2-Amino-3-(3-hydroxy-4-oxopyridin-1-yl)propanoic acid (BioDeep_00000843737)
代谢物信息卡片
2-Amino-3-(3-hydroxy-4-oxopyridin-1-yl)propanoic acid
化学式: C8H10N2O4 (198.064054)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CN(C=C(C1=O)O)CC(C(=O)O)N
InChI: InChI=1S/C8H10N2O4/c9-5(8(13)14)3-10-2-1-6(11)7(12)4-10/h1-2,4-5,12H,3,9H2,(H,13,14)
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:95190
- PubChem: 3862
- ChEMBL: CHEMBL251433
- MeSH: Mimosine
- CAS: 27678-82-6
- CAS: 10182-82-8
- CAS: 2116-55-4
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)
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
- Mizael Machado, Cintia R R Queiroz-Machado, Dale R Gardner, Márcio B Castro, Antônio Carlos L Câmara, Luciano A Pimentel, Glauco J N Galiza, Franklin Riet-Correa. Leucaena leucocephala toxicity in Brazilian horses.
Toxicon : official journal of the International Society on Toxinology.
2024 Mar; 240(?):107655. doi:
10.1016/j.toxicon.2024.107655. [PMID: 38382883] - Isis Machado Hueza, Vanius Vinicius Dipe, André Tadeu Gotardo, Dale R Gardner, Elaine Renata Motta de Almeida, Silvana Lima Górniak. Potential immunomodulatory response associated with L-mimosine in male Wistar rats.
Toxicon : official journal of the International Society on Toxinology.
2023 Apr; 226(?):107084. doi:
10.1016/j.toxicon.2023.107084. [PMID: 36905965] - Einar Artiles-Ortega, Pedro Yoelvys de la Fé-Rodríguez, Beydis Reguera-Barreto, Raciel Lima-Orozco, Veerle Fievez. In vitro rumen degradability of tropical legumes and their secondary metabolites depends on inoculum source.
Tropical animal health and production.
2022 Sep; 54(5):330. doi:
10.1007/s11250-022-03327-z. [PMID: 36173493] - Amal Widaad, Ihsan Nazurah Zulkipli, Mark I R Petalcorin. Anthelmintic Effect of Leucaena leucocephala Extract and Its Active Compound, Mimosine, on Vital Behavioral Activities in Caenorhabditis elegans.
Molecules (Basel, Switzerland).
2022 Mar; 27(6):. doi:
10.3390/molecules27061875. [PMID: 35335240] - Kelly Cristine da Silva Rodrigues-Honda, Michael David Hideo Honda, Dulal Borthakur, Arthur G Fett-Neto. Methods of Mimosine Extraction from Leucaena leucocephala (Lam.) de Wit Leaves.
Methods in molecular biology (Clifton, N.J.).
2022; 2469(?):231-237. doi:
10.1007/978-1-0716-2185-1_19. [PMID: 35508843] - André Tadeu Gotardo, Vânius Vinicius Dipe, Elaine Renata Motta de Almeida, Isis Machado Hueza, James Alan Pfister, Silvana Lima Górniak. Potential toxic effects produced by L-mimosine in the thyroid and reproductive systems. Evaluation in male rats.
Toxicon : official journal of the International Society on Toxinology.
2021 Nov; 203(?):121-128. doi:
10.1016/j.toxicon.2021.10.003. [PMID: 34662629] - Sotiris Kyriakou, William Cheung, Theodora Mantso, Melina Mitsiogianni, Ioannis Anestopoulos, Stephany Veuger, Dimitris T Trafalis, Rodrigo Franco, Aglaia Pappa, David Tetard, Mihalis I Panayiotidis. A novel methylated analogue of L-Mimosine exerts its therapeutic potency through ROS production and ceramide-induced apoptosis in malignant melanoma.
Investigational new drugs.
2021 08; 39(4):971-986. doi:
10.1007/s10637-021-01087-5. [PMID: 33624234] - Jaime N Wertman, Nicole Melong, Matthew R Stoyek, Olivia Piccolo, Stewart Langley, Benno Orr, Shelby L Steele, Babak Razaghi, Jason N Berman. The identification of dual protective agents against cisplatin-induced oto- and nephrotoxicity using the zebrafish model.
eLife.
2020 07; 9(?):. doi:
10.7554/elife.56235. [PMID: 32720645] - Michael D H Honda, Dulal Borthakur. Mimosine facilitates metallic cation uptake by plants through formation of mimosine-cation complexes.
Plant molecular biology.
