PMID: 28279791]
  • G L Yang, K Y Zhang, X M Ding, P Zheng, Y H Luo, S P Bai, J P Wang, Y Xuan, Z W Su, Q F Zeng. Effects of dietary DL-2-hydroxy-4(methylthio)butanoic acid supplementation on growth performance, indices of ascites syndrome, and antioxidant capacity of broilers reared at low ambient temperature. International journal of biometeorology. 2016 Aug; 60(8):1193-203. doi: 10.1007/s00484-015-1114-7. [PMID: 26732578]
  • R Lopez, G D Pulsipher, J E Guerra-Liera, S A Soto-Navarro, L A Balstad, M K Petersen, D V Dhuyvetter, M S Brown, C R Krehbiel. Effects of fat and/or methionine hydroxy analog added to a molasses-urea-based supplement on ruminal and postruminal digestion and duodenal flow of nutrients in beef steers consuming low-quality lovegrass hay. Journal of animal science. 2016 Jun; 94(6):2485-96. doi: 10.2527/jas.2015-0228. [PMID: 27285925]
  • H Kluge, D K Gessner, E Herzog, K Eder. Efficacy of DL-methionine hydroxy analogue-free acid in comparison to DL-methionine in growing male white Pekin ducks. Poultry science. 2016 Mar; 95(3):590-4. doi: 10.3382/ps/pev355. [PMID: 26706358]
  • Shuai Zhang, Eric A Wong, Elizabeth R Gilbert. Bioavailability of different dietary supplemental methionine sources in animals. Frontiers in bioscience (Elite edition). 2015 06; 7(3):478-90. doi: 10.2741/e744. [PMID: 25961426]
  • Xiaoling Zhang, Hao Li, Guangmang Liu, Haifeng Wan, Yves Mercier, Caimei Wu, Xiuqun Wu, Lianqiang Che, Yan Lin, Shengyu Xu, Gang Tian, Daiwen Chen, De Wu, Zhengfeng Fang. Differences in plasma metabolomics between sows fed DL-methionine and its hydroxy analogue reveal a strong association of milk composition and neonatal growth with maternal methionine nutrition. The British journal of nutrition. 2015 Feb; 113(4):585-95. doi: 10.1017/s0007114514004036. [PMID: 25639894]
  • C Lee, J Oh, A N Hristov, K Harvatine, M Vazquez-Anon, G I Zanton. Effect of 2-hydroxy-4-methylthio-butanoic acid on ruminal fermentation, bacterial distribution, digestibility, and performance of lactating dairy cows. Journal of dairy science. 2015 Feb; 98(2):1234-47. doi: 10.3168/jds.2014-8904. [PMID: 25434334]
  • Xiaoya Huang, Yuan Zhong, Zhongping Huang, Chen Jin, Lili Wang, Zaifa Pan. [Simultaneous determination of five active components of compound α-ketoacid tablet in human urine by ion-pair reversed-phase high performance liquid chromatography]. Se pu = Chinese journal of chromatography. 2015 Feb; 33(2):169-73. doi: 10.3724/sp.j.1123.2014.10024. [PMID: 25989690]
  • Xue-Jun Zhao, Zhong-Peng Li, Jun-Hong Wang, Xiang-Ming Xing, Zhen-Yong Wang, Lin Wang, Zhong-Hua Wang. Effects of chelated Zn/Cu/Mn on redox status, immune responses and hoof health in lactating Holstein cows. Journal of veterinary science. 2015; 16(4):439-46. doi: 10.4142/jvs.2015.16.4.439. [PMID: 26040614]
  • Hao Li, Haifeng Wan, Yves Mercier, Xiaoling Zhang, Caimei Wu, Xiuqun Wu, Li Tang, Lianqiang Che, Yan Lin, Shengyu Xu, Gang Tian, De Wu, Zhengfeng Fang. Changes in plasma amino acid profiles, growth performance and intestinal antioxidant capacity of piglets following increased consumption of methionine as its hydroxy analogue. The British journal of nutrition. 2014 Sep; 112(6):855-67. doi: 10.1017/s000711451400172x. [PMID: 25084022]
