O-Acetyl-L-serine (BioDeep_00000400287)
Main id: BioDeep_00000001397
natural product PANOMIX_OTCML-2023
代谢物信息卡片
O-acetyl-L-serine hydrochloride
化学式: C5H9NO4 (147.0531554)
中文名称: O-乙酰-L-丝氨酸
谱图信息:
最多检出来源 Homo sapiens(blood) 0.1%
分子结构信息
SMILES: CC(=O)OCC(C(=O)O)N
InChI: InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m0/s1
描述信息
An acetyl-L-serine where the acetyl group is attached to the side-chain oxygen. It is an intermediate in the biosynthesis of the amino acid cysteine in bacteria.
O-Acetylserine (O-Acetyl-L-serine) is an intermediate in the biosynthesis of the amino acid cysteine in bacteria and plants.
同义名列表
数据库引用编号
29 个数据库交叉引用编号
- ChEBI: CHEBI:17981
- KEGG: C00979
- PubChem: 99478
- DrugBank: DB01837
- ChEMBL: CHEMBL1234916
- CAS: 25248-96-8
- CAS: 5147-00-2
- MoNA: EMBL-MCF_spec273074
- MoNA: EMBL-MCF_spec273070
- MoNA: EMBL-MCF_spec273069
- MoNA: EMBL-MCF_spec273062
- MoNA: EMBL-MCF_spec273061
- MoNA: EMBL-MCF_spec226159
- MoNA: EMBL-MCF_spec226150
- MoNA: EMBL-MCF_spec226143
- MoNA: EMBL-MCF_spec226129
- MoNA: EMBL-MCF_spec49508
- MoNA: MoNA001919
- MoNA: MoNA001918
- MoNA: MoNA001917
- MoNA: FiehnHILIC002193
- MoNA: PT104770
- MetaboLights: MTBLC17981
- PubChem: 4228
- KNApSAcK: C00007459
- PDB-CCD: OAS
- 3DMET: B00213
- NIKKAJI: J37.500D
- medchemexpress: HY-101409
分类词条
相关代谢途径
Reactome(3)
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)
0 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。
文献列表
- Marcela de Paiva Foletto-Felipe, Josielle Abrahão, Rita de Cássia Siqueira-Soares, Isabela de Carvalho Contesoto, Luiz Henryque Escher Grizza, Guilherme Henrique Gonçalves de Almeida, Renato Polimeni Constantin, Gisele Strieder Philippsen, Flavio Augusto Vicente Seixas, Paulo Sérgio Alves Bueno, Marco Aurélio Schüler de Oliveira, Rodrigo Polimeni Constantin, Wanderley Dantas Dos Santos, Osvaldo Ferrarese-Filho, Rogério Marchiosi. Inhibition of O-acetylserine (thiol) lyase as a promising new mechanism of action for herbicides.
Plant physiology and biochemistry : PPB.
2023 Nov; 204(?):108127. doi:
10.1016/j.plaphy.2023.108127. [PMID: 37890229] - Anastasia Apodiakou, Rainer Hoefgen. New insights into the regulation of plant metabolism by O-acetyl-serine: sulfate and beyond.
Journal of experimental botany.
2023 Apr; ?(?):. doi:
10.1093/jxb/erad124. [PMID: 37025061] - Assylay Kurmanbayeva, Aizat Bekturova, Aigerim Soltabayeva, Dinara Oshanova, Zhadyrassyn Nurbekova, Sudhakar Srivastava, Poonam Tiwari, Arvind Kumar Dubey, Moshe Sagi. Active O-acetylserine-(thiol) lyase A and B confer improved selenium resistance and degrade l-Cys and l-SeCys in Arabidopsis.
Journal of experimental botany.
2022 04; 73(8):2525-2539. doi:
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2008 Apr; 8(?):39. doi:
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Acta biochimica Polonica.
2008; 55(3):457-71. doi:
10.18388/abp.2008_3051. [PMID: 18787711] - Alison M Winger, Nicolas L Taylor, Joshua L Heazlewood, David A Day, A Harvey Millar. Identification of intra- and intermolecular disulphide bonding in the plant mitochondrial proteome by diagonal gel electrophoresis.
Proteomics.
2007 Nov; 7(22):4158-70. doi:
10.1002/pmic.200700209. [PMID: 17994621] - E Pajuelo, J A Carrasco, L C Romero, M A Chamber, C Gotor. Evaluation of the metal phytoextraction potential of crop legumes. Regulation of the expression of O-acetylserine (thiol)lyase under metal stress.
Plant biology (Stuttgart, Germany).
