N6,N6,N6-Trimethyl-L-lysine (BioDeep_00000003910)
Secondary id: BioDeep_00001868880
human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite
代谢物信息卡片
S)-5-Amino-5-carboxy-N,N,N-trimethyl-1-pentanaminium
化学式: C9H20N2O2 (188.1525)
中文名称: 三甲基赖氨酸
谱图信息:
最多检出来源 Homo sapiens(blood) 16.11%
分子结构信息
SMILES: C[N+](C)(C)CCCCC(C(=O)[O-])N
InChI: InChI=1S/C9H20N2O2/c1-11(2,3)7-5-4-6-8(10)9(12)13/h8H,4-7,10H2,1-3H3
描述信息
N6,N6,N6-Trimethyl-L-lysine is a methylated derivative of the amino acid lysine. It is a component of histone proteins, a precursor of carnitine and a coenzyme of fatty acid oxidation. N6,N6,N6-Trimethyl-L-lysine residues are found in a number of proteins and are generated by the action of S-adenosyl-L-methionine on exposed lysine residues. When trimethyllysine is released from cognate proteins via proteolysis, it serves as a precursor for carnitine biosynthesis. Mitochondrial 6-N-trimethyllysine dioxygenase converts 6-N-trimethyllysine to 3-hydroxy-6-N-trimethyllysine as the first step for carnitine biosynthesis. Because the subsequent carnitine biosynthesis enzymes are cytosolic, 3-hydroxy-6-N-trimethyllysine must be transported out of the mitochondria by a putative mitochondrial 6-N-trimethyllysine/3-hydroxy-6-N-trimethyllysine transporter system. Plasma -N-trimethyllysine concentrations are significantly lower in systemic carnitine deficiency patients compared to normal individuals, but no significant difference in urinary -N-trimethyllysine excretion is seen between the two groups. [HMDB]
N6,N6,N6-Trimethyl-L-lysine is a methylated derivative of the amino acid lysine. It is a component of histone proteins, a precursor of carnitine and a coenzyme of fatty acid oxidation. N6,N6,N6-Trimethyl-L-lysine residues are found in a number of proteins and are generated by the action of S-adenosyl-L-methionine on exposed lysine residues. When trimethyllysine is released from cognate proteins via proteolysis, it serves as a precursor for carnitine biosynthesis. Mitochondrial 6-N-trimethyllysine dioxygenase converts 6-N-trimethyllysine to 3-hydroxy-6-N-trimethyllysine as the first step for carnitine biosynthesis. Because the subsequent carnitine biosynthesis enzymes are cytosolic, 3-hydroxy-6-N-trimethyllysine must be transported out of the mitochondria by a putative mitochondrial 6-N-trimethyllysine/3-hydroxy-6-N-trimethyllysine transporter system. Plasma -N-trimethyllysine concentrations are significantly lower in systemic carnitine deficiency patients compared to normal individuals, but no significant difference in urinary -N-trimethyllysine excretion is seen between the two groups.
D050258 - Mitosis Modulators > D008934 - Mitogens
同义名列表
23 个代谢物同义名
S)-5-Amino-5-carboxy-N,N,N-trimethyl-1-pentanaminium; Nε,Nε,Nε-Trimethyl-L-lysine; Trimethyllysine hydroxide, inner salt, (S)-isomer; Trimethyllysine hydroxide,inner salt, (+-)-isomer; (2S)-2-Amino-6-(trimethylazaniumyl)hexanoic acid; Nε,Nε,Nε-Trimethyllysine; (S)-2-Amino-6-(trimethylammonio)hexanoic acid; (2S)-2-amino-6-(trimethylazaniumyl)hexanoate; (S)-2-Amino-6-(trimethylammonio)hexanoate; Trimethyllysine chloride, (S)-isomer; N(6),N(6),N(6)-Trimethyl-L-lysine; epsilon-N-Trimethyl-L-lysine; Trimethyllysine, (+-)-isomer; N6,N6,N6-Trimethyl-L-lysine; epsilon-N-Trimethyl-lysine; epsilon-Trimethyl-L-lysine; 6-N-L-Trimethyl-L-lysine; delta-Trimethyllysine; n-trimethyllysine; TRIMETHYLLLYSINE; Trimethyllysine; Laminine; Trimethyllysine
数据库引用编号
21 个数据库交叉引用编号
- ChEBI: CHEBI:165870
- ChEBI: CHEBI:181720
- KEGG: C03793
- PubChem: 159659
- PubChem: 440120
- HMDB: HMDB0001325
- Metlin: METLIN44794
- MetaCyc: N6N6N6-TRIMETHYL-L-LYSINE
- foodb: FDB022556
- chemspider: 389120
- CAS: 55528-53-5
- CAS: 23284-33-5
- CAS: 19253-88-4
- CAS: 2408-79-9
- PMhub: MS000013582
- PubChem: 6542
- PDB-CCD: M3L
- 3DMET: B01691
- NIKKAJI: J839.325G
- LOTUS: LTS0174680
- wikidata: Q28529719
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
5 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(1)
- Lysine degradation ( Lysine degradation ):
2-Oxo-glutaric acid + L-Lysine + NADH ⟶ H2O + L-Saccharopine + NAD+
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(4)
- Carnitine Synthesis:
4-Trimethylammoniobutanoic acid + Oxoglutaric acid + Oxygen ⟶ Carbon dioxide + L-Carnitine + Succinic acid - Carnitine Synthesis:
4-Trimethylammoniobutanoic acid + Oxoglutaric acid + Oxygen ⟶ Carbon dioxide + L-Carnitine + Succinic acid - Carnitine Synthesis:
4-Trimethylammoniobutanoic acid + Oxoglutaric acid + Oxygen ⟶ Carbon dioxide + L-Carnitine + Succinic acid - Carnitine Synthesis:
4-Trimethylammoniobutanoic acid + Oxoglutaric acid + Oxygen ⟶ Carbon dioxide + L-Carnitine + Succinic acid
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
- Haoran Wei, Mingming Zhao, Junfang Wu, Chenze Li, Man Huang, Jianing Gao, Qi Zhang, Liang Ji, Yan Wang, Chunxia Zhao, Erdan Dong, Lemin Zheng, Dao Wen Wang. Association of Systemic Trimethyllysine With Heart Failure With Preserved Ejection Fraction and Cardiovascular Events.
The Journal of clinical endocrinology and metabolism.
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Journal of the American Heart Association.
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Amino acids.
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Journal of internal medicine.
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European heart journal.
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Clinical chemistry.
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1999 Jul; 76(1):19-25. doi:
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Acta paediatrica (Oslo, Norway : 1992).
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The Journal of biological chemistry.
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The Biochemical journal.
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