2-Aminoisobutyric acid (BioDeep_00000001113)

 

Secondary id: BioDeep_00000014509, BioDeep_00000399969, BioDeep_00000415772

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Chemicals and Drugs Antibiotics BioNovoGene_Lab2019


代谢物信息卡片


2-amino-2-methylpropanoic acid

化学式: C4H9NO2 (103.0633)
中文名称: DL-α-氨基异丁酸, 2-氨基异丁酸, 2-甲基丙氨酸
谱图信息: 最多检出来源 Homo sapiens(blood) 12.78%

Reviewed

Last reviewed on 2024-07-01.

Cite this Page

2-Aminoisobutyric acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/2-aminoisobutyric_acid (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000001113). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(=O)(O)C(N)(C)C
InChI: InChI=1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)

描述信息

2-Aminoisobutyric acid, also known as alpha-methylalanine or a-aminoisobutanoate, 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-Aminoisobutyric acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2-Aminoisobutyric acid exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 2-Aminoisobutyric acid has been detected, but not quantified in cow milk. Aminoisobutyric acid is a nonprotein amino acid (is an end product of pyrimidine metabolism) excreted in the urine of about 5\\\\\% of healthy individuals (PMID 14806475), and high excretion is an autosomal recessive phenotype (PMID 13058271).
2-aminoisobutyric acid is a rare, non-protein amino acid and end-product of pyrimidine metabolism, excreted in urine and found in some antibiotics of fungal origin. With the exception of a few bacteria, it is non-metabolisable, and therefore used in bioassays. It is functionally related to a propionic acid and an isobutyric acid. It is a tautomer of a 2-aminoisobutanoic acid zwitterion.
2-Aminoisobutyric acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Aminoisobutyric acid is a nonprotein amino acid (is an end product of pyrimidine metabolism) excreted in the urine of about 5\\\\\% of healthy individuals (PMID 14806475), and high excretion is an autosomal recessive phenotype (PMID 13058271) [HMDB]
A rare, non-protein amino acid and end-product of pyrimidine metabolism, excreted in urine and found in some antibiotics of fungal origin. With the exception of a few bacteria, it is non-metabolisable, and therefore used in bioassays.

Aminoisobutyric acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=765258-64-8 (retrieved 2024-07-01) (CAS RN: 62-57-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
NSC 16590 inhibits the production of endogenous ethylene in the cotyledonary segments of cocklebur.
NSC 16590 inhibits the production of endogenous ethylene in the cotyledonary segments of cocklebur.

同义名列表

64 个代谢物同义名

N-Me-alanine;N-Me-ala-oh; DL-2-Amino-iso-butyric acid;H-2-Aminoisobutyric acid; alpha-Aminoisobutyric acid, puriss., >=99.0\\% (NT); InChI=1/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7; 4-04-00-02616 (Beilstein Handbook Reference); 2-aminoisobutyric acid, 11C-labeled; 2-aminoisobutyric acid, 14C-labeled; Propanoic acid, 2-amino-2-methyl-; Propionic acid, 2-amino-2-methyl-; .ALPHA.-AMINOISOBUTYRIC ACID [MI]; .alpha.,.alpha.-Dimethylglycine; 2-amino-2-methyl-propanoic acid; 2-amino-2-methyl-propionic acid; 2-Amino-2-methylpropionic acid; 2-Amino-2-methylpropanoic acid; .alpha.-Aminoisobutanoic acid; 2-Aminoisobutyric acid, 98\\%; .alpha.-Aminoisobutyric acid; alpha,alpha-Dimethylglycine; alpha -aminoisobutyric acid; alpha-Aminoisobutanoic acid; 2-Amino-2-methylpropanoate; 2-Amino-2-methylpropionate; alpha-aminoisobutyric acid; Enzalutamide impurity 15; .alpha.-Aminoisobutyrate; a-Aminoisobutanoic acid; 2-amino-isobutyric acid; alpha-Aminoisobutanoate; Α-aminoisobutanoic acid; Α-aminoisobutyric acid; a-Aminoisobutyric acid; alpha-aminoisobutyrate; 2-Aminoisobutyric acid; .alpha.-Methylalanine; Aminoisobutyric acid; alpha-methylalanine; 2,2-dimethylglycine; Α-aminoisobutanoate; a-Aminoisobutanoate; 2-Amino-isobutyrate; Α,α-dimethylglycine; a,a-Dimethylglycine; Alanine, 2-methyl-; 2-Aminoisobutyrate; a-Aminoisobutyrate; Α-aminoisobutyrate; 2-methyl-L-alanine; 2-methyl alanine; UNII-1E7ZW41IQU; Α-methylalanine; a-Methylalanine; 2-methylalanine; WLN: ZX1&1&VQ; 1E7ZW41IQU; NSC 16590; AI3-15082; H-Aib-OH; 2MA; AIB; α-Aminoisobutanoic acid; α-Methylalanine; 2-Aminoisobutyric acid; 2-Aminoisobutyric acid; 2-Amino-2-methylpropanoate