2007 Sep; 9(5):672-81. doi:
10.1055/s-2007-965439. [PMID: 17853367] - Markus Wirtz, Rüdiger Hell. Dominant-negative modification reveals the regulatory function of the multimeric cysteine synthase protein complex in transgenic tobacco.
The Plant cell.
2007 Feb; 19(2):625-39. doi:
10.1105/tpc.106.043125. [PMID: 17293569] - Ibolya Stiller, Gábor Dancs, Holger Hesse, Rainer Hoefgen, Zsófia Bánfalvi. Improving the nutritive value of tubers: elevation of cysteine and glutathione contents in the potato cultivar White Lady by marker-free transformation.
Journal of biotechnology.
2007 Feb; 128(2):335-43. doi:
10.1016/j.jbiotec.2006.10.015. [PMID: 17116342] - Michael Rother, Gerd-Joachim Krauss, Gregor Grass, Dirk Wesenberg. Sulphate assimilation under Cd2+ stress in Physcomitrella patens--combined transcript, enzyme and metabolite profiling.
Plant, cell & environment.
2006 Sep; 29(9):1801-11. doi:
10.1111/j.1365-3040.2006.01557.x. [PMID: 16913869] - Mario Houde, Mahdi Belcaid, François Ouellet, Jean Danyluk, Antonio F Monroy, Ani Dryanova, Patrick Gulick, Anne Bergeron, André Laroche, Matthew G Links, Luke MacCarthy, William L Crosby, Fathey Sarhan. Wheat EST resources for functional genomics of abiotic stress.
BMC genomics.
2006 Jun; 7(?):149. doi:
10.1186/1471-2164-7-149. [PMID: 16772040] - Markus Wirtz, Rüdiger Hell. Functional analysis of the cysteine synthase protein complex from plants: structural, biochemical and regulatory properties.
Journal of plant physiology.
2006 Feb; 163(3):273-86. doi:
10.1016/j.jplph.2005.11.013. [PMID: 16386330] - Adam Wawrzynski, Edyta Kopera, Anna Wawrzynska, Jolanta Kaminska, Wojciech Bal, Agnieszka Sirko. Effects of simultaneous expression of heterologous genes involved in phytochelatin biosynthesis on thiol content and cadmium accumulation in tobacco plants.
Journal of experimental botany.
2006; 57(10):2173-82. doi:
10.1093/jxb/erj176. [PMID: 16720610] - Wendy Ann Peer, Mehrzad Mahmoudian, John L Freeman, Brett Lahner, Elizabeth L Richards, Roger D Reeves, Angus S Murphy, David E Salt. Assessment of plants from the Brassicaceae family as genetic models for the study of nickel and zinc hyperaccumulation.
The New phytologist.
2006; 172(2):248-60. doi:
10.1111/j.1469-8137.2006.01820.x. [PMID: 16995913] - Eric R Bonner, Rebecca E Cahoon, Sarah M Knapke, Joseph M Jez. Molecular basis of cysteine biosynthesis in plants: structural and functional analysis of O-acetylserine sulfhydrylase from Arabidopsis thaliana.
The Journal of biological chemistry.
2005 Nov; 280(46):38803-13. doi:
10.1074/jbc.m505313200. [PMID: 16166087] - Erika Fediuc, S Herman Lips, László Erdei. O-acetylserine (thiol) lyase activity in Phragmites and Typha plants under cadmium and NaCl stress conditions and the involvement of ABA in the stress response.
Journal of plant physiology.
2005 Aug; 162(8):865-72. doi:
10.1016/j.jplph.2004.11.015. [PMID: 16146312] - Masami Yokota Hirai, Marion Klein, Yuuta Fujikawa, Mitsuru Yano, Dayan B Goodenowe, Yasuyo Yamazaki, Shigehiko Kanaya, Yukiko Nakamura, Masahiko Kitayama, Hideyuki Suzuki, Nozomu Sakurai, Daisuke Shibata, Jim Tokuhisa, Michael Reichelt, Jonathan Gershenzon, Jutta Papenbrock, Kazuki Saito. Elucidation of gene-to-gene and metabolite-to-gene networks in arabidopsis by integration of metabolomics and transcriptomics.
The Journal of biological chemistry.
2005 Jul; 280(27):25590-5. doi:
10.1074/jbc.m502332200. [PMID: 15866872] - Laura Hopkins, Saroj Parmar, Anna Błaszczyk, Holger Hesse, Rainer Hoefgen, Malcolm J Hawkesford. O-acetylserine and the regulation of expression of genes encoding components for sulfate uptake and assimilation in potato.
Plant physiology.
