Saccharopine (BioDeep_00000001373)

 

Secondary id: BioDeep_00000400291

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


(2S)-2-{[(5S)-5-amino-5-carboxypentyl]amino}pentanedioic acid

化学式: C11H20N2O6 (276.1321)
中文名称: L-酵母氨酸
谱图信息: 最多检出来源 Homo sapiens(feces) 24.91%

Reviewed

Last reviewed on 2024-07-29.

Cite this Page

Saccharopine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/saccharopine (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000001373). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(CCNC(CCC(=O)O)C(=O)O)CC(C(=O)O)N
InChI: InChI=1S/C11H20N2O6/c12-7(10(16)17)3-1-2-6-13-8(11(18)19)4-5-9(14)15/h7-8,13H,1-6,12H2,(H,14,15)(H,16,17)(H,18,19)

描述信息

Saccharopine is an intermediate in the degradation of lysine, formed by the condensation of lysine and alpha-ketoglutarate. The saccharopine pathway is the main route for lysine degradation in mammals, and its first two reactions are catalyzed by enzymatic activities known as lysine-oxoglutarate reductase (LOR) and saccharopine dehydrogenase (SDH), which reside on a single bifunctional polypeptide (LOR/SDH) (EC 1.5.1.8). The reactions involved with saccharopine dehydrogenases have very strict substrate specificity for L-lysine, 2-oxoglutarate, and NADPH. LOR/SDH has been detected in a number of mammalian tissues, mainly in the liver and kidney, contributing not only to the general nitrogen balance in the organism but also to the controlled conversion of lysine into ketone bodies. A tetrameric form has also been observed in human liver and placenta. LOR activity has also been detected in brain mitochondria during embryonic development, and this opens up the question of whether or not lysine degradation has any functional significance during brain development. As a result, there is now a new focus on the nutritional requirements for lysine in gestation and infancy. Finally, LOR and/or SDH deficiencies seem to be involved in a human autosomal genetic disorder known as familial hyperlysinemia, which is characterized by serious defects in the functioning of the nervous system and characterized by a deficiency in lysine-ketoglutarate reductase, saccharopine dehydrogenase, and saccharopine oxidoreductase activities. Saccharopinuria (high amounts of saccharopine in the urine) and saccharopinemia (an excess of saccharopine in the blood) are conditions present in some inherited disorders of lysine degradation (PMID: 463877, 10567240, 10772957, 4809305). If present in sufficiently high levels, saccharopine can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Saccharopine is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). Many affected children with organic acidemias experience intellectual disability or delayed development.
Amino acid from Saccharomyces cerevisiae and Neurospora crassaand is also found in mushrooms and seeds

同义名列表

19 个代谢物同义名

(2S)-2-{[(5S)-5-amino-5-carboxypentyl]amino}pentanedioic acid; (2S)-2-[[(5S)-5-amino-5-carboxypentyl]amino]pentanedioic acid; N-[(5S)-5-Amino-5-carboxypentyl]-L-glutamic acid; (S)-N-(5-Amino-5-carboxypentyl)-L-glutamic acid; N-[(S)-5-Amino-5-carboxypentyl]-L-glutamic acid; N-[(S)-5-Amino-5-carboxypentyl]-L-glutamate; L-N-(5-Amino-5-carboxypentyl)-glutamic acid; N-(5-Amino-5-carboxypentyl)-L-glutamic acid; N-(5-Amino-5-carboxypentyl)-glutamic acid; N(6)-(L-1,3-Dicarboxypropyl)-L-lysine; N6-(L-1,3-dicarboxylpropyl)-L-lysine; ε-N-(L-glutar-2-yl)-L-lysine; N6-(L-1,3-Dicarboxypropyl)-L-lysine; epsilon-N-(L-Glutar-2-yl)-L-lysine; L-Saccharopine; L-Saccharopin; Saccharopine; Saccharopin; N6-(L-1,3-Dicarboxypropyl)-L-lysine



数据库引用编号

31 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(4)

BioCyc(0)

PlantCyc(0)

代谢反应

388 个相关的代谢反应过程信息。

Reactome(65)

BioCyc(0)

WikiPathways(1)

Plant Reactome(296)

INOH(2)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(24)

PharmGKB(0)

