2,4-Diaminobutyric acid (BioDeep_00000017817)

 

Secondary id: BioDeep_00000001361, BioDeep_00000875166

human metabolite PANOMIX_OTCML-2023 blood metabolite natural product


代谢物信息卡片


2,4-Diaminobutyric acid monohydrochloride, (+-)-isomer

化学式: C4H10N2O2 (118.0742)
中文名称: 2,4-二氨基丁酸, L-2,4-二氨基丁酸氢溴酸盐
谱图信息: 最多检出来源 Homo sapiens(lipidsearch) 27.16%

分子结构信息

SMILES: C(=O)([C@H](CCN)N)O
InChI: InChI=1S/C4H10N2O2/c5-2-1-3(6)4(7)8/h3H,1-2,5-6H2,(H,7,8)

描述信息

2,4-Diaminobutyric acid, also known as 2,4-diaminobutanoate or Dbu, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). 2,4-Diaminobutyric acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2,4-Diaminobutyric acid exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 2,4-Diaminobutyric acid has been detected, but not quantified in cow milk. This could make 2,4-diaminobutyric acid a potential biomarker for the consumption of these foods. 2,4-Diaminobutyric acid is a non-physiological, cationic amino acid analogue that is transported into cells by System A with potent antitumoral activity in vitro against human glioma cells, the result of the pronounced concentrated uptake of DAB in glioma cells to the extent that a cellular lysis could occur due to osmotic reasons.
2,4-Diaminobutyric acid is a non-physiological, cationic amino acid analogue that is transported into cells by System A with potent antitumoral activity in vitro against human glioma cells, the result of the pronounced concentrated uptake of DAB in glioma cells to the extent that a cellular lysis could occur due to osmotic reasons. (PMID: 1561943) [HMDB]
L-DABA (L-2,4-Diaminobutyric acid) is a week GABA transaminase inhibitor with an IC50 of larger than 500 μM; exhibits antitumor activity in vivo and in vitro.
L-DABA (L-2,4-Diaminobutyric acid) is a week GABA transaminase inhibitor with an IC50 of larger than 500 μM; exhibits antitumor activity in vivo and in vitro.

同义名列表

43 个代谢物同义名

2,4-Diaminobutyric acid monohydrochloride, (+-)-isomer; 2,4-Diaminobutyric acid monohydrochloride, (S)-isomer; 2,4-Diaminobutyric acid dihydrochloride, (+-)-isomer; 2,4-Diaminobutyric acid dihydrochloride, (S)-isomer; 2,4-Diaminobutyric acid, (+-)-isomer; 2,4-Diaminobutyric acid, (+)-isomer; 2,4-Diaminobutyric acid, (R)-isomer; 2,4-Diaminobutyric acid, (S)-isomer; DL-alpha,gamma-Diaminobutyric acid; alpha,gamma-Diaminobutanoic acid; alpha,gamma-Diaminobutyric acid; DL-2,4-diamino-N-Butyric acid; (-)-L-2,4-Diaminobutyric acid; (RS)-2,4-Diaminobutyric acid; alpha,gamma-Diaminobutanoate; alpha,gamma-Diaminobutyrate; DL-2,4-Diaminobutanoic acid; 2,4-diamino-N-Butyric acid; DL-2,4-Diaminobutyric acid; L-2,4-Diaminobutyric acid; 2,4-diamino-butanoic acid; 2,4-Diaminobutanoic acid; a,g-Diaminobutanoic acid; 2,4-diamino-butyric acid; Α,γ-diaminobutanoic acid; Α,γ-diaminobutyric acid; 2,4-Diaminobutyric acid; DL-2,4-Diaminobutanoate; a,g-Diaminobutyric acid; 2,4-diamino-Butanoate; a,g-Diaminobutanoate; 2,4-Diaminobutanoate; 2,4-Diamino-butyrate; Α,γ-diaminobutanoate; Α,γ-diaminobutyrate; a,g-Diaminobutyrate; 2,4-Diaminobutyrate; H-Dab.HBr; DABA; DBU; 2,4-Diaminobutyric acid; L-DABA; L-2,4-Diaminobutanoate



数据库引用编号

25 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)

