Gamma-glutamylglutamine (BioDeep_00000003127)

 

Secondary id: BioDeep_00000398078

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Chemicals and Drugs


代谢物信息卡片


(2S)-2-[(4S)-4-amino-4-carboxybutanamido]-4-carbamoylbutanoic acid

化学式: C10H17N3O6 (275.1117)
中文名称: γ-谷氨酰-谷氨酰胺
谱图信息: 最多检出来源 Homo sapiens(blood) 32.05%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

Gamma-glutamylglutamine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/gamma-glutamylglutamine (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000003127). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(CC(=O)NC(CCC(=O)N)C(=O)O)C(C(=O)O)N
InChI: InChI=1S/C10H17N3O6/c11-5(9(16)17)1-4-8(15)13-6(10(18)19)2-3-7(12)14/h5-6H,1-4,11H2,(H2,12,14)(H,13,15)(H,16,17)(H,18,19)/t5-,6-/m0/s1

描述信息

N2-gamma-Glutamylglutamine, also known as gamma-L-Glu-L-Gln or L-gamma-glutamyl-L-glutamine, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. N2-gamma-Glutamylglutamine is a very strong basic compound (based on its pKa). N2-gamma-Glutamylglutamine is a dipeptide obtained from the condensation of the gamma-carboxy group of glutamic acid with the alpha-amino group of glutamine. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.
gamma-Glutamylglutamine has been identified in plasma and cerebrospinal fluid from hyperammonaemic patients. [HMDB]
H-γ-Glu-Gln-OH is a hydrophilic peptide and can be conjugated to drugs. The carrier composed of H-γ-Glu-Gln-OH has the characteristics of high water solubility and drug-loading capacity, good biocompatibility, low toxicity, improved tumor targeting ability, and anti-tumor efficacy[1].

同义名列表

26 个代谢物同义名

(2S)-2-[(4S)-4-amino-4-carboxybutanamido]-4-carbamoylbutanoic acid; N2-L-gamma-Glutamyl-L-glutamine; N-L-gamma-Glutamyl-L-glutamine; gamma-L-Glutamyl-L-glutamine; L-gamma-Glutamyl-L-glutamine; N2-L-gamma-Glutamylglutamine; N2-L-γ-Glutamyl-L-glutamine; N2-gamma-Glutamylglutamine; Gamma-glutamyl Glutamine; N2-L-γ-Glutamylglutamine; L-γ-Glutamyl-L-glutamine; γ-L-Glutamyl-L-glutamine; gamma-Glutamylglutamine; N2-g-Glutamylglutamine; N2-Γ-glutamylglutamine; γ-glutamyl glutamine; g-Glutamyl glutamine; γ-Glutamylglutamine; g-Glutamylglutamine; gamma-L-Glu-L-GLN; Γ-L-glu-L-GLN; g-L-Glu-L-GLN; gamma-Glu-Gln; g-Glu-Gln; γ-Glu-Gln; H-γ-Glu-Gln-OH