2005 May; 138(1):433-40. doi:
10.1104/pp.104.057521. [PMID: 15805476] - Anja Riemenschneider, Victoria Nikiforova, Rainer Hoefgen, Luit J De Kok, Jutta Papenbrock. Impact of elevated H(2)S on metabolite levels, activity of enzymes and expression of genes involved in cysteine metabolism.
Plant physiology and biochemistry : PPB.
2005 May; 43(5):473-83. doi:
10.1016/j.plaphy.2005.04.001. [PMID: 15914014] - Victoria J Nikiforova, Joachim Kopka, Vladimir Tolstikov, Oliver Fiehn, Laura Hopkins, Malcolm J Hawkesford, Holger Hesse, Rainer Hoefgen. Systems rebalancing of metabolism in response to sulfur deprivation, as revealed by metabolome analysis of Arabidopsis plants.
Plant physiology.
2005 May; 138(1):304-18. doi:
10.1104/pp.104.053793. [PMID: 15834012] - Anja Riemenschneider, Kerstin Riedel, Rainer Hoefgen, Jutta Papenbrock, Holger Hesse. Impact of reduced O-acetylserine(thiol)lyase isoform contents on potato plant metabolism.
Plant physiology.
2005 Mar; 137(3):892-900. doi:
10.1104/pp.104.057125. [PMID: 15728339] - Frantz Liszewska, Dali Gaganidze, Agnieszka Sirko. Isolation of Nicotiana plumbaginifolia cDNAs encoding isoforms of serine acetyltransferase and O-acetylserine (thiol) lyase in a yeast two-hybrid system with Escherichia coli cysE and cysK genes as baits.
Acta biochimica Polonica.
2005; 52(1):117-28. doi:
055201117. [PMID: 15827611] - Peter Buchner, C Elisabeth E Stuiver, Sue Westerman, Markus Wirtz, Rüdiger Hell, Malcolm J Hawkesford, Luit J De Kok. Regulation of sulfate uptake and expression of sulfate transporter genes in Brassica oleracea as affected by atmospheric H(2)S and pedospheric sulfate nutrition.
Plant physiology.
2004 Oct; 136(2):3396-408. doi:
10.1104/pp.104.046441. [PMID: 15377780] - Naoko Ohkama-Ohtsu, Ichiro Kasajima, Toru Fujiwara, Satoshi Naito. Isolation and characterization of an Arabidopsis mutant that overaccumulates O-Acetyl-L-Ser.
Plant physiology.
2004 Oct; 136(2):3209-22. doi:
10.1104/pp.104.047068. [PMID: 15466229] - Stanislav Kopriva, Heinz Rennenberg. Control of sulphate assimilation and glutathione synthesis: interaction with N and C metabolism.
Journal of experimental botany.
2004 Aug; 55(404):1831-42. doi:
10.1093/jxb/erh203. [PMID: 15286142] - Pasquale Chiaiese, Naoko Ohkama-Ohtsu, Lisa Molvig, Robert Godfree, Hugh Dove, Charles Hocart, Toru Fujiwara, T J V Higgins, Linda M Tabe. Sulphur and nitrogen nutrition influence the response of chickpea seeds to an added, transgenic sink for organic sulphur.
Journal of experimental botany.
2004 Aug; 55(404):1889-901. doi:
10.1093/jxb/erh198. [PMID: 15234997] - John L Freeman, Michael W Persans, Ken Nieman, Carrie Albrecht, Wendy Peer, Ingrid J Pickering, David E Salt. Increased glutathione biosynthesis plays a role in nickel tolerance in thlaspi nickel hyperaccumulators.
The Plant cell.
2004 Aug; 16(8):2176-91. doi:
10.1105/tpc.104.023036. [PMID: 15269333] - Meriel G Jones, Jill Hughes, Angela Tregova, Jonothan Milne, A Brian Tomsett, Hamish A Collin. Biosynthesis of the flavour precursors of onion and garlic.
Journal of experimental botany.
2004 Aug; 55(404):1903-18. doi:
10.1093/jxb/erh138. [PMID: 15234988] - Agnieszka Sirko, Anna Błaszczyk, Frantz Liszewska. Overproduction of SAT and/or OASTL in transgenic plants: a survey of effects.
Journal of experimental botany.
2004 Aug; 55(404):1881-8. doi:
10.1093/jxb/erh151. [PMID: 15208350] - Markus Wirtz, Michel Droux, Rüdiger Hell. O-acetylserine (thiol) lyase: an enigmatic enzyme of plant cysteine biosynthesis revisited in Arabidopsis thaliana.
Journal of experimental botany.
