Dimethylglycine (BioDeep_00000002864)

 

Secondary id: BioDeep_00000400250

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


N-Methylsarcosine N,N-dimethyl-glycine

化学式: C4H9NO2 (103.0633)
中文名称: N,N-二甲基甘氨酸, 二甲基甘氨酸
谱图信息: 最多检出来源 Homo sapiens(blood) 44.6%

Reviewed

Last reviewed on 2024-07-16.

Cite this Page

Dimethylglycine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/dimethylglycine (retrieved 2024-12-26) (BioDeep RN: BioDeep_00000002864). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CN(C)CC(=O)O
InChI: InChI=1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7)

描述信息

Dimethylglycine (DMG) is an amino acid derivative found in the cells of all plants and animals and can be obtained in the diet in small amounts from grains and meat. The human body produces DMG when metabolizing choline into glycine. Dimethylglycine that is not metabolized in the liver is transported by the circulatory system to body tissue. Dimethylglycine was popular with Russian athletes and cosmonauts owing to its reputed ability to increase endurance and reduce fatigue. DMG is also a byproduct of homocysteine metabolism. Homocysteine and betaine are converted to methionine and N,N-dimethylglycine by betaine-homocysteine methyltransferase. DMG in the urine is a biomarker for the consumption of legumes. It is also a microbial metabolite (PMID: 25901889).
Dimethylglycine (DMG) is an amino acid derivative found in the cells of all plants and animals and can be obtained in the diet in small amounts from grains and meat. The human body produces DMG when metabolizing choline into Glycine. Dimethylglycine that is not metabolized in the liver is transported by the circulatory system to body tissue. Dimethylglycine was popular with Russian athletes and cosmonauts owing to its reputed ability to increase endurance and reduce fatigue. DMG is also a byproduct of homocysteine metabolism. Homocysteine and betaine are converted to methionine and N, N-dimethylglycine by betaine-homocysteine methyltransferase. [HMDB]. Dimethylglycine in the urine is a biomarker for the consumption of legumes.

N,N-Dimethylglycine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=1118-68-9 (retrieved 2024-07-16) (CAS RN: 1118-68-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

N-Methylsarcosine is an amino acid building block for protein, found in a small amount in the body.

同义名列表

20 个代谢物同义名

N-Methylsarcosine N,N-dimethyl-glycine; Dimethylglycine, monopotassium salt; N,N-Dimethylglycine hydrochloride; Dimethylglycine monohydrochloride; 2-(N,N-Dimethylamino)acetic acid; Dimethylglycine, calcium salt; N,N-Dimethylaminoacetic acid; Dimethylglycine, sodium salt; 2-(Dimethylamino)acetic acid; (Dimethylamino)acetic acid; N,N-Dimethylaminoacetate; 2-(Dimethylamino)acetate; (Dimethylamino)acetate; N,N-dimethylglycine; N-Methylsarcosine; Dimethylglycine; DMG; Dimethylglycine; N,N-Dimethylglycine; N,N-dimethylglycine



数据库引用编号

39 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

67 个相关的代谢反应过程信息。

Reactome(5)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(2)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(59)

PharmGKB(0)

45 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
Cytoplasm 8 ALB, APOB, ASAH1, CBS, DMGDH, MTHFD1, MTR, SARDH
Endosome membrane 1 APOB
Endoplasmic reticulum membrane 1 APOB
Nucleus 4 ALB, ASAH1, BHMT, CBS
cytosol 10 ALB, APOB, BHMT, CBL, CBS, LEP, MTHFD1, MTHFR, MTR, MTRR
centrosome 1 ALB
nucleoplasm 1 MTRR
Golgi apparatus 2 ALB, CBL
Golgi membrane 1 INS
growth cone 1 CBL
mitochondrial inner membrane 1 CHDH
neuronal cell body 1 APOB
smooth endoplasmic reticulum 1 APOB
Cytoplasm, cytosol 1 BHMT
Lysosome 1 ASAH1
plasma membrane 3 APOB, CBL, IGHE
Membrane 2 ASAH1, MTHFD1
extracellular exosome 6 ALB, APOB, ASAH1, BHMT, LYZ, MTHFD1
endoplasmic reticulum 1 ALB
extracellular space 10 ALB, APOB, ASAH1, CRP, IGHE, IL10, IL6, INS, LEP, LYZ
lysosomal lumen 2 APOB, ASAH1
perinuclear region of cytoplasm 1 CBL
mitochondrion 4 CHDH, DMGDH, MTHFD1, SARDH
protein-containing complex 1 ALB
intracellular membrane-bounded organelle 1 APOB
Single-pass type I membrane protein 1 IGHE
Secreted 8 ALB, APOB, ASAH1, CRP, IL10, IL6, INS, LEP
extracellular region 10 ALB, APOB, ASAH1, CRP, IGHE, IL10, IL6, INS, LEP, LYZ
Mitochondrion matrix 1 SARDH
mitochondrial matrix 2 DMGDH, SARDH
anchoring junction 1 ALB
Cell projection, cilium 1 CBL
chylomicron 1 APOB
low-density lipoprotein particle 1 APOB
very-low-density lipoprotein particle 1 APOB
Early endosome 1 APOB
Mitochondrion inner membrane 1 CHDH
Membrane raft 1 CBL
focal adhesion 1 CBL
flotillin complex 1 CBL
ciliary basal body 1 ALB
cilium 1 CBL
IgE immunoglobulin complex 1 IGHE
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
[Isoform 2]: Cell membrane 1 IGHE
endosome lumen 2 APOB, INS
Lipid droplet 1 APOB
intermediate filament cytoskeleton 1 MTRR
ficolin-1-rich granule lumen 1 ASAH1
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 ALB, APOB, IL6, INS
platelet alpha granule lumen 1 ALB
specific granule lumen 1 LYZ
tertiary granule lumen 2 ASAH1, LYZ
transport vesicle 1 INS
azurophil granule lumen 1 LYZ
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
endoplasmic reticulum exit site 1 APOB
clathrin-coated endocytic vesicle membrane 1 APOB
[Isoform 2]: Nucleus 1 ASAH1
[Isoform 3]: Cell membrane 1 IGHE
endocytic vesicle lumen 1 APOB
[Isoform 1]: Secreted 1 IGHE
IgE B cell receptor complex 1 IGHE
immunoglobulin complex, circulating 1 IGHE
chylomicron remnant 1 APOB
intermediate-density lipoprotein particle 1 APOB
mature chylomicron 1 APOB
interleukin-6 receptor complex 1 IL6
ciliary transition fiber 1 ALB
[Isoform A]: Cytoplasm 1 MTRR


