2,3,4,5-Tetrahydro-2-pyridinecarboxylic acid (BioDeep_00000003396)
Secondary id: BioDeep_00000874988, BioDeep_00001869124
human metabolite Endogenous
代谢物信息卡片
化学式: C6H9NO2 (127.0633)
中文名称: 2,3,4,5-四氢吡啶-2-羧酸
谱图信息:
最多检出来源 Homo sapiens(lipidsearch) 6.48%
分子结构信息
SMILES: C1CC=NC(C1)C(=O)O
InChI: InChI=1S/C6H9NO2/c8-6(9)5-1-3-7-4-2-5/h1,7H,2-4H2,(H,8,9)
描述信息
2,3,4,5-Tetrahydro-2-pyridinecarboxylic acid (CAS: 3038-89-9), also known as 2,3,4,5-tetrahydropiperidine-2-carboxylate and 1-piperideine-6-carboxylic acid, is a cyclic intermediate in lysine degradation. L-Lysine is an essential amino acid that is a necessary building block for all protein in the body and It plays a major role in calcium absorption; building muscle protein; recovering from surgery or sports injuries; and the bodys production of hormones, enzymes, and antibodies. In the lysine degradation pathway, 2,3,4,5-tetrahydro-2-pyridinecarboxylic acid is a substrate for L-aminoadipate-semialdehyde dehydrogenase (amaA) and can be formed by the spontaneous cyclization of 2-aminoadipate-6-semialdehyde. 2,3,4,5-Tetrahydro-2-pyridinecarboxylic acid is also an intermediate in glycine, serine, and threonine metabolism. It is a substrate for peroxisomal sarcosine oxidase.
KEIO_ID I015
同义名列表
34 个代谢物同义名
(S)-2,3,4,5-Tetrahydropiperidine-2-carboxylic acid; (2S)-2,3,4,5-Tetrahydro-2-pyridinecarboxylic acid; (2S)-2,3,4,5-tetrahydropyridine-2-carboxylic acid; (S)-2,3,4,5-Tetrahydropyridine-2-carboxylic acid; (S)-2,3,4,5-Tetrahydro-2-pyridinecarboxylic acid; (S)-2,3,4,5-Tetrahydropiperidine-2-carboxylate; 2,3,4,5-Tetrahydropyridine-2-carboxylic acid; (S)-2,3,4,5-Tetrahydropyridine-2-carboxylate; 2,3,4,5-Tetrahydro-2-pyridinecarboxylic acid; 2,3,4,5-tetrahydro-2-pyridinecarboxylate; 2,3,4,5-Tetrahydro-2-pyridinecarboxylate; Delta(1)-Piperideine-6-L-carboxylic acid; delta1-Piperideine-6-L-carboxylic acid; Δ(1)-piperideine-6-L-carboxylic acid; delta1-Piperideine-6-carboxylic acid; delta-1-piperidine-6-carboxylic acid; delta(1)-Piperideine-6-L-carboxylate; δ1-Piperideine-6-L-carboxylate; delta1-Piperidine-6-carboxylic acid; delta1-Piperideine-6-L-carboxylate; Δ1-piperideine-6-L-carboxylic acid; delta1-Piperideine-6-carboxylate; 2,3,4,5-Tetrahydropicolinic acid; Δ1-piperideine-6-carboxylic acid; Δ(1)-piperideine-6-L-carboxylate; 1-piperideine-6-carboxylic acid; (S)-1-Piperideine-6-carboxylate; Δ1-piperidine-6-carboxylic acid; delta1-Piperidine-6-carboxylate; Δ1-piperideine-6-L-carboxylate; Δ1-piperideine-6-carboxylate; 1-Piperideine-6-carboxylate; Δ1-piperidine-6-carboxylate; isoguvacine
数据库引用编号
29 个数据库交叉引用编号
- ChEBI: CHEBI:49014
- ChEBI: CHEBI:49015
- KEGG: C00450
- PubChem: 24771808
- PubChem: 165067
- HMDB: HMDB0012130
- Metlin: METLIN63463
- MetaCyc: CPD-7682
- chemspider: 21865623
- CAS: 73980-78-6
- CAS: 3038-89-9
- MoNA: KO003188
- MoNA: KO001191
- MoNA: KO001189
- MoNA: KO003189
- MoNA: KO003191
- MoNA: KO003187
- MoNA: KO003190
- MoNA: KO001188
- MoNA: KO001192
- MoNA: KO001190
- PMhub: MS000009603
- PubChem: 3738
- 3DMET: B04684
- NIKKAJI: J762.515D
- LOTUS: LTS0028031
- wikidata: Q27104644
- LOTUS: LTS0225850
- wikidata: Q82559861
分类词条
相关代谢途径
Reactome(0)
PlantCyc(0)
代谢反应
23 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(1)
- lysine degradation VI:
2-oxoglutarate + L-lysine ⟶ 2-aminoadipate-6-semialdehyde + L-glutamate
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(22)
- Lysine Degradation:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Glutaric Aciduria Type I:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Saccharopinuria/Hyperlysinemia II:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Hyperlysinemia I, Familial:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Hyperlysinemia II or Saccharopinuria:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Pyridoxine Dependency with Seizures:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- 2-Aminoadipic 2-Oxoadipic Aciduria:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Lysine Degradation:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- 2-Aminoadipic 2-Oxoadipic Aciduria:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Glutaric Aciduria Type I:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Saccharopinuria/Hyperlysinemia II:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Hyperlysinemia I, Familial:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Hyperlysinemia II or Saccharopinuria:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Pyridoxine Dependency with Seizures:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- 2-Aminoadipic 2-Oxoadipic Aciduria:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Lysine Degradation:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Lysine Degradation:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Glutaric Aciduria Type I:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Saccharopinuria/Hyperlysinemia II:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Hyperlysinemia I, Familial:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Hyperlysinemia II or Saccharopinuria:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
- Pyridoxine Dependency with Seizures:
L-Lysine + NADPH + Oxoglutaric acid ⟶ NADP + Saccharopine + Water
PharmGKB(0)
4 个相关的物种来源信息
- 3039 - Euglena gracilis: 10.3389/FBIOE.2021.662655
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
- 1901 - Streptomyces clavuligerus: 10.1186/1471-2180-13-296
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
- Thomas Boehm, Holger Hubmann, Karin Petroczi, Déborah Mathis, Kristaps Klavins, Guenter Fauler, Barbara Plecko, Eduard Struys, Bernd Jilma. Condensation of delta-1-piperideine-6-carboxylate with ortho-aminobenzaldehyde allows its simple, fast, and inexpensive quantification in the urine of patients with antiquitin deficiency.