  • Rachawadee Yodseranee, Chaiyapoom Bunchasak. Effects of dietary methionine source on productive performance, blood chemical, and hematological profiles in broiler chickens under tropical conditions. Tropical animal health and production. 2012 Dec; 44(8):1957-63. doi: 10.1007/s11250-012-0164-7. [PMID: 22627743]
  • F O Opapeju, J K Htoo, C Dapoza, C M Nyachoti. Bioavailability of methionine hydroxy analog-calcium salt relative to DL-methionine to support nitrogen retention and growth in starter pigs. Animal : an international journal of animal bioscience. 2012 Nov; 6(11):1750-6. doi: 10.1017/s1751731112000869. [PMID: 22717147]
  • S J Whelan, K M Pierce, C McCarney, B Flynn, F J Mulligan. Effect of supplementary concentrate type on nitrogen partitioning in early lactation dairy cows offered perennial ryegrass-based pasture. Journal of dairy science. 2012 Aug; 95(8):4468-77. doi: 10.3168/jds.2011-4689. [PMID: 22818461]
  • Sheng-Yao Kuang, Wei-Wei Xiao, Lin Feng, Yang Liu, Jun Jiang, Wei-Dan Jiang, Kai Hu, Shu-Hong Li, Ling Tang, Xiao-Qiu Zhou. Effects of graded levels of dietary methionine hydroxy analogue on immune response and antioxidant status of immune organs in juvenile Jian carp (Cyprinus carpio var. Jian). Fish & shellfish immunology. 2012 May; 32(5):629-36. doi: 10.1016/j.fsi.2011.12.012. [PMID: 22245840]
  • Haiqiang Jiang, Lei Nie, Yunlun Li, Jun Xie. Application of ultra-performance liquid chromatography coupled with mass spectrometry to metabonomic study on spontaneously hypertensive rats and intervention effects of Ping Gan prescription. Journal of separation science. 2012 Feb; 35(4):483-9. doi: 10.1002/jssc.201100769. [PMID: 22282408]
  • Quirine Swennen, Pierre-André Geraert, Yves Mercier, Nadia Everaert, Anneleen Stinckens, Hilke Willemsen, Yue Li, Eddy Decuypere, Johan Buyse. Effects of dietary protein content and 2-hydroxy-4-methylthiobutanoic acid or DL-methionine supplementation on performance and oxidative status of broiler chickens. The British journal of nutrition. 2011 Dec; 106(12):1845-54. doi: 10.1017/s0007114511002558. [PMID: 21736775]
  • H Willemsen, Q Swennen, N Everaert, P-A Geraert, Y Mercier, A Stinckens, E Decuypere, J Buyse. Effects of dietary supplementation of methionine and its hydroxy analog DL-2-hydroxy-4-methylthiobutanoic acid on growth performance, plasma hormone levels, and the redox status of broiler chickens exposed to high temperatures. Poultry science. 2011 Oct; 90(10):2311-20. doi: 10.3382/ps.2011-01353. [PMID: 21934015]
  • S J Whelan, F J Mulligan, B Flynn, C McCarney, K M Pierce. Effect of forage source and a supplementary methionine hydroxy analog on nitrogen balance in lactating dairy cows offered a low crude protein diet. Journal of dairy science. 2011 Oct; 94(10):5080-9. doi: 10.3168/jds.2011-4174. [PMID: 21943759]
  • Xue Tang, Yonglan Yang, Yonghui Shi, Guowei Le. Comparative in vivo antioxidant capacity of DL-2-hydroxy-4-methylthiobutanoic acid (HMTBA) and DL-methionine in male mice fed a high-fat diet. Journal of the science of food and agriculture. 2011 Sep; 91(12):2166-72. doi: 10.1002/jsfa.4434. [PMID: 21567412]
  • J A Jendza, P A Geraert, D Ragland, O Adeola. The site of intestinal disappearance of DL-methionine and methionine hydroxy analog differs in pigs. Journal of animal science. 2011 May; 89(5):1385-91. doi: 10.2527/jas.2010-3235. [PMID: 21216979]