63 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 10 AASS, ARG1, ASS1, BDNF, CRYM, DCTN4, GPI, HPD, LDHC, MTOR
Peripheral membrane protein 3 HPD, HSD17B6, MTOR
Endoplasmic reticulum membrane 3 HPD, HSP90B1, MTOR
Nucleus 8 AASS, ALDH7A1, ARG1, CRYM, DCTN4, HSP90B1, LDHC, MTOR
cytosol 12 AASS, ALDH7A1, ARG1, ASS1, CRYM, DCTN4, GPI, HPD, HSP90B1, LDHC, MTOR, PIPOX
dendrite 2 BDNF, MTOR
phagocytic vesicle 1 MTOR
centrosome 1 DCTN4
nucleoplasm 2 ASS1, MTOR
Cytoplasmic side 1 MTOR
Cytoplasmic granule 1 ARG1
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 2 SLC22A6, SLC25A13
Golgi apparatus membrane 2 HPD, MTOR
cell cortex 1 DCTN4
Golgi membrane 2 HPD, MTOR
lysosomal membrane 1 MTOR
mitochondrial inner membrane 1 SLC25A13
smooth endoplasmic reticulum 1 HSP90B1
synaptic vesicle 1 BDNF
Cytoplasm, cytosol 1 ASS1
Lysosome 1 MTOR
plasma membrane 3 GCG, SLC22A6, SLC25A13
Membrane 6 BDNF, GPI, HSP90B1, LDHC, MTOR, SLC22A6
axon 1 BDNF
basolateral plasma membrane 1 SLC22A6
caveola 1 SLC22A6
extracellular exosome 8 ALDH7A1, ASS1, CRYM, GPI, HPD, HSP90B1, LDHC, SLC22A6
Lysosome membrane 1 MTOR
Lumenal side 1 HSD17B6
endoplasmic reticulum 2 HSD17B6, HSP90B1
extracellular space 5 ARG1, BDNF, GCG, GPI, IL6
perinuclear region of cytoplasm 2 BDNF, HSP90B1
mitochondrion 6 AASS, ALDH7A1, CRYM, GCDH, LDHC, SLC25A13
protein-containing complex 2 HSP90B1, SLC22A6
intracellular membrane-bounded organelle 2 AASS, HSD17B6
Microsome membrane 2 HSD17B6, MTOR
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Secreted 4 BDNF, GCG, GPI, IL6
extracellular region 6 ARG1, BDNF, GCG, GPI, HSP90B1, IL6
Mitochondrion outer membrane 1 MTOR
mitochondrial outer membrane 2 ASS1, MTOR
Mitochondrion matrix 1 GCDH
mitochondrial matrix 3 AASS, ALDH7A1, GCDH
ciliary membrane 1 GPI
motile cilium 1 LDHC
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 DCTN4
perikaryon 1 ASS1
midbody 1 HSP90B1
Mitochondrion inner membrane 1 SLC25A13
Cytoplasm, cytoskeleton 1 DCTN4
focal adhesion 2 DCTN4, HSP90B1
Peroxisome 1 PIPOX
peroxisomal matrix 2 CRYM, PIPOX
Nucleus, PML body 1 MTOR
PML body 1 MTOR
Mitochondrion intermembrane space 1 SLC25A13
mitochondrial intermembrane space 1 SLC25A13
collagen-containing extracellular matrix 1 HSP90B1
Cytoplasm, myofibril, sarcomere 1 DCTN4
sarcomere 1 DCTN4
[Isoform 1]: Mitochondrion 1 ALDH7A1
spindle pole 1 DCTN4
Cytoplasm, cell cortex 1 DCTN4
Basolateral cell membrane 1 SLC22A6
nuclear envelope 1 MTOR
Endomembrane system 1 MTOR
cell body fiber 1 ASS1
Melanosome 1 HSP90B1
[Isoform 2]: Cytoplasm, cytosol 1 ALDH7A1
sperm plasma membrane 1 HSP90B1
stress fiber 1 DCTN4
basal plasma membrane 1 SLC22A6
ficolin-1-rich granule lumen 1 GPI
secretory granule lumen 2 GCG, GPI
endoplasmic reticulum lumen 4 BDNF, GCG, HSP90B1, IL6
specific granule lumen 1 ARG1
dynactin complex 1 DCTN4
kinetochore 1 DCTN4
azurophil granule lumen 1 ARG1
cytoplasmic dynein complex 1 DCTN4
Sarcoplasmic reticulum lumen 1 HSP90B1
Cytoplasm, cytoskeleton, stress fiber 1 DCTN4
Basal cell membrane 1 SLC22A6
Cytoplasmic vesicle, phagosome 1 MTOR
oxidoreductase complex 1 LDHC
endocytic vesicle lumen 1 HSP90B1
[Glucagon-like peptide 1]: Secreted 1 GCG
interleukin-6 receptor complex 1 IL6
endoplasmic reticulum chaperone complex 1 HSP90B1
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF


文献列表

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  • Banzragch Battur, Damdinsuren Boldbaatar, Rika Umemiya-Shirafuji, Min Liao, Badgar Battsetseg, DeMar Taylor, Badarch Baymbaa, Kozo Fujisaki. LKR/SDH plays important roles throughout the tick life cycle including a long starvation period. PloS one. 2009 Sep; 4(9):e7136. doi: 10.1371/journal.pone.0007136. [PMID: 19774086]
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