Journal of inherited metabolic disease.
2020 07; 43(4):891-900. doi:
10.1002/jimd.12214
. [PMID: 31930735] - Jiao Xue, Junjuan Wang, Pan Gong, Minhang Wu, Wenshuang Yang, Shiju Jiang, Ye Wu, Yuwu Jiang, Yuehua Zhang, Tatiana Yuzyuk, Hong Li, Zhixian Yang. Simultaneous quantification of alpha-aminoadipic semialdehyde, piperideine-6-carboxylate, pipecolic acid and alpha-aminoadipic acid in pyridoxine-dependent epilepsy.
Scientific reports.
2019 08; 9(1):11371. doi:
10.1038/s41598-019-47882-2
. [PMID: 31388081] - Izabella Agostinho Pena, Lygia Azevedo Marques, Ângelo B A Laranjeira, José A Yunes, Marcos N Eberlin, Alex MacKenzie, Paulo Arruda. Mouse lysine catabolism to aminoadipate occurs primarily through the saccharopine pathway; implications for pyridoxine dependent epilepsy (PDE).
Biochimica et biophysica acta. Molecular basis of disease.
2017 01; 1863(1):121-128. doi:
10.1016/j.bbadis.2016.09.006
. [PMID: 27615426] - Tatiana Yuzyuk, Aiping Liu, Amanda Thomas, JoDell E Wilson, Irene De Biase, Nicola Longo, Marzia Pasquali. A novel method for simultaneous quantification of alpha-aminoadipic semialdehyde/piperideine-6-carboxylate and pipecolic acid in plasma and urine.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2016 Apr; 1017-1018(?):145-152. doi:
10.1016/j.jchromb.2016.02.043
. [PMID: 26970849] - Eduard A Struys, Erwin E W Jansen, Gajja S Salomons. Human pyrroline-5-carboxylate reductase (PYCR1) acts on Δ(1)-piperideine-6-carboxylate generating L-pipecolic acid.
Journal of inherited metabolic disease.
2014 May; 37(3):327-32. doi:
10.1007/s10545-013-9673-4
. [PMID: 24431009] - Eduard A Struys, Levinus A Bok, Dina Emal, Saskia Houterman, Michel A Willemsen, Cornelis Jakobs. The measurement of urinary Δ¹-piperideine-6-carboxylate, the alter ego of α-aminoadipic semialdehyde, in Antiquitin deficiency.
Journal of inherited metabolic disease.
2012 Sep; 35(5):909-16. doi:
10.1007/s10545-011-9443-0
. [PMID: 22249334] - Eva Arrebola, Francisco M Cazorla, Alejandro Perez-García, Antonio de Vicente. Chemical and metabolic aspects of antimetabolite toxins produced by Pseudomonas syringae pathovars.
Toxins.
2011 09; 3(9):1089-110. doi:
10.3390/toxins3091089
. [PMID: 22069758] - Katerina Sadilkova, Sidney M Gospe, Si Houn Hahn. Simultaneous determination of alpha-aminoadipic semialdehyde, piperideine-6-carboxylate and pipecolic acid by LC-MS/MS for pyridoxine-dependent seizures and folinic acid-responsive seizures.
Journal of neuroscience methods.
2009 Oct; 184(1):136-41. doi:
10.1016/j.jneumeth.2009.07.019
. [PMID: 19631689] - B Plecko, S Stöckler-Ipsiroglu, E Paschke, W Erwa, E A Struys, C Jakobs. Pipecolic acid elevation in plasma and cerebrospinal fluid of two patients with pyridoxine-dependent epilepsy.
Annals of neurology.
2000 Jul; 48(1):121-5. doi:
10.1002/1531-8249(200007)48:1<121::aid-ana20>3.0.co;2-v
. [PMID: 10894227]