2,3-Diaminopropionic acid (BioDeep_00000001214)
Secondary id: BioDeep_00000015305, BioDeep_00000408260
human metabolite Endogenous blood metabolite natural product
代谢物信息卡片
化学式: C3H8N2O2 (104.0586)
中文名称: L-2,3-二氨基丙酸, 2,3-二氨基丙酸
谱图信息:
最多检出来源 Homo sapiens(blood) 61.9%
分子结构信息
SMILES: C(C(C(=O)O)N)N
InChI: InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)/t2-/m0/s1
描述信息
2,3-Diaminopropionic acid, also known as L-2,3-diaminopropanoate or Dpr, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. 2,3-Diaminopropionic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2,3-Diaminopropionic acid (2,3-diaminopropionate) is a non-proteinogenic amino acid found in certain secondary metabolites, including zwittermicin A and tuberactinomycin.2,3-Diaminopropionate is formed by the pyridoxal phosphate (PLP) mediated amination of serine. 2,3-Diaminopropionic acid exists in all living organisms, ranging from bacteria to humans.
2,3-Diaminopropionic acid is a metabolite of b-oxalyl-L-a,b-diaminopropionic acid a neurotoxic amino acid (ODAP). (PMID 5774501)
COVID info from PDB, Protein Data Bank
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
同义名列表
25 个代谢物同义名
2,3-Diaminopropionic acid, (DL)-isomer, monohydrochloride; 2,3-Diaminopropionic acid, (L)-isomer, monohydrochloride; 2,3-Diaminopropionic acid, (DL)-isomer; 2,3-Diaminopropionic acid, (L)-isomer; 2,3-Diaminopropionic acid, (D)-isomer; alpha,beta-Diaminopropionic acid; (2S)-2,3-Diaminopropanoic acid; (S)-2,3-Diaminopropanoic acid; L-2,3-Diaminopropanoic acid; L-2,3-Diaminopropionic acid; (2S)-2,3-Diaminopropanoate; 2,3-Diaminopropanoic acid; 2,3-diaminopropionic acid; (S)-2,3-Diaminopropanoate; L-2,3-Diaminopropionate; L-2,3-Diaminopropanoate; 2,3-Diamino-propionate; 2,3-Diaminopropionate; 2-Amino-beta-alanine; 3-Amino-L-alanine; beta-Aminoalanine; 3-aminoalanine; Dpr; 2,3-Diaminopropionic acid; L-2,3-Diaminopropanoate
数据库引用编号
22 个数据库交叉引用编号
- ChEBI: CHEBI:16303
- KEGG: C03401
- PubChem: 97328
- PubChem: 364
- HMDB: HMDB0002006
- Metlin: METLIN6429
- ChEMBL: CHEMBL103247
- Wikipedia: 2,3-Diaminopropionic_acid
- foodb: FDB022790
- chemspider: 87849
- CAS: 4033-39-0
- PMhub: MS000000138
- PubChem: 6231
- LipidMAPS: LMFA01100051
- PDB-CCD: DNP
- PDB-CCD: DPP
- NIKKAJI: J38.127F
- RefMet: 2,3-Diaminopropionic acid
- KNApSAcK: 16303
- LOTUS: LTS0154706
- LOTUS: LTS0058812
- wikidata: Q27103042
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)
9 个相关的物种来源信息
- 155619 - Agaricomycetes: LTS0154706
- 5204 - Basidiomycota: LTS0154706
- 80635 - Coniophora: LTS0154706
- 80637 - Coniophora puteana: 10.1016/0031-9422(90)83028-Y
- 80637 - Coniophora puteana: LTS0154706
- 80634 - Coniophoraceae: LTS0154706
- 2759 - Eukaryota: LTS0154706
- 4751 - Fungi: LTS0154706
- 9606 - Homo sapiens: -
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
- Rym Boulfekhar, Leanne Ohlund, Kathrina Mae Kumaresan, Meriem Megoura, Thomas D Warkentin, Pompilia Ispas-Szabo, Lekha Sleno, Mircea Alexandru Mateescu. Diamine Oxidase as a Therapeutic Enzyme: Study of Germination from Vegetal Sources and Investigation of the Presence of β-N-Oxalyl-L-α,β-diaminopropionic Acid (β-ODAP) Using LC-MS/MS.
International journal of molecular sciences.
