3-Cyanoalanine (BioDeep_00000173883)
human metabolite blood metabolite natural product
代谢物信息卡片
化学式: C4H6N2O2 (114.0429)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C(C#N)C(C(=O)O)N
InChI: InChI=1S/C4H6N2O2/c5-2-1-3(6)4(7)8/h3H,1,6H2,(H,7,8)
描述信息
Beta-cyanoalanine, also known as propargylglycine, is a member of the class of compounds known as alpha amino acids. Alpha amino acids are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Beta-cyanoalanine is soluble (in water) and an extremely strong acidic compound (based on its pKa). Beta-cyanoalanine can be found in broad bean, which makes beta-cyanoalanine a potential biomarker for the consumption of this food product.
同义名列表
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:132546
- PubChem: 13538
- HMDB: HMDB0245844
- foodb: FDB007482
- chemspider: 12950
- CAS: 923-01-3
- RefMet: Cyanoalanine
- PubChem: 439742
- LOTUS: LTS0119435
- LOTUS: LTS0074195
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)
63 个相关的物种来源信息
- 155619 - Agaricomycetes: LTS0074195
- 155619 - Agaricomycetes: LTS0119435
- 3701 - Arabidopsis: LTS0074195
- 3702 - Arabidopsis thaliana: 10.1104/PP.114.240986
- 3702 - Arabidopsis thaliana: LTS0074195
- 6656 - Arthropoda: LTS0074195
- 5204 - Basidiomycota: LTS0074195
- 5204 - Basidiomycota: LTS0119435
- 6658 - Branchiopoda: LTS0074195
- 3700 - Brassicaceae: LTS0074195
- 50966 - Clitocybe: LTS0074195
- 50966 - Clitocybe: LTS0119435
- 439023 - Clitocybe acromelalga: 10.1016/0031-9422(93)85395-8
- 6668 - Daphnia: LTS0074195
- 6669 - Daphnia pulex: 10.1038/SREP25125
- 6669 - Daphnia pulex: LTS0074195
- 77658 - Daphniidae: LTS0074195
- 2759 - Eukaryota: LTS0074195
- 2759 - Eukaryota: LTS0119435
- 3803 - Fabaceae: LTS0074195
- 3803 - Fabaceae: LTS0119435
- 4751 - Fungi: LTS0074195
- 4751 - Fungi: LTS0119435
- 9606 - Homo sapiens: -
- 3867 - Lotus: LTS0074195
- 645164 - Lotus burttii: 10.1111/J.1365-3040.2010.02266.X
- 645164 - Lotus burttii: LTS0074195
- 47247 - Lotus corniculatus: 10.1111/J.1365-3040.2010.02266.X
- 47247 - Lotus corniculatus: LTS0074195
- 1211582 - Lotus corniculatus subsp. corniculatus: 10.1111/J.1365-3040.2009.02047.X
- 1211582 - Lotus corniculatus subsp. corniculatus: 10.1111/J.1365-3040.2010.02266.X
- 1211582 - Lotus corniculatus subsp. corniculatus: 10.1111/J.1365-313X.2007.03381.X
- 1211582 - Lotus corniculatus subsp. corniculatus: LTS0074195
- 181267 - Lotus creticus: 10.1111/J.1365-3040.2010.02266.X
- 181267 - Lotus creticus: LTS0074195
- 347996 - Lotus tenuis: 10.1111/J.1365-3040.2010.02266.X
- 347996 - Lotus tenuis: LTS0074195
- 181288 - Lotus uliginosus: 10.1111/J.1365-3040.2010.02266.X
- 181288 - Lotus uliginosus: LTS0074195
- 3398 - Magnoliopsida: LTS0074195
- 3398 - Magnoliopsida: LTS0119435
- 33208 - Metazoa: LTS0074195
- 2986044 - Paralepistopsis: LTS0074195
- 2986044 - Paralepistopsis: LTS0119435
- 439023 - Paralepistopsis acromelalga: LTS0074195
- 439023 - Paralepistopsis acromelalga: LTS0119435
- 4070 - Solanaceae: LTS0074195
- 4107 - Solanum: LTS0074195
- 4081 - Solanum lycopersicum: 10.1038/SDATA.2014.29
- 4081 - Solanum lycopersicum: LTS0074195
- 35493 - Streptophyta: LTS0074195
- 35493 - Streptophyta: LTS0119435
- 58023 - Tracheophyta: LTS0074195
- 58023 - Tracheophyta: LTS0119435
- 5351 - Tricholomataceae: LTS0074195
- 5351 - Tricholomataceae: LTS0119435
- 3904 - Vicia: LTS0074195
- 3904 - Vicia: LTS0119435
- 3908 - Vicia sativa: 10.1021/JF010343W
- 3908 - Vicia sativa: LTS0074195
- 3908 - Vicia sativa: LTS0119435
- 33090 - Viridiplantae: LTS0074195
- 33090 - Viridiplantae: LTS0119435
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 |
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文献列表
- Huoyong Jiang, Nengdang Jiang, Li Wang, Jingjing Guo, Kexin Chen, Yijun Dai. Characterization of nitrilases from Variovorax boronicumulans that functions in insecticide flonicamid degradation and β-cyano-L-alanine detoxification.