数据库引用编号

12 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

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

5 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 3 APOE, CA1, NOX4
Endoplasmic reticulum membrane 1 NOX4
Nucleus 3 APOE, FLG, NOX4
cytosol 5 CA1, FLG, GCLC, GCLM, GLS
dendrite 1 APOE
Cell membrane 1 NOX4
Cytoplasmic granule 1 FLG
Multi-pass membrane protein 1 NOX4
Synapse 1 GLS
glutamatergic synapse 2 APOE, FLG
Golgi apparatus 1 APOE
Golgi membrane 1 INS
neuronal cell body 1 APOE
postsynapse 1 FLG
Cytoplasm, cytosol 1 GLS
plasma membrane 4 APOE, FLG, NOX4, REN
Membrane 4 APOE, FLG, NOX4, REN
extracellular exosome 2 APOE, CA1
endoplasmic reticulum 2 APOE, NOX4
extracellular space 3 APOE, INS, REN
perinuclear region of cytoplasm 1 NOX4
mitochondrion 4 ABAT, GCLC, GLS, NOX4
Secreted 3 APOE, INS, REN
extracellular region 4 APOE, FLG, INS, REN
mitochondrial matrix 2 ABAT, GLS
Endosome, multivesicular body 1 APOE
Extracellular vesicle 1 APOE
Secreted, extracellular space, extracellular matrix 1 APOE
chylomicron 1 APOE
high-density lipoprotein particle 1 APOE
low-density lipoprotein particle 1 APOE
multivesicular body 1 APOE
very-low-density lipoprotein particle 1 APOE
cytoplasmic vesicle 1 FLG
nucleolus 1 NOX4
Early endosome 1 APOE
apical part of cell 1 REN
Cytoplasm, perinuclear region 1 NOX4
Cell junction, focal adhesion 1 NOX4
focal adhesion 1 NOX4
extracellular matrix 1 APOE
collagen-containing extracellular matrix 2 APOE, FLG
receptor complex 1 FLG
cytoplasmic ribonucleoprotein granule 1 FLG
[Isoform 5]: Cytoplasm 1 NOX4
Secreted, extracellular space 1 APOE
[Isoform 1]: Mitochondrion 1 GLS
Nucleus, nucleolus 1 NOX4
blood microparticle 1 APOE
endosome lumen 1 INS
Cornified envelope 1 FLG
Melanosome 1 APOE
[Isoform 3]: Cytoplasm 1 NOX4
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 APOE, INS
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
perinuclear endoplasmic reticulum 1 NOX4
clathrin-coated endocytic vesicle membrane 1 APOE
synaptic cleft 1 APOE
[Isoform 3]: Mitochondrion 1 GLS
[Isoform 4]: Nucleus 1 NOX4
[Glutaminase kidney isoform, mitochondrial 68 kDa chain]: Mitochondrion matrix 1 GLS
[Glutaminase kidney isoform, mitochondrial 65 kDa chain]: Mitochondrion matrix 1 GLS
discoidal high-density lipoprotein particle 1 APOE
endocytic vesicle lumen 1 APOE
chylomicron remnant 1 APOE
intermediate-density lipoprotein particle 1 APOE
lipoprotein particle 1 APOE
multivesicular body, internal vesicle 1 APOE
NADPH oxidase complex 1 NOX4
keratohyalin granule 1 FLG
[Isoform 6]: Cytoplasm 1 NOX4
glutamate-cysteine ligase complex 2 GCLC, GCLM
4-aminobutyrate transaminase complex 1 ABAT


文献列表

  • Jenni Puurunen, Katriina Tiira, Katariina Vapalahti, Marko Lehtonen, Kati Hanhineva, Hannes Lohi. Fearful dogs have increased plasma glutamine and γ-glutamyl glutamine. Scientific reports. 2018 10; 8(1):15976. doi: 10.1038/s41598-018-34321-x. [PMID: 30374076]
  • Xinghe Wang, Gang Zhao, Sang Van, Nan Jiang, Lei Yu, David Vera, Stephen B Howell. Pharmacokinetics and tissue distribution of PGG-paclitaxel, a novel macromolecular formulation of paclitaxel, in nu/nu mice bearing NCI-460 lung cancer xenografts. Cancer chemotherapy and pharmacology. 2010 Feb; 65(3):515-26. doi: 10.1007/s00280-009-1058-x. [PMID: 19593566]
  • J W Hammond, M Potter, K G Sim, B Wilcken. Reduced glutathione, gamma-glutamylcysteine, cysteine and gamma-glutamylglutamine in gamma-glutamyltransferase deficiency. Journal of inherited metabolic disease. 1999 May; 22(3):235-9. doi: 10.1023/a:1005505315502. [PMID: 10384376]
  • J W Hammond, M Potter, R Truscott, B Wilcken. gamma-Glutamylglutamine identified in plasma and cerebrospinal fluid from hyperammonaemic patients. Clinica chimica acta; international journal of clinical chemistry. 1990 Dec; 194(2-3):173-83. doi: 10.1016/0009-8981(90)90132-c. [PMID: 2093471]
  • P D Dass, E Bourke. Interaction of glutathione and glutamine in separated rat renal proximal tubules. Contributions to nephrology. 1988; 63(?):77-85. doi: 10.1159/000415702. [PMID: 2903809]