2023 Feb; 24(5):. doi:
10.3390/ijms24054625. [PMID: 36902055] - Surendra Barpete, Priyanka Gupta, Debjyoti Sen Gupta, Jitendra Kumar, Arpan Bhowmik, Shiv Kumar. Neurotoxin (N-Oxalyl-L-α,β-Diamino Propionic Acid) Content in Different Plant Parts of Grass Pea (Lathyrus sativus L.) Spanning Seedling to Maturity Stage: Does It Increase over Time?.
Molecules (Basel, Switzerland).
2022 Jun; 27(12):. doi:
10.3390/molecules27123683. [PMID: 35744809] - Paula Zaręba, Beata Gryzło, Katarzyna Malawska, Kinga Sałat, Georg C Höfner, Alicja Nowaczyk, Łukasz Fijałkowski, Anna Rapacz, Adrian Podkowa, Anna Furgała, Paweł Żmudzki, Klaus T Wanner, Barbara Malawska, Katarzyna Kulig. Novel mouse GABA uptake inhibitors with enhanced inhibitory activity toward mGAT3/4 and their effect on pain threshold in mice.
European journal of medicinal chemistry.
2020 Feb; 188(?):111920. doi:
10.1016/j.ejmech.2019.111920. [PMID: 31901745] - Jie Li, Pengcheng Qiu, Siwang Wang, Junsheng Wu, Qiaoyan He, Kaifeng Li, Lu Xu. β-N-Oxalyl-L-α,β-diaminopropionic acid from Panax notoginseng plays a major role in the treatment of type 2 diabetic nephropathy.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2019 Jun; 114(?):108801. doi:
10.1016/j.biopha.2019.108801. [PMID: 30928803] - Kecheng Quan, Guofeng Li, Lei Tao, Qian Xie, Qipeng Yuan, Xing Wang. Diaminopropionic Acid Reinforced Graphene Sponge and Its Use for Hemostasis.
ACS applied materials & interfaces.
2016 Mar; 8(12):7666-73. doi:
10.1021/acsami.5b12715. [PMID: 26978481] - Soohyun Um, So Hyun Park, Jihye Kim, Hyen Joo Park, Keebeom Ko, Hea-Son Bang, Sang Kook Lee, Jongheon Shin, Dong-Chan Oh. Coprisamides A and B, new branched cyclic peptides from a gut bacterium of the dung beetle Copris tripartitus.
Organic letters.
2015 Mar; 17(5):1272-5. doi:
10.1021/acs.orglett.5b00249. [PMID: 25686280] - Fabio Gresta, Concetta Rocco, Grazia M Lombardo, Giovanni Avola, Giuseppe Ruberto. Agronomic characterization and α- and β-ODAP determination through the adoption of new analytical strategies (HPLC-ELSD and NMR) of ten sicilian accessions of grass pea.
Journal of agricultural and food chemistry.
2014 Mar; 62(11):2436-42. doi:
10.1021/jf500149n. [PMID: 24559213] - Urska Bukovnik, Monica Sala-Rabanal, Simonne Francis, Shawnalea J Frazier, Bruce D Schultz, Colin G Nichols, John M Tomich. Effect of diaminopropionic acid (Dap) on the biophysical properties of a modified synthetic channel-forming peptide.
Molecular pharmaceutics.
2013 Oct; 10(10):3959-66. doi:
10.1021/mp4002377. [PMID: 24010543] - Torao Suga, Satoshi Osada, Hiroaki Kodama. Formation of ion-selective channel using cyclic tetrapeptides.
Bioorganic & medicinal chemistry.
2012 Jan; 20(1):42-6. doi:
10.1016/j.bmc.2011.11.036. [PMID: 22172312] - Glen E Kisby, Peter S Spencer. Is neurodegenerative disease a long-latency response to early-life genotoxin exposure?.
International journal of environmental research and public health.
2011 10; 8(10):3889-921. doi:
10.3390/ijerph8103889. [PMID: 22073019] - Peter B Nunn, Malarvizhi Ponnusamy. Beta-N-methylaminoalanine (BMAA): metabolism and metabolic effects in model systems and in neural and other tissues of the rat in vitro.
Toxicon : official journal of the International Society on Toxinology.