2020 Mar; 102(4-5):431-445. doi:
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Journal of plant research.
2020 Jan; 133(1):95-108. doi:
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Chemical biology & drug design.
2019 03; 93(3):222-231. doi:
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Journal of plant research.
2019 Mar; 132(2):263-271. doi:
10.1007/s10265-018-01084-5. [PMID: 30637553] - Kelly Cristine da Silva Rodrigues-Corrêa, Michael D H Honda, Dulal Borthakur, Arthur Germano Fett-Neto. Mimosine accumulation in Leucaena leucocephala in response to stress signaling molecules and acute UV exposure.
Plant physiology and biochemistry : PPB.
2019 Feb; 135(?):432-440. doi:
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Applied biochemistry and biotechnology.
2018 Nov; 186(3):613-632. doi:
10.1007/s12010-018-2745-z. [PMID: 29691793] - Yiwen Xu, Lin Cai. L‑mimosine induces caspase‑9‑mediated apoptosis in human osteosarcoma cells.
Molecular medicine reports.
2018 03; 17(3):4695-4701. doi:
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Journal of plant research.
2018 Mar; 131(2):319-329. doi:
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BioMed research international.
2018; 2018(?):5872865. doi:
10.1155/2018/5872865. [PMID: 30581861] - Gen Kuroyanagi, Haruhiko Tokuda, Naohiro Yamamoto, Shingo Kainuma, Kazuhiko Fujita, Reou Ohguchi, Rie Matsushima-Nishiwaki, Osamu Kozawa, Takanobu Otsuka. Attenuation of prostaglandin E1‑induced osteoprotegerin synthesis in osteoblasts by normoxic HIF inducers.
Molecular medicine reports.
2017 Apr; 15(4):1847-1852. doi:
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Physiology & behavior.
2016 10; 164(Pt A):1-10. doi:
10.1016/j.physbeh.2016.05.004. [PMID: 27163522] - Yi Fang, Hui Zhang, Yihong Zhong, Xiaoqiang Ding. Prolyl hydroxylase 2 (PHD2) inhibition protects human renal epithelial cells and mice kidney from hypoxia injury.
Oncotarget.
2016 08; 7(34):54317-54328. doi:
10.18632/oncotarget.11104. [PMID: 27527871] - Gen Kuroyanagi, Takanobu Otsuka, Naohiro Yamamoto, Shingo Kainuma, Reou Ohguchi, Kazuhiko Fujita, Rie Matsushima-Nishiwaki, Osamu Kozawa, Haruhiko Tokuda. Mimosine suppresses the PGF2α-induced synthesis of osteoprotegerin but not interleukin-6 in osteoblasts.
International journal of molecular medicine.
2016 Feb; 37(2):533-41. doi:
10.3892/ijmm.2016.2452. [PMID: 26744072] - Vishal Singh Negi, Dulal Borthakur. Heterologous Expression and Characterization of Mimosinase from Leucaena leucocephala.
Methods in molecular biology (Clifton, N.J.).
2016; 1405(?):59-77. doi:
10.1007/978-1-4939-3393-8_7. [PMID: 26843166] - Maria Bottini-Luzardo, Carlos Aguilar-Perez, Fernando Centurion-Castro, Francisco Solorio-Sanchez, Armin Ayala-Burgos, Ruben Montes-Perez, David Muñoz-Rodriguez, Juan Ku-Vera. Ovarian activity and estrus behavior in early postpartum cows grazing Leucaena leucocephala in the tropics.
Tropical animal health and production.
2015 Dec; 47(8):1481-6. doi:
10.1007/s11250-015-0887-3. [PMID: 26210396] - Ann M Fallon. Effects of mimosine on Wolbachia in mosquito cells: cell cycle suppression reduces bacterial abundance.
In vitro cellular & developmental biology. Animal.
2015 Oct; 51(9):958-63. doi:
10.1007/s11626-015-9918-7. [PMID: 26019119] - Binh Cao Quan Nguyen, Jamnian Chompoo, Shinkichi Tawata. Insecticidal and Nematicidal Activities of Novel Mimosine Derivatives.
Molecules (Basel, Switzerland).
2015 Sep; 20(9):16741-56. doi:
10.3390/molecules200916741. [PMID: 26389870] - Graham Crawford, Birgit Puschner, Verena Affolter, Ilse Stalis, Autumn Davidson, Tomas Baker, John Tahara, Alison Jolly, Susan Ostapak. Systemic effects of Leucaena leucocephala ingestion on ringtailed lemurs (Lemur catta) at Berenty Reserve, Madagascar.