数据库引用编号

37 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)

12 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 6 ACE, ALB, CHAT, NCOA3, ODC1, PRKX
Endosome membrane 1 INSR
Nucleus 6 ALB, CHAT, IGFBP3, NCOA3, NCOA6, PRKX
cytosol 7 ALB, CHAT, NCOA3, NCOA6, NGF, ODC1, PRKCQ
dendrite 1 NGF
centrosome 1 ALB
nucleoplasm 4 ATP2B1, NCOA3, NCOA6, PRKX
Cell membrane 4 ACE, ATP2B1, INSR, SLC38A4
Multi-pass membrane protein 2 ATP2B1, SLC38A4
Synapse 2 ATP2B1, CHAT
glutamatergic synapse 1 ATP2B1
Golgi apparatus 1 ALB
Golgi membrane 1 INS
lysosomal membrane 1 EGF
presynaptic membrane 1 ATP2B1
synaptic vesicle 1 NGF
Lysosome 2 ACE, INSR
endosome 1 ACE
plasma membrane 8 ACE, ATP2B1, EGF, GCG, INSR, KNG1, PRKCQ, SLC38A4
synaptic vesicle membrane 1 ATP2B1
Membrane 5 ACE, ATP2B1, EGF, INSR, SLC38A4
axon 2 INSR, NGF
basolateral plasma membrane 1 ATP2B1
caveola 1 INSR
extracellular exosome 7 ACE, ALB, ATP2B1, EGF, INSR, KNG1, NCOA3
endoplasmic reticulum 1 ALB
extracellular space 11 ACE, ALB, EGF, GCG, IGF1, IGF2, IGFBP3, INS, KNG1, NGF, PTH
protein-containing complex 2 ALB, NCOA3
intracellular membrane-bounded organelle 2 ATP2B1, NCOA6
Single-pass type I membrane protein 2 ACE, INSR
Secreted 8 ACE, ALB, GCG, IGF1, IGF2, IGFBP3, INS, NGF
extracellular region 11 ACE, ALB, EGF, GCG, IGF1, IGF2, IGFBP3, INS, KNG1, NGF, PTH
neuronal cell body membrane 1 INSR
anchoring junction 1 ALB
transcription regulator complex 1 NCOA6
centriolar satellite 1 PRKCQ
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
external side of plasma membrane 2 ACE, INSR
collagen-containing extracellular matrix 1 KNG1
lateral plasma membrane 1 ATP2B1
Late endosome 1 INSR
receptor complex 1 INSR
neuron projection 1 CHAT
ciliary basal body 1 ALB
chromatin 1 NCOA3
cell projection 1 ATP2B1
centriole 1 ALB
Secreted, extracellular space 1 KNG1
brush border membrane 1 ACE
spindle pole 1 ALB
blood microparticle 2 ALB, KNG1
sperm midpiece 1 ACE
Basolateral cell membrane 1 ATP2B1
Cell projection, microvillus membrane 1 SLC38A4
microvillus membrane 1 SLC38A4
endosome lumen 2 INS, NGF
Presynaptic cell membrane 1 ATP2B1
basal plasma membrane 1 ACE
exocytic vesicle 1 IGF1
secretory granule lumen 2 GCG, INS
Golgi lumen 2 INS, NGF
endoplasmic reticulum lumen 5 ALB, GCG, IGFBP3, INS, KNG1
histone methyltransferase complex 1 NCOA6
platelet alpha granule lumen 5 ALB, EGF, IGF1, IGF2, KNG1
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 2 ATP2B1, PRKCQ
MLL3/4 complex 1 NCOA6
aggresome 1 PRKCQ
clathrin-coated endocytic vesicle membrane 1 EGF
dendrite membrane 1 INSR
[Glucagon-like peptide 1]: Secreted 1 GCG
alphav-beta3 integrin-IGF-1-IGF1R complex 1 IGF1
insulin-like growth factor binding protein complex 2 IGF1, IGFBP3
insulin-like growth factor ternary complex 2 IGF1, IGFBP3
insulin receptor complex 1 INSR
photoreceptor ribbon synapse 1 ATP2B1
[Angiotensin-converting enzyme, soluble form]: Secreted 1 ACE
[Isoform Testis-specific]: Cell membrane 1 ACE
ciliary transition fiber 1 ALB