2004 Aug; 55(404):1785-98. doi:
10.1093/jxb/erh201. [PMID: 15258168] - Danielle R Ellis, Thomas G Sors, Dennis G Brunk, Carrie Albrecht, Cindy Orser, Brett Lahner, Karl V Wood, Hugh H Harris, Ingrid J Pickering, David E Salt. Production of Se-methylselenocysteine in transgenic plants expressing selenocysteine methyltransferase.
BMC plant biology.
2004 Jan; 4(?):1. doi:
10.1186/1471-2229-4-1. [PMID: 15005814] - Holger Hesse, Nadine Trachsel, Marianne Suter, Stanislav Kopriva, Peter von Ballmoos, Heinz Rennenberg, Christian Brunold. Effect of glucose on assimilatory sulphate reduction in Arabidopsis thaliana roots.
Journal of experimental botany.
2003 Jul; 54(388):1701-9. doi:
10.1093/jxb/erg177. [PMID: 12754263] - Jonathan R Howarth, José R Domínguez-Solís, Gloria Gutiérrez-Alcalá, John L Wray, Luis C Romero, Cecilia Gotor. The serine acetyltransferase gene family in Arabidopsis thaliana and the regulation of its expression by cadmium.
Plant molecular biology.
2003 Mar; 51(4):589-98. doi:
10.1023/a:1022349623951. [PMID: 12650624] - Masami Yokota Hirai, Toru Fujiwara, Motoko Awazuhara, Tomoko Kimura, Masaaki Noji, Kazuki Saito. Global expression profiling of sulfur-starved Arabidopsis by DNA macroarray reveals the role of O-acetyl-l-serine as a general regulator of gene expression in response to sulfur nutrition.
The Plant journal : for cell and molecular biology.
2003 Feb; 33(4):651-63. doi:
10.1046/j.1365-313x.2003.01658.x. [PMID: 12609039] - Eric D Brenner, Dennis W Stevenson, Richard W McCombie, Manpreet S Katari, Stephen A Rudd, Klaus F X Mayer, Peter M Palenchar, Suzan J Runko, Richard W Twigg, Guangwei Dai, Rob A Martienssen, Phillip N Benfey, Gloria M Coruzzi. Expressed sequence tag analysis in Cycas, the most primitive living seed plant.
Genome biology.
2003; 4(12):R78. doi:
10.1186/gb-2003-4-12-r78. [PMID: 14659015] - M Wirtz, R Hell. Production of cysteine for bacterial and plant biotechnology: application of cysteine feedback-insensitive isoforms of serine acetyltransferase.
Amino acids.
2003; 24(1-2):195-203. doi:
10.1007/s00726-002-0313-9. [PMID: 12624753] - George Tsakraklides, Melinda Martin, Radhika Chalam, Mitchell C Tarczynski, Ahlert Schmidt, Thomas Leustek. Sulfate reduction is increased in transgenic Arabidopsis thaliana expressing 5'-adenylylsulfate reductase from Pseudomonas aeruginosa.
The Plant journal : for cell and molecular biology.
2002 Dec; 32(6):879-89. doi:
10.1046/j.1365-313x.2002.01477.x. [PMID: 12492831] - Naoko Ohkama, Kentaro Takei, Hitoshi Sakakibara, Hiroaki Hayashi, Tadakatsu Yoneyama, Toru Fujiwara. Regulation of sulfur-responsive gene expression by exogenously applied cytokinins in Arabidopsis thaliana.
Plant & cell physiology.
2002 Dec; 43(12):1493-501. doi:
10.1093/pcp/pcf183. [PMID: 12514246] - Stanislav Kopriva, Marianne Suter, Peter von Ballmoos, Holger Hesse, Urs Krähenbühl, Heinz Rennenberg, Christian Brunold. Interaction of sulfate assimilation with carbon and nitrogen metabolism in Lemna minor.
Plant physiology.
2002 Nov; 130(3):1406-13. doi:
10.1104/pp.007773. [PMID: 12428005] - Oliver Berkowitz, Markus Wirtz, Alexander Wolf, Jürgen Kuhlmann, Rüdiger Hell. Use of biomolecular interaction analysis to elucidate the regulatory mechanism of the cysteine synthase complex from Arabidopsis thaliana.
The Journal of biological chemistry.
2002 Aug; 277(34):30629-34. doi:
10.1074/jbc.m111632200. [PMID: 12063244] - Alexandra Kutz, Axel Müller, Peter Hennig, Werner M Kaiser, Markus Piotrowski, Elmar W Weiler. A role for nitrilase 3 in the regulation of root morphology in sulphur-starving Arabidopsis thaliana.
The Plant journal : for cell and molecular biology.
2002 Apr; 30(1):95-106. doi:
10.1046/j.1365-313x.2002.01271.x. [PMID: 11967096]