American journal of primatology.
2015 Jun; 77(6):633-41. doi:
10.1002/ajp.22386. [PMID: 25809223] - Mogher Khamaisi, Hala Toukan, Jonathan H Axelrod, Christian Rosenberger, Galia Skarzinski, Ahuva Shina, Rina Meidan, Robert Koesters, Seymour Rosen, Gail Walkinshaw, Imari Mimura, Masaomi Nangaku, Samuel N Heyman. Endothelin-converting enzyme is a plausible target gene for hypoxia-inducible factor.
Kidney international.
2015 Apr; 87(4):761-70. doi:
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Plant & cell physiology.
2014 May; 55(5):913-27. doi:
10.1093/pcp/pcu026. [PMID: 24492257] - Shinjiro Ogita, Misako Kato, Shin Watanabe, Hiroshi Ashihara. The co-occurrence of two pyridine alkaloids, mimosine and trigonelline, in Leucaena leucocephala.
Zeitschrift fur Naturforschung. C, Journal of biosciences.
2014 Mar; 69(3-4):124-32. doi:
10.5560/znc.2013-0137. [PMID: 24873033] - Vishal Singh Negi, Jon-Paul Bingham, Qing X Li, Dulal Borthakur. A carbon-nitrogen lyase from Leucaena leucocephala catalyzes the first step of mimosine degradation.
Plant physiology.
2014 Feb; 164(2):922-34. doi:
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Archives of animal nutrition.
2013 Jun; 67(3):169-84. doi:
10.1080/1745039x.2013.801139. [PMID: 23742642] - Yi Fang, Xiaofang Yu, Yong Liu, Alison J Kriegel, Yanyan Heng, Xialian Xu, Mingyu Liang, Xiaoqiang Ding. miR-29c is downregulated in renal interstitial fibrosis in humans and rats and restored by HIF-α activation.
American journal of physiology. Renal physiology.
2013 May; 304(10):F1274-82. doi:
10.1152/ajprenal.00287.2012. [PMID: 23467423] - Marcos Barros-Rodríguez, Javier Solorio-Sánchez, Juan Ku-Vera, Armín Ayala-Burgos, Carlos Sandoval-Castro, Georgina Solís-Pérez. Productive performance and urinary excretion of mimosine metabolites by hair sheep grazing in a silvopastoral system with high densities of Leucaena leucocephala.
Tropical animal health and production.
2012 Dec; 44(8):1873-8. doi:
10.1007/s11250-012-0150-0. [PMID: 22528536] - Xiaofang Yu, Yi Fang, Hong Liu, Jiaming Zhu, Jianzhou Zou, Xunhui Xu, Suhua Jiang, Xiaoqiang Ding. The balance of beneficial and deleterious effects of hypoxia-inducible factor activation by prolyl hydroxylase inhibitor in rat remnant kidney depends on the timing of administration.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
2012 Aug; 27(8):3110-9. doi:
10.1093/ndt/gfr754. [PMID: 22399494] - Kiyoshi Nokihara, Akiyoshi Hirata, Tetsuya Sogon, Takafumi Ohyama. Preparative scale isolation, purification and derivatization of mimosine, a non-proteinogenic amino acid.
Amino acids.
2012 Jul; 43(1):475-82. doi:
10.1007/s00726-011-1104-y. [PMID: 21993536] - Thongsuk Jetana, Sirima Thongruay, Sawong Uswang, Runchuan Hengtrakulsin. A comparative study on mimosine, 3,4-dihydroxy pyridone (3,4-DHP) and 2,3-dihydroxy pyridone (2,3-DHP), purine derivatives (PD) excretion in the urine, thyroid hormone and blood metabolites profiles of Thai swamp buffalo (Bubalus bubalis) and Murrah buffalo (Bubalus bubalis).
Tropical animal health and production.
2012 Apr; 44(4):887-97. doi:
10.1007/s11250-011-9983-1. [PMID: 21928129] - Soon-Young Park, Jun-Sub Im, Sung-Rye Park, Sang-Eun Kim, Hoe-Jeong Wang, Joon-Kyu Lee. Mimosine arrests the cell cycle prior to the onset of DNA replication by preventing the binding of human Ctf4/And-1 to chromatin via Hif-1α activation in HeLa cells.
Cell cycle (Georgetown, Tex.).