Journal of applied microbiology.
2022 Aug; 133(2):311-322. doi:
10.1111/jam.15561
. [PMID: 35365856] - Gerry Aplang Jana, Latifa Al Kharusi, Ramanjulu Sunkar, Rashid Al-Yahyai, Mahmoud W Yaish. Metabolomic analysis of date palm seedlings exposed to salinity and silicon treatments.
Plant signaling & behavior.
2019; 14(11):1663112. doi:
10.1080/15592324.2019.1663112
. [PMID: 31505987] - Andani E Mulelu, Angela M Kirykowicz, Jeremy D Woodward. Cryo-EM and directed evolution reveal how Arabidopsis nitrilase specificity is influenced by its quaternary structure.
Communications biology.
2019; 2(?):260. doi:
10.1038/s42003-019-0505-4
. [PMID: 31341959] - Jan Günther, Sandra Irmisch, Nathalie D Lackus, Michael Reichelt, Jonathan Gershenzon, Tobias G Köllner. The nitrilase PtNIT1 catabolizes herbivore-induced nitriles in Populus trichocarpa.
BMC plant biology.
2018 Oct; 18(1):251. doi:
10.1186/s12870-018-1478-z
. [PMID: 30348089] - Tomoka Ozaki, Junki Matsuoka, Maho Tsubota, Shiori Tomita, Fumiko Sekiguchi, Takeshi Minami, Atsufumi Kawabata. Zinc deficiency promotes cystitis-related bladder pain by enhancing function and expression of Cav3.2 in mice.
Toxicology.
2018 01; 393(?):102-112. doi:
10.1016/j.tox.2017.11.012
. [PMID: 29129814] - Nesa Ghasemi, Hasan Secen, Hasibe Yılmaz, Burcu Binici, Ahmet C Goren. Determination of neurotoxic agents as markers of common vetch adulteration in lentil by LC-MS/MS.
Food chemistry.
2017 Apr; 221(?):2005-2009. doi:
10.1016/j.foodchem.2016.11.079
. [PMID: 27979192] - Stefan Pentzold, Mika Zagrobelny, Bekzod Khakimov, Søren Balling Engelsen, Henrik Clausen, Bent Larsen Petersen, Jonas Borch, Birger Lindberg Møller, Søren Bak. Lepidopteran defence droplets - a composite physical and chemical weapon against potential predators.
Scientific reports.
2016 Mar; 6(?):22407. doi:
10.1038/srep22407
. [PMID: 26940001] - Nicky Wybouw, Wannes Dermauw, Luc Tirry, Christian Stevens, Miodrag Grbić, René Feyereisen, Thomas Van Leeuwen. A gene horizontally transferred from bacteria protects arthropods from host plant cyanide poisoning.
eLife.
2014 Apr; 3(?):e02365. doi:
10.7554/elife.02365
. [PMID: 24843024] - Brendan O'Leary, Gail M Preston, Lee J Sweetlove. Increased β-cyanoalanine nitrilase activity improves cyanide tolerance and assimilation in Arabidopsis.
Molecular plant.
2014 Jan; 7(1):231-43. doi:
10.1093/mp/sst110
. [PMID: 23825089] - Marylou Machingura, Aissatou Sidibe, Andrew J Wood, Stephen D Ebbs. The β-cyanoalanine pathway is involved in the response to water deficit in Arabidopsis thaliana.
