Tetrahydrodipicolinate (BioDeep_00000005362)

 

Secondary id: BioDeep_00001869462

human metabolite Endogenous


代谢物信息卡片


(2S)-2,3,4,5-Tetrahydro-2,6-pyridinedicarboxylic acid

化学式: C7H9NO4 (171.0531554)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 0.31%

分子结构信息

SMILES: C1CC(N=C(C1)C(=O)O)C(=O)O
InChI: InChI=1S/C7H9NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h4H,1-3H2,(H,9,10)(H,11,12)

描述信息

Tetrahydrodipicolinate (CAS: 2353-17-5), converted from L-aspartate, is an important intermediate in the lysine biosynthesis pathway. Several pathways are now recognized in bacteria, most algae, fungi, and higher plants for the biosynthesis of lysine. They are divided into two groups: (1) the diaminopimelate (DAP) pathways, and (2) the alpha-aminoadipate (AAA) pathways. In the pathways that belong to the DAP group, lysine is produced from aspartate (along with methionine, threonine, and isoleucine). All of these pathways share the upper segments, which include the four steps required for the conversion of L-aspartate into tetrahydrodipicolinate. They also share the last step, which is the conversion of the intermediate meso-diaminopimelate (D,L-DAP, or meso-DAP) into lysine. However, these pathways differ in the routes leading from tetrahydrodipicolinate to meso-diaminopimelate. The four variations include: (I) the succinylase variant, which involves succinylated intermediates, where tetrahydrodipicolinate is converted into meso-diaminopimelate in four enzymatic steps; (II) the acetylase variant, which involves acetylated intermediates, where tetrahydrodipicolinate is converted into meso-diaminopimelate in four enzymatic steps; (III) the dehydrogenase variant, in which tetrahydrodipicolinate is converted into meso-diaminopimelate in a single enzymatic step; and (IV) the diaminopimelate-aminotransferase variant, in which tetrahydrodipicolinate is converted into meso-diaminopimelate in two steps. In addition to lysine, the pathways in this group also produce meso-DAP, which is an important metabolite on its own.

同义名列表

21 个代谢物同义名

(2S)-2,3,4,5-Tetrahydro-2,6-pyridinedicarboxylic acid; (2S)-2,3,4,5-Tetrahydropyridine-2,6-dicarboxylic acid; (S)-2,3,4,5-Tetrahydropyridine-2,6-dicarboxylic acid; (S)-2,3,4,5-Tetrahydropyridine-2,6-dicarboxylate; 2,3,4,5-tetrahydropyridine-2,6-dicarboxylic acid; 2,3,4,5-Tetrahydro-2,6-pyridinedicarboxylic acid; delta1-Piperidine-2,6-dicarboxylic acid; (S)-2,3,4,5-tetrahydrodipicolinic acid; Delta1-piperideine-2,6-dicarboxylate; L-2,3,4,5-Tetrahydrodipicolinic acid; Delta1-Piperidine-2,6-dicarboxylate; Δ1-piperidine-2,6-dicarboxylic acid; 2,3,4,5-Tetrahydro-2,6-dipicolinate; (S)-2,3,4,5-Tetrahydrodipicolinate; 2,3,4,5-tetrahydrodipicolinic acid; L-2,3,4,5-Tetrahydrodipicolinate; Δ1-piperidine-2,6-dicarboxylate; 2,3,4,5-Tetrahydrodipicolinate; Tetrahydrodipicolinic acid; Tetrahydrodipicolinate; THDPA



数据库引用编号

17 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

4 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(3)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(1)

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

  • André O Hudson, Irma Girón, Renwick C J Dobson. Crystallization and preliminary X-ray diffraction analysis of L,L-diaminopimelate aminotransferase (DapL) from Chlamydomonas reinhardtii. Acta crystallographica. Section F, Structural biology and crystallization communications. 2011 Jan; 67(Pt 1):140-3. doi: 10.1107/s174430911004844x. [PMID: 21206046]
  • Renwick C J Dobson, Irma Girón, André O Hudson. L,L-diaminopimelate aminotransferase from Chlamydomonas reinhardtii: a target for algaecide development. PloS one. 2011; 6(5):e20439. doi: 10.1371/journal.pone.0020439. [PMID: 21633707]
  • David E Graham, Holly K Huse. Methanogens with pseudomurein use diaminopimelate aminotransferase in lysine biosynthesis. FEBS letters. 2008 Apr; 582(9):1369-74. doi: 10.1016/j.febslet.2008.03.021. [PMID: 18371309]
  • André O Hudson, Bijay K Singh, Thomas Leustek, Charles Gilvarg. An LL-diaminopimelate aminotransferase defines a novel variant of the lysine biosynthesis pathway in plants. Plant physiology. 2006 Jan; 140(1):292-301. doi: 10.1104/pp.105.072629. [PMID: 16361515]
  • Andre' O Hudson, Christine Bless, Polliana Macedo, Siba P Chatterjee, Bijay K Singh, Charles Gilvarg, Thomas Leustek. Biosynthesis of lysine in plants: evidence for a variant of the known bacterial pathways. Biochimica et biophysica acta. 2005 Jan; 1721(1-3):27-36. doi: 10.1016/j.bbagen.2004.09.008. [PMID: 15652176]
  • I V Berezin, B M Kershengol'ts, N N Ugarova. [Microenvironment of enzymes as 1 of the factors determining enzyme stability. Stabilization of soluble and immobilized horseradish peroxidase]. Doklady Akademii nauk SSSR. 1975 Aug; 223(5):1256-9. doi: NULL. [PMID: 223]