2012 Feb; 11(4):761-6. doi:
10.4161/cc.11.4.19209. [PMID: 22374673] - Shanlou Qiao, Keiko Murakami, Qinghong Zhao, Baoling Wang, Hisao Seo, Hitoshi Yamashita, Xiaotao Li, Takashi Iwamoto, Masatoshi Ichihara, Masataka Yoshino. Mimosine-induced apoptosis in C6 glioma cells requires the release of mitochondria-derived reactive oxygen species and p38, JNK activation.
Neurochemical research.
2012 Feb; 37(2):417-27. doi:
10.1007/s11064-011-0628-6. [PMID: 21986805] - Xiaofang Yu, Yi Fang, Xiaoqiang Ding, Hong Liu, Jiaming Zhu, Jianzhou Zou, Xunhui Xu, Yihong Zhong. Transient hypoxia-inducible factor activation in rat renal ablation and reduced fibrosis with L-mimosine.
Nephrology (Carlton, Vic.).
2012 Jan; 17(1):58-67. doi:
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Journal of agricultural and food chemistry.
2011 Dec; 59(24):12858-63. doi:
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Genome biology.
2011 Oct; 12(10):R106. doi:
10.1186/gb-2011-12-10-r106. [PMID: 22018401] - Yik Ling Chew, Elaine Wan Ling Chan, Pei Ling Tan, Yau Yan Lim, Johnson Stanslas, Joo Kheng Goh. Assessment of phytochemical content, polyphenolic composition, antioxidant and antibacterial activities of Leguminosae medicinal plants in Peninsular Malaysia.
BMC complementary and alternative medicine.
2011 Feb; 11(?):12. doi:
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Biochemical and biophysical research communications.
2010 Oct; 401(1):164-7. doi:
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Pharmaceutical biology.
2010 Jun; 48(6):716-21. doi:
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BMC cell biology.
2010 Apr; 11(?):26. doi:
10.1186/1471-2121-11-26. [PMID: 20398392] - Sandro L R Jube, Dulal Borthakur. Transgenic Leucaena leucocephala expressing the Rhizobium gene pydA encoding a meta-cleavage dioxygenase shows reduced mimosine content.
Plant physiology and biochemistry : PPB.
2010 Apr; 48(4):273-8. doi:
10.1016/j.plaphy.2010.01.005. [PMID: 20138776] - Panlada Tittabutr, Jonathan D Awaya, Qing X Li, Dulal Borthakur. The cloned 1-aminocyclopropane-1-carboxylate (ACC) deaminase gene from Sinorhizobium sp. strain BL3 in Rhizobium sp. strain TAL1145 promotes nodulation and growth of Leucaena leucocephala.
Systematic and applied microbiology.
2008 Jun; 31(2):141-50. doi:
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Animal : an international journal of animal bioscience.
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Journal of the American Society of Nephrology : JASN.
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Journal of molecular histology.
2007 Oct; 38(5):501-6. doi:
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Biological trace element research.
2007 Sep; 118(3):269-86. doi:
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Biological trace element research.
2007 Jul; 118(1):84-96. doi:
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Journal of cancer research and clinical oncology.
2007 Jan; 133(1):37-46. doi:
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American journal of physiology. Renal physiology.
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Methods in molecular biology (Clifton, N.J.).
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Amino acids.
2006 Oct; 31(3):279-87. doi:
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Bioorganic & medicinal chemistry.
2006 Sep; 14(17):6085-8. doi:
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Parasitology research.
2006 Aug; 99(3):281-6. doi:
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Molecular & cellular proteomics : MCP.
2005 Jul; 4(7):993-1001. doi:
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The Journal of biological chemistry.
2005 Jan; 280(4):2912-23. doi:
10.1074/jbc.m409524200. [PMID: 15550384] - Cheryll Perry, Renuka Sastry, Ilya M Nasrallah, Patrick J Stover. Mimosine attenuates serine hydroxymethyltransferase transcription by chelating zinc. Implications for inhibition of DNA replication.
The Journal of biological chemistry.
2005 Jan; 280(1):396-400. doi:
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International journal of immunopathology and pharmacology.
2005 Jan; 18(1):85-94. doi:
10.1177/039463200501800110. [PMID: 15698514] - Attila Zalatnai. P-glycoprotein expression is induced in human pancreatic cancer xenografts during treatment with a cell cycle regulator, mimosine.
Pathology oncology research : POR.
2005; 11(3):164-9. doi:
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Gene.
2004 Sep; 340(1):83-98. doi:
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Talanta.
2004 Jun; 63(3):635-40. doi:
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Oncogene.
2004 May; 23(21):3790-801. doi:
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International journal of immunopathology and pharmacology.