24 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 9 CASP3, CAT, CRYM, DAB1, NOS1, NOS2, NOS3, ODC1, TYR
Peripheral membrane protein 4 DAP3, HSD17B6, MBP, NOS1
Nucleus 7 CASP3, CRYM, MBP, NOS1, NOS2, NOS3, TBX3
cytosol 10 ADGRG2, CASP3, CAT, CRYM, DAB1, MBP, NOS1, NOS2, NOS3, ODC1
nucleoplasm 7 CASP3, CD2, DAP3, NOS1, NOS2, NOS3, TBX3
Cell membrane 4 CD2, DAP3, SLC38A4, SLC6A1
Cytoplasmic side 1 MBP
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 3 ADGRG2, SLC38A4, SLC6A1
Synapse 3 DAP3, MBP, NOS1
cell surface 4 ADGRG2, CD2, MBP, SLC6A1
glutamatergic synapse 3 CASP3, DAB1, DAP3
Golgi apparatus 2 CD2, NOS3
Golgi membrane 1 NOS3
mitochondrial inner membrane 2 DAP3, OTC
neuromuscular junction 1 DAP3
neuronal cell body 3 CASP3, MBP, SLC6A1
presynaptic membrane 1 SLC6A1
sarcolemma 1 NOS1
Cytoplasm, cytosol 1 NOS2
Lysosome 1 TYR
Presynapse 1 SLC6A1
plasma membrane 10 ADGRG2, CD2, DAP3, ICAM3, MBP, NOS1, NOS2, NOS3, SLC38A4, SLC6A1
Membrane 5 ADGRG2, CAT, ICAM3, SLC38A4, SLC6A1
apical plasma membrane 1 ADGRG2
axon 1 SLC6A1
caveola 1 NOS3
extracellular exosome 5 ADGRG2, CAT, CRYM, ICAM3, MBP
Lumenal side 1 HSD17B6
endoplasmic reticulum 1 HSD17B6
perinuclear region of cytoplasm 5 DAB1, NOS1, NOS2, NOS3, TYR
mitochondrion 6 ABAT, CAT, CRYM, DAP3, NOS1, OTC
protein-containing complex 4 CAT, CD2, MBP, NOS1
intracellular membrane-bounded organelle 4 CAT, DAB1, HSD17B6, TYR
Microsome membrane 1 HSD17B6
postsynaptic density 3 CASP3, DAP3, NOS1
Single-pass type I membrane protein 3 CD2, ICAM3, TYR
extracellular region 3 CAT, CD2, MBP
cytoplasmic side of plasma membrane 1 CD2
Mitochondrion matrix 1 OTC
mitochondrial matrix 3 ABAT, CAT, OTC
photoreceptor inner segment 1 NOS1
external side of plasma membrane 1 CD2
dendritic spine 1 NOS1
Melanosome membrane 1 TYR
Cytoplasm, P-body 2 NOS2, NOS3
P-body 2 NOS2, NOS3
cell-cell junction 1 CD2
Golgi-associated vesicle 1 TYR
postsynaptic membrane 1 SLC6A1
Apical cell membrane 1 ADGRG2
Cell membrane, sarcolemma 1 NOS1
Cytoplasm, perinuclear region 2 NOS1, NOS2
Membrane raft 1 NOS1
focal adhesion 1 CAT
GABA-ergic synapse 1 SLC6A1
Peroxisome 2 CAT, NOS2
sarcoplasmic reticulum 1 NOS1
Peroxisome matrix 1 CAT
peroxisomal matrix 3 CAT, CRYM, NOS2
peroxisomal membrane 1 CAT
Cell projection, dendritic spine 1 NOS1
collagen-containing extracellular matrix 1 MBP
cilium 1 TBX3
chromatin 1 TBX3
cell periphery 2 MBP, NOS1
cytoskeleton 2 NOS1, NOS3
[Isoform 3]: Nucleus 1 MBP
Cell projection, microvillus membrane 1 SLC38A4
microvillus membrane 1 SLC38A4
Melanosome 1 TYR
Cytoplasm, Stress granule 1 NOS3
cytoplasmic stress granule 1 NOS3
myelin sheath 1 MBP
ficolin-1-rich granule lumen 2 CAT, MBP
secretory granule lumen 1 CAT
endocytic vesicle membrane 1 NOS3
transport vesicle 1 MBP
postsynaptic specialization 1 DAP3
ribonucleoprotein complex 1 DAP3
death-inducing signaling complex 1 CASP3
mitochondrial ribosome 1 DAP3
mitochondrial small ribosomal subunit 1 DAP3
cholinergic synapse 1 DAP3
ribosome 1 DAP3
compact myelin 1 MBP
internode region of axon 1 MBP
cortical cytoskeleton 1 NOS2
catalase complex 1 CAT
[Bone marrow proteoglycan]: Secreted 1 MBP
Myelin membrane 1 MBP
small ribosomal subunit 1 DAP3
4-aminobutyrate transaminase complex 1 ABAT