文献列表

  • Kayo Terada, Joan Gimenez-Dejoz, Taichi Kurita, Kazusato Oikawa, Hirotaka Uji, Kousuke Tsuchiya, Keiji Numata. Synthetic Mitochondria-Targeting Peptides Incorporating α-Aminoisobutyric Acid with a Stable Amphiphilic Helix Conformation in Plant Cells. ACS biomaterials science & engineering. 2021 04; 7(4):1475-1484. doi: 10.1021/acsbiomaterials.0c01533. [PMID: 33606492]
  • Kayo Terada, Joan Gimenez-Dejoz, Yu Miyagi, Kazusato Oikawa, Kousuke Tsuchiya, Keiji Numata. Artificial Cell-Penetrating Peptide Containing Periodic α-Aminoisobutyric Acid with Long-Term Internalization Efficiency in Human and Plant Cells. ACS biomaterials science & engineering. 2020 06; 6(6):3287-3298. doi: 10.1021/acsbiomaterials.0c00182. [PMID: 33463179]
  • Wei Perng, Lu Tang, Peter X K Song, Martha Maria Tellez-Rojo, Alejandra Cantoral, Karen E Peterson. Metabolomic profiles and development of metabolic risk during the pubertal transition: a prospective study in the ELEMENT Project. Pediatric research. 2019 02; 85(3):262-268. doi: 10.1038/s41390-018-0195-5. [PMID: 30297880]
  • Maria Giovanna Lizio, Valery Andrushchenko, Sarah J Pike, Anna D Peters, George F S Whitehead, Iñigo J Vitórica-Yrezábal, Shaun T Mutter, Jonathan Clayden, Petr Bouř, Ewan W Blanch, Simon J Webb. Optically Active Vibrational Spectroscopy of α-Aminoisobutyric Acid Foldamers in Organic Solvents and Phospholipid Bilayers. Chemistry (Weinheim an der Bergstrasse, Germany). 2018 Jul; 24(37):9399-9408. doi: 10.1002/chem.201801121. [PMID: 29745985]
  • Anjaritha A R Parijadi, Sastia P Putri, Sobir Ridwani, Fenny M Dwivany, Eiichiro Fukusaki. Metabolic profiling of Garcinia mangostana (mangosteen) based on ripening stages. Journal of bioscience and bioengineering. 2018 Feb; 125(2):238-244. doi: 10.1016/j.jbiosc.2017.08.013. [PMID: 28970109]
  • Monica Calvo-Polanco, Pablo Ibort, Sonia Molina, Juan Manuel Ruiz-Lozano, Angel María Zamarreño, Jose María García-Mina, Ricardo Aroca. Ethylene sensitivity and relative air humidity regulate root hydraulic properties in tomato plants. Planta. 2017 Nov; 246(5):987-997. doi: 10.1007/s00425-017-2746-0. [PMID: 28735369]
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  • Raimo Mikkola, Maria A Andersson, László Kredics, Pavel A Grigoriev, Nina Sundell, Mirja S Salkinoja-Salonen. 20-Residue and 11-residue peptaibols from the fungus Trichoderma longibrachiatum are synergistic in forming Na+/K+ -permeable channels and adverse action towards mammalian cells. The FEBS journal. 2012 Nov; 279(22):4172-90. doi: 10.1111/febs.12010. [PMID: 22994321]
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  • J Z Dong, Y Shen, J Zhang, N Tsomaia, D F Mierke, J E Taylor. Discovery and characterization of taspoglutide, a novel analogue of human glucagon-like peptide-1, engineered for sustained therapeutic activity in type 2 diabetes. Diabetes, obesity & metabolism. 2011 Jan; 13(1):19-25. doi: 10.1111/j.1463-1326.2010.01313.x. [PMID: 21114599]
  • Takashi Kadono, Daniel Tran, Rafik Errakhi, Takuya Hiramatsu, Patrice Meimoun, Joël Briand, Mari Iwaya-Inoue, Tomonori Kawano, François Bouteau. Increased anion channel activity is an unavoidable event in ozone-induced programmed cell death. PloS one. 2010 Oct; 5(10):e13373. doi: 10.1371/journal.pone.0013373. [PMID: 20967217]
  • Sonia Rippa, Marguerita Eid, Fernando Formaggio, Claudio Toniolo, Laure Béven. Hypersensitive-like response to the pore-former peptaibol alamethicin in Arabidopsis thaliana. Chembiochem : a European journal of chemical biology. 2010 Sep; 11(14):2042-9. doi: 10.1002/cbic.201000262. [PMID: 20818637]
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  • Evgeniy S Salnikov, Herdis Friedrich, Xing Li, Philippe Bertani, Siegmund Reissmann, Christian Hertweck, Joe D J O'Neil, Jan Raap, Burkhard Bechinger. Structure and alignment of the membrane-associated peptaibols ampullosporin A and alamethicin by oriented 15N and 31P solid-state NMR spectroscopy. Biophysical journal. 2009 Jan; 96(1):86-100. doi: 10.1529/biophysj.108.136242. [PMID: 18835909]
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