  • H Lapierre, M Vázquez-Añón, D Parker, P Dubreuil, G Holtrop, G E Lobley. Metabolism of 2-hydroxy-4-(methylthio)butanoate (HMTBA) in lactating dairy cows. Journal of dairy science. 2011 Mar; 94(3):1526-35. doi: 10.3168/jds.2010-3914. [PMID: 21338817]
  • C Wang, H Y Liu, Y M Wang, Z Q Yang, J X Liu, Y M Wu, T Yan, H W Ye. Effects of dietary supplementation of methionine and lysine on milk production and nitrogen utilization in dairy cows. Journal of dairy science. 2010 Aug; 93(8):3661-70. doi: 10.3168/jds.2009-2750. [PMID: 20655436]
  • Zhengfeng Fang, Feiruo Huang, Jie Luo, Hongkui Wei, Libao Ma, Siwen Jiang, Jian Peng. Effects of dl-2-hydroxy-4-methylthiobutyrate on the first-pass intestinal metabolism of dietary methionine and its extra-intestinal availability. The British journal of nutrition. 2010 Mar; 103(5):643-51. doi: 10.1017/s0007114509992169. [PMID: 20064283]
  • R S Ordway, S E Boucher, N L Whitehouse, C G Schwab, B K Sloan. Effects of providing two forms of supplemental methionine to periparturient Holstein dairy cows on feed intake and lactational performance. Journal of dairy science. 2009 Oct; 92(10):5154-66. doi: 10.3168/jds.2009-2259. [PMID: 19762834]
  • Z F Fang, J Luo, Z L Qi, F R Huang, S J Zhao, M Y Liu, S W Jiang, J Peng. Effects of 2-hydroxy-4-methylthiobutyrate on portal plasma flow and net portal appearance of amino acids in piglets. Amino acids. 2009 Mar; 36(3):501-9. doi: 10.1007/s00726-008-0110-1. [PMID: 18528747]
  • L B Zhang, Y M Guo. Effects of liquid DL-2-hydroxy-4-methylthio butanoic acid on growth performance and immune responses in broiler chickens. Poultry science. 2008 Jul; 87(7):1370-6. doi: 10.3382/ps.2007-00366. [PMID: 18577618]
  • L M Johnson-VanWieringen, J H Harrison, D Davidson, M L Swift, M A G von Keyserlingk, M Vazquez-Anon, D Wright, W Chalupa. Effects of rumen-undegradable protein sources and supplemental 2-hydroxy-4-(methylthio)-butanoic acid and lysine-HCl on lactation performance in dairy cows. Journal of dairy science. 2007 Nov; 90(11):5176-88. doi: 10.3168/jds.2006-741. [PMID: 17954758]
  • M Xie, S S Hou, W Huang, H P Fan. Effect of excess methionine and methionine hydroxy analogue on growth performance and plasma homocysteine of growing Pekin ducks. Poultry science. 2007 Sep; 86(9):1995-9. doi: 10.1093/ps/86.9.1995. [PMID: 17704389]
  • H Lapierre, M Vázquez-Añón, D Parker, P Dubreuil, G E Lobley. Short communication: Absorption of 2-hydroxy-4-methylthiobutanoate in dairy cows. Journal of dairy science. 2007 Jun; 90(6):2937-40. doi: 10.3168/jds.2006-556. [PMID: 17517734]
  • R Gonzales-Esquerra, M Vázquez-Añón, T Hampton, T York, S Feine, C Wuelling, C Knight. Evidence of a different dose response in turkeys when fed 2-hydroxy-4(methylthio) butanoic acid versus DL-methionine. Poultry science. 2007 Mar; 86(3):517-24. doi: 10.1093/ps/86.3.517. [PMID: 17297164]
  • H Rulquin, B Graulet, L Delaby, J C Robert. Effect of different forms of methionine on lactational performance of dairy cows. Journal of dairy science. 2006 Nov; 89(11):4387-94. doi: 10.3168/jds.s0022-0302(06)72485-7. [PMID: 17033026]
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