文献列表

  • Hong Yao, Yan Hu, Haibing Tong, Shourong Shi. Dimethylglycine Alleviates Metabolic Dysfunction-Associated Fatty Liver Disease by Improving the Circulating Estrogen Level via Gut Staphylococcus. Journal of agricultural and food chemistry. 2023 Dec; ?(?):. doi: 10.1021/acs.jafc.3c07075. [PMID: 38131116]
  • Sifiso S Makhathini, Calvin A Omolo, Lucy W Kiruri, Pavan Walvekar, Nikita Devnarain, Chunderika Mocktar, Thirumala Govender. Synthesis of pH-responsive dimethylglycine surface-modified branched lipids for targeted delivery of antibiotics. Chemistry and physics of lipids. 2022 11; 249(?):105241. doi: 10.1016/j.chemphyslip.2022.105241. [PMID: 36152880]
  • Kaiwen Bai, Luyi Jiang, Chengheng Wei, Qiming Li, Lili Zhang, Jingfei Zhang, Tian Wang. Dimethylglycine sodium salt activates Nrf2/SIRT1/PGC1α leading to the recovery of muscle stem cell dysfunction in newborns with intrauterine growth restriction. Free radical biology & medicine. 2022 May; 184(?):89-98. doi: 10.1016/j.freeradbiomed.2022.04.004. [PMID: 35405266]
  • Daisuke Watase, Shuichi Setoguchi, Nami Nagata-Akaho, Shotaro Goto, Hirofumi Yamakawa, Ayano Yamada, Mitsuhisa Koga, Yoshiharu Karube, Kazuhisa Matsunaga, Jiro Takata. Cationic N,N-Dimethylglycine Ester Prodrug of 2R-α-Tocotrienol Promotes Intestinal Absorption via Efficient Self-Micellization with Intrinsic Bile Acid Anion. Molecules (Basel, Switzerland). 2022 Apr; 27(9):. doi: 10.3390/molecules27092727. [PMID: 35566078]
  • Hong Yao, Yan Hu, Qiang Wang, Yijian Zhang, Kaiqing Rao, Shourong Shi. Effects of dietary dimethylglycine supplementation on laying performance, egg quality, and tissue index of hens during late laying period. Poultry science. 2022 Feb; 101(2):101610. doi: 10.1016/j.psj.2021.101610. [PMID: 34936951]
  • Xiong-Fei Pan, Jae Jeong Yang, Xiao-Ou Shu, Steven C Moore, Nicholette D Palmer, Marta Guasch-Ferré, David M Herrington, Sei Harada, Heather Eliassen, Thomas J Wang, Robert E Gerszten, Demetrius Albanes, Ioanna Tzoulaki, Ibrahim Karaman, Paul Elliott, Huilian Zhu, Lynne E Wagenknecht, Wei Zheng, Hui Cai, Qiuyin Cai, Charles E Matthews, Cristina Menni, Katie A Meyer, Loren P Lipworth, Jennifer Ose, Myriam Fornage, Cornelia M Ulrich, Danxia Yu. Associations of circulating choline and its related metabolites with cardiometabolic biomarkers: an international pooled analysis. The American journal of clinical nutrition. 2021 09; 114(3):893-906. doi: 10.1093/ajcn/nqab152. [PMID: 34020444]
  • Kaiwen Bai, Luyi Jiang, Qiming Li, Jingfei Zhang, Lili Zhang, Tian Wang. Dietary dimethylglycine sodium salt supplementation improves growth performance, redox status, and skeletal muscle function of intrauterine growth-restricted weaned piglets. Journal of animal science. 2021 Jul; 99(7):. doi: 10.1093/jas/skab186. [PMID: 34107017]
  • Yi Qun Liu, Ling He Huang, Pei Pei Liu, Qing Bin Xing, Feng Han, Qin Wang, Shu Rong Chen, Kimio Sugiyama, Xue Song Xiang, Zhen Wu Huang. Effect of N, N-Dimethylglycine on Homocysteine Metabolism in Rats Fed Folate-Sufficient and Folate-Deficient Diets. Biomedical and environmental sciences : BES. 2021 May; 34(5):356-363. doi: 10.3967/bes2021.047. [PMID: 34059172]