文献列表

  • Sea-Yong Kim, Per Hedberg, Monika Winder, Sara Rydberg. Evidence of 2,4-diaminobutyric acid (DAB) production as a defense mechanism in diatom Thalassiosira pseudonana. Aquatic toxicology (Amsterdam, Netherlands). 2022 Aug; 249(?):106210. doi: 10.1016/j.aquatox.2022.106210. [PMID: 35665646]
  • Kate Samardzic, Joel R Steele, Jake P Violi, Anne Colville, Simon M Mitrovic, Kenneth J Rodgers. Toxicity and bioaccumulation of two non-protein amino acids synthesised by cyanobacteria, β-N-Methylamino-L-alanine (BMAA) and 2,4-diaminobutyric acid (DAB), on a crop plant. Ecotoxicology and environmental safety. 2021 Jan; 208(?):111515. doi: 10.1016/j.ecoenv.2020.111515. [PMID: 33099142]
  • Le-Ni Sun, Dan-Dan Pan, Xiang-Wei Wu, En-Dong Yang, Ri-Mao Hua, Qing X Li. Leucobacter triazinivorans sp. nov., a s-triazine herbicide prometryn-degrading bacterium isolated from sludge. International journal of systematic and evolutionary microbiology. 2018 Jan; 68(1):204-210. doi: 10.1099/ijsem.0.002483. [PMID: 29139349]
  • Peter B Nunn, Geoffrey A Codd. Metabolic solutions to the biosynthesis of some diaminomonocarboxylic acids in nature: Formation in cyanobacteria of the neurotoxins 3-N-methyl-2,3-diaminopropanoic acid (BMAA) and 2,4-diaminobutanoic acid (2,4-DAB). Phytochemistry. 2017 Dec; 144(?):253-270. doi: 10.1016/j.phytochem.2017.09.015. [PMID: 29059579]
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  • Wei-An Lai, Shih-Yao Lin, Asif Hameed, Yi-Han Hsu, You-Cheng Liu, Hsuan-Ru Huang, Fo-Ting Shen, Chiu-Chung Young. Leucobacter zeae sp. nov., isolated from the rhizosphere of maize (Zea mays L.). International journal of systematic and evolutionary microbiology. 2015 Dec; 65(12):4734-4742. doi: 10.1099/ijsem.0.000640. [PMID: 26420495]
  • Juan Du, Hina Singh, Jung-Eun Yang, Chang Shik Yin, MooChang Kook, Hongshan Yu, Tae-Hoo Yi. Pseudoclavibacter terrae sp. nov. isolated from rhizosphere soil of Ophiopogon japonicus. International journal of systematic and evolutionary microbiology. 2015 Nov; 65(11):4202-4207. doi: 10.1099/ijsem.0.000560. [PMID: 26311346]
  • Audrey Combes, Saïda El Abdellaoui, Jérome Vial, Emmeline Lagrange, Valérie Pichon. Development of an analytical procedure for quantifying the underivatized neurotoxin β-N-methylamino-L-alanine in brain tissues. Analytical and bioanalytical chemistry. 2014 Jul; 406(19):4627-36. doi: 10.1007/s00216-014-7872-y. [PMID: 24858470]
  • Maitham Ahmed Al-Sammak, Kyle D Hoagland, David Cassada, Daniel D Snow. Co-occurrence of the cyanotoxins BMAA, DABA and anatoxin-a in Nebraska reservoirs, fish, and aquatic plants. Toxins. 2014 Jan; 6(2):488-508. doi: 10.3390/toxins6020488. [PMID: 24476710]
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  • Thomas Krüger, Bettina Mönch, Steven Oppenhäuser, Bernd Luckas. LC-MS/MS determination of the isomeric neurotoxins BMAA (beta-N-methylamino-L-alanine) and DAB (2,4-diaminobutyric acid) in cyanobacteria and seeds of Cycas revoluta and Lathyrus latifolius. Toxicon : official journal of the International Society on Toxinology. 2010 Feb; 55(2-3):547-57. doi: 10.1016/j.toxicon.2009.10.009. [PMID: 19825383]
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