2004 May; 17(2):191-200. doi:
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Prostaglandins & other lipid mediators.
2004 Apr; 73(3-4):265-78. doi:
10.1016/j.prostaglandins.2004.03.001. [PMID: 15287156] - Mahesh B Chandrasekharan, Guofu Li, Kenneth J Bishop, Timothy C Hall. S phase progression is required for transcriptional activation of the beta-phaseolin promoter.
The Journal of biological chemistry.
2003 Nov; 278(46):45397-405. doi:
10.1074/jbc.m307787200. [PMID: 12960166] - Birbal Singh, Tej K Bhat, Bhupinder Singh. Potential therapeutic applications of some antinutritional plant secondary metabolites.
Journal of agricultural and food chemistry.
2003 Sep; 51(19):5579-97. doi:
10.1021/jf021150r. [PMID: 12952405] - Zizheng Dong, Jian-Ting Zhang. EIF3 p170, a mediator of mimosine effect on protein synthesis and cell cycle progression.
Molecular biology of the cell.
2003 Sep; 14(9):3942-51. doi:
10.1091/mbc.e02-12-0784. [PMID: 12972576] - Attila Zalatnai, Jozsef Bocsi. Mimosine, a plant-derived amino acid induces apoptosis in human pancreatic cancer xenografts.
Anticancer research.
2003 Sep; 23(5A):4007-9. doi:
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Animal reproduction science.
2003 Jul; 77(3-4):235-45. doi:
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FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2003 Jun; 17(9):1186-8. doi:
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International journal of immunopathology and pharmacology.
2003 May; 16(2):99-104. doi:
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The Journal of biological chemistry.
2003 Feb; 278(6):4048-56. doi:
10.1074/jbc.m209960200. [PMID: 12444087] - Sookie La, Sungyeon Ahn, Jung-Han Kim, Junichi Goto, One-Kyun Choi, Kyoung-Rae Kim. Enantioseparation of chiral aromatic amino acids by capillary electrophoresis in neutral and charged cyclodextrin selector modes.
Electrophoresis.
2002 Dec; 23(24):4123-31. doi:
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DNA repair.
2002 Oct; 1(10):811-20. doi:
10.1016/s1568-7864(02)00109-x. [PMID: 12531028] - Michael A Savka, Yves Dessaux, Phil Oger, Silvia Rossbach. Engineering bacterial competitiveness and persistence in the phytosphere.
Molecular plant-microbe interactions : MPMI.
2002 Sep; 15(9):866-74. doi:
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Biochemical and biophysical research communications.
2002 Aug; 296(3):575-9. doi:
10.1016/s0006-291x(02)00919-1. [PMID: 12176019] - Jung-Jin Choi, Yu-Kyoung Oh, Hyun-Soo Kim, Hyoung-Chun Kim, Kwang Ho Ko, Won-Ki Kim. Mimosine prevents the death of glucose-deprived immunostimulated astrocytes by scavenging peroxynitrite.
Glia.
2002 Jul; 39(1):37-46. doi:
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Canadian journal of physiology and pharmacology.
2002 Jul; 80(7):650-3. doi:
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Electrophoresis.
2002 Apr; 23(7-8):1080-9. doi:
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Biochimica et biophysica acta.
2002 Feb; 1589(1):49-62. doi:
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Molecular and cellular biochemistry.
2002 Jan; 229(1-2):129-37. doi:
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Current protocols in cell biology.
2001 May; Chapter 8(?):Unit 8.3. doi:
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Veterinary and human toxicology.
2001 Apr; 43(2):95-6. doi:
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Journal of cellular physiology.
2001 Apr; 187(1):65-72. doi:
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Biological trace element research.
2001 Mar; 79(3):271-85. doi:
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The Journal of biological chemistry.
2001 Jan; 276(3):2062-8. doi:
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Journal of cell science.
2000 Dec; 113 Pt 23(?):4363-71. doi:
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International journal of oncology.
2000 Oct; 17(4):659-65. doi:
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Nucleic acids research.
2000 Oct; 28(19):3762-70. doi:
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Experimental cell research.
2000 Jul; 258(1):215-22. doi:
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Experimental cell research.
2000 Jan; 254(1):64-71. doi:
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Biological trace element research.
1999 Dec; 70(3):193-207. doi:
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Biological trace element research.
1999 Dec; 70(3):209-22. doi:
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Cancer letters.
1999 Oct; 145(1-2):1-8. doi:
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Experimental cell research.
1999 Aug; 251(1):121-7. doi:
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