  • Elisabetta Tarentini, Giulia Odorici, Valeria Righi, Alessia Paganelli, Luca Giacomelli, Valentina Mirisola, Adele Mucci, Luisa Benassi, Elisabetta D'Aversa, Claudia Lasagni, Shaniko Kaleci, Eva Reali, Cristina Magnoni. Integrated metabolomic analysis and cytokine profiling define clusters of immuno-metabolic correlation in new-onset psoriasis. Scientific reports. 2021 05; 11(1):10472. doi: 10.1038/s41598-021-89925-7. [PMID: 34006909]
  • Yasuhiko Kato, Hitoshi Kuwabara, Takashi Okada, Toshio Munesue, Seico Benner, Miho Kuroda, Masaki Kojima, Walid Yassin, Yosuke Eriguchi, Yosuke Kameno, Chihiro Murayama, Tomoko Nishimura, Kenji Tsuchiya, Kiyoto Kasai, Norio Ozaki, Hirotaka Kosaka, Hidenori Yamasue. Oxytocin-induced increase in N,N-dimethylglycine and time course of changes in oxytocin efficacy for autism social core symptoms. Molecular autism. 2021 02; 12(1):15. doi: 10.1186/s13229-021-00423-z. [PMID: 33622389]
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  • Christopher Papandreou, Mònica Bulló, Pablo Hernández-Alonso, Miguel Ruiz-Canela, Jun Li, Marta Guasch-Ferré, Estefanía Toledo, Clary Clish, Dolores Corella, Ramon Estruch, Emilio Ros, Montserrat Fitó, Angel Alonso-Gómez, Miquel Fiol, José M Santos-Lozano, Lluís Serra-Majem, Liming Liang, Miguel A Martínez-González, Frank B Hu, Jordi Salas-Salvadó. Choline Metabolism and Risk of Atrial Fibrillation and Heart Failure in the PREDIMED Study. Clinical chemistry. 2021 01; 67(1):288-297. doi: 10.1093/clinchem/hvaa224. [PMID: 33257943]
  • Hyo Kyozuka, Toma Fukuda, Tsuyoshi Murata, Yuta Endo, Aya Kanno, Shun Yasuda, Akiko Yamaguchi, Miho Ono, Akiko Sato, Koichi Hashimoto, Keiya Fujimori. Comprehensive metabolomic analysis of first-trimester serum identifies biomarkers of early-onset hypertensive disorder of pregnancy. Scientific reports. 2020 08; 10(1):13857. doi: 10.1038/s41598-020-70974-3. [PMID: 32807817]
  • Maria F Mujica-Coopman, Amy Tan, Theresa H Schroder, Graham Sinclair, Hilary D Vallance, Yvonne Lamers. Serum Betaine and Dimethylglycine Are Higher in South Asian Compared with European Pregnant Women in Canada, with Betaine and Total Homocysteine Inversely Associated in Early and Midpregnancy, Independent of Ethnicity. The Journal of nutrition. 2019 12; 149(12):2145-2155. doi: 10.1093/jn/nxz178. [PMID: 31504713]
  • Lotte Smolders, Nicole J W de Wit, Michiel G J Balvers, Rima Obeid, Marc M M Vissers, Diederik Esser. Natural Choline from Egg Yolk Phospholipids Is More Efficiently Absorbed Compared with Choline Bitartrate; Outcomes of A Randomized Trial in Healthy Adults. Nutrients. 2019 Nov; 11(11):. doi: 10.3390/nu11112758. [PMID: 31766273]
  • Yu-Feng Du, Yuan Wei, Jing Yang, Zi-Yi Cheng, Xi-Fang Zuo, Tian-Chen Wu, Hui-Feng Shi, Xiao-Li Wang. Maternal betaine status, but not that of choline or methionine, is inversely associated with infant birth weight. The British journal of nutrition. 2019 06; 121(11):1279-1286. doi: 10.1017/s0007114519000497. [PMID: 30837009]
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