Plant physiology and biochemistry : PPB.
2013 Feb; 63(?):159-69. doi:
10.1016/j.plaphy.2012.11.012
. [PMID: 23262184] - Toshio Iwaki, Lining Guo, John A Ryals, Syuhei Yasuda, Takayoshi Shimazaki, Akira Kikuchi, Kazuo N Watanabe, Mie Kasuga, Kazuko Yamaguchi-Shinozaki, Takumi Ogawa, Daisaku Ohta. Metabolic profiling of transgenic potato tubers expressing Arabidopsis dehydration response element-binding protein 1A (DREB1A).
Journal of agricultural and food chemistry.
2013 Jan; 61(4):893-900. doi:
10.1021/jf304071n
. [PMID: 23286584] - Andrew J M Howden, C Jill Harrison, Gail M Preston. A conserved mechanism for nitrile metabolism in bacteria and plants.
The Plant journal : for cell and molecular biology.
2009 Jan; 57(2):243-53. doi:
10.1111/j.1365-313x.2008.03682.x
. [PMID: 18786181] - Roland Jenrich, Inga Trompetter, Søren Bak, Carl Erik Olsen, Birger Lindberg Møller, Markus Piotrowski. Evolution of heteromeric nitrilase complexes in Poaceae with new functions in nitrile metabolism.
Proceedings of the National Academy of Sciences of the United States of America.
2007 Nov; 104(47):18848-53. doi:
10.1073/pnas.0709315104
. [PMID: 18003897] - Verena Kriechbaumer, Woong June Park, Markus Piotrowski, Robert B Meeley, Alfons Gierl, Erich Glawischnig. Maize nitrilases have a dual role in auxin homeostasis and beta-cyanoalanine hydrolysis.
Journal of experimental botany.
2007; 58(15-16):4225-33. doi:
10.1093/jxb/erm279
. [PMID: 18182427] - Markus Piotrowski, Julia Jutta Volmer. Cyanide metabolism in higher plants: cyanoalanine hydratase is a NIT4 homolog.
Plant molecular biology.
2006 May; 61(1-2):111-22. doi:
10.1007/s11103-005-6217-9
. [PMID: 16786295] - Ying-Yuan Pamela Mok, Mohammed Shirhan Bin Mohammed Atan, Cheong Yoke Ping, Wang Zhong Jing, Madhav Bhatia, Shabbir Moochhala, Philip K Moore. Role of hydrogen sulphide in haemorrhagic shock in the rat: protective effect of inhibitors of hydrogen sulphide biosynthesis.
British journal of pharmacology.
2004 Dec; 143(7):881-9. doi:
10.1038/sj.bjp.0706014
. [PMID: 15504752] - C Ressler, J G Tatake. Vicianin, prunasin, and beta-cyanoalanine in common vetch seed as sources of urinary thiocyanate in the rat.
Journal of agricultural and food chemistry.
2001 Oct; 49(10):5075-80. doi:
10.1021/jf010343w
. [PMID: 11600069] - M Piotrowski, S Schönfelder, E W Weiler. The Arabidopsis thaliana isogene NIT4 and its orthologs in tobacco encode beta-cyano-L-alanine hydratase/nitrilase.
The Journal of biological chemistry.
2001 Jan; 276(4):2616-21. doi:
10.1074/jbc.m007890200
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Nature.
1992 Oct; 359(6394):357-8. doi:
10.1038/359357a0
. [PMID: 1406942] - R Miura, Y Miyake. 13C-NMR studies on the reaction intermediates of porcine kidney D-amino acid oxidase reconstituted with 13C-enriched flavin adenine dinucleotide.
Journal of biochemistry.
1987 Dec; 102(6):1345-54. doi:
10.1093/oxfordjournals.jbchem.a122180
. [PMID: 2896189] - R Miura, K Shiga, Y Miyake, H Watari, T Yamano. Studies on the reaction of D-amino acid oxidase with beta-cyano-D-alanine. Observation of an intermediary stable charge transfer complex.
Journal of biochemistry.
1980 May; 87(5):1469-81. doi:
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. [PMID: 6104660] - C RESSLER, J NELSON, M PFEFFER. A PYRIDOXAL-BETA-CYANOALANINE RELATION IN THE RAT.
Nature.
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