2009 Aug; 54(2):85-94. doi:
10.1016/j.toxicon.2009.03.008. [PMID: 19285998] - Chuping Luo, Weilan Shao, Xun Li, Zhiyi Chen, Yongfeng Liu. Molecular cloning, sequencing, and expression of a L -glutamine D-fructose 6-phosphate amidotransferase gene from Volvariella volvacea.
The protein journal.
2009 Jan; 28(1):34-43. doi:
10.1007/s10930-009-9163-6. [PMID: 19165584] - Andrea Kragler, Georg Höfner, Klaus T Wanner. Novel parent structures for inhibitors of the murine GABA transporters mGAT3 and mGAT4.
European journal of pharmacology.
2005 Sep; 519(1-2):43-7. doi:
10.1016/j.ejphar.2005.06.053. [PMID: 16111674] - Uta Schurigt, Nadine Stopfel, Marion Hückel, Christina Pfirschke, Bernd Wiederanders, Rolf Bräuer. Local expression of matrix metalloproteinases, cathepsins, and their inhibitors during the development of murine antigen-induced arthritis.
Arthritis research & therapy.
2005; 7(1):R174-88. doi:
10.1186/ar1466. [PMID: 15642138] - Feng Liu, Ruthven N A H Lewis, Robert S Hodges, Ronald N McElhaney. Effect of variations in the structure of a polyleucine-based alpha-helical transmembrane peptide on its interaction with phosphatidylglycerol bilayers.
Biochemistry.
2004 Mar; 43(12):3679-87. doi:
10.1021/bi036214l. [PMID: 15035638] - Bidhan C Roy, Marina Santos, Sanku Mallik, Andres D Campiglia. Synthesis of metal-chelating lipids to sensitize lanthanide ions.
The Journal of organic chemistry.
2003 May; 68(10):3999-4007. doi:
10.1021/jo026833k. [PMID: 12737583] - Feng Liu, Ruthven N A H Lewis, Robert S Hodges, Ronald N McElhaney. Effect of variations in the structure of a polyleucine-based alpha-helical transmembrane peptide on its interaction with phosphatidylcholine bilayers.
Biochemistry.
2002 Jul; 41(29):9197-207. doi:
10.1021/bi025661i. [PMID: 12119034] - F Baechtold, J A Scott, M Markert, S Mehta, D G McCormack, F Anglada, D Galaud, M Vaglio, B Waeber, F Feihl. Does the activation of poly (ADP-ribose) synthetase mediate tissue injury in the sepsis induced by cecal ligation and puncture?.
Shock (Augusta, Ga.).
2001 Aug; 16(2):137-42. doi:
10.1097/00024382-200116020-00009. [PMID: 11508866] - J E Van Nuwenborg, D Stöckl, L M Thienpont. Practical aspects of suppressed ion chromatography for cations in human serum.
Journal of chromatography. A.
1997 May; 770(1-2):137-41. doi:
10.1016/s0021-9673(96)01030-8. [PMID: 9203361] - C B Xue, J Roderick, S Jackson, M Rafalski, A Rockwell, S Mousa, R E Olson, W F DeGrado. Design, synthesis, and in vitro activities of benzamide-core glycoprotein IIb/IIIa antagonists: 2,3-diaminopropionic acid derivatives as surrogates of aspartic acid.
Bioorganic & medicinal chemistry.
1997 Apr; 5(4):693-705. doi:
10.1016/s0968-0896(97)00013-8. [PMID: 9158868] - A N Mayeno, E A Belongia, F Lin, S K Lundy, G J Gleich. 3-(Phenylamino)alanine, a novel aniline-derived amino acid associated with the eosinophilia-myalgia syndrome: a link to the toxic oil syndrome?.
Mayo Clinic proceedings.
1992 Dec; 67(12):1134-9. doi:
10.1016/s0025-6196(12)61142-2. [PMID: 1469924] - J P Kaltenbach, F A Carone, C E Ganote. Compounds protective against renal tubular necrosis induced by D-serine and D-2,3-diaminopropionic acid in the rat.
Experimental and molecular pathology.
1982 Oct; 37(2):225-34. doi:
10.1016/0014-4800(82)90038-7. [PMID: 6814950] - R M Kater, N Carulli, F L Iber. Differences in the rate of ethanol metabolism in recently drinking alcoholic and nondrinking subjects.
The American journal of clinical nutrition.
1969 Dec; 22(12):1608-17. doi:
10.1093/ajcn/22.12.1608. [PMID: 5362487]
