Mimosine (BioDeep_00000000787)

 

Secondary id: BioDeep_00000398734

human metabolite PANOMIX_OTCML-2023 blood metabolite Chemicals and Drugs natural product


代谢物信息卡片


1(4H)-Pyridinepropanoic acid, .alpha.-amino-3-hydroxy-4-oxo-, (.alpha.S)-

化学式: C8H10N2O4 (198.064054)
中文名称: 含羞草碱
谱图信息: 最多检出来源 Homo sapiens(otcml) 45.59%

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)/t5-/m0/s1

描述信息

Mimosine is only found in individuals that have used or taken this drug. It is an antineoplastic alanine-substituted pyridine derivative isolated from Leucena glauca. [PubChem]Mimosine causes inhibition of DNA replication, changes in the progression of the cells in the cell cycle, and apoptosis. Mimosine appears to introduce breaks into DNA. Mimosine is an iron/zinc chelator. Iron depletion induces DNA double-strand breaks in treated cells, and activates a DNA damage response that results in focal phosphorylation of histones. This leads to inhibition of DNA replication and/or DNA elongation. Some studies indicate that mimosine prevents the initiation of DNA replication, whereas other studies indicate that mimosine disrupts elongation of the replication fork by impairing deoxyribonucleotide synthesis by inhibiting the activity of the iron-dependent enzyme ribonucleotide reductase and the transcription of the cytoplasmic serine hydroxymethyltransferase gene (SHMT). Inhibition of serine hydroxymethyltransferase is moderated by a zinc responsive unit located in front of the SHMT gene.
L-mimosine is an L-alpha-amino acid that is propionic acid substituted by an amino group at position 2 and a 3-hydroxy-4-oxopyridin-1(4H)-yl group at position 3 (the 2S-stereoisomer). It a non-protein plant amino acid isolated from Mimosa pudica. It has a role as an EC 1.14.18.1 (tyrosinase) inhibitor and a plant metabolite. It is a non-proteinogenic L-alpha-amino acid and a member of 4-pyridones. It is functionally related to a propionic acid. It is a conjugate acid of a L-mimosine(1-). It is a tautomer of a L-mimosine zwitterion.
Mimosine is an antineoplastic alanine-substituted pyridine derivative isolated from Leucena glauca.
3-Hydroxy-4-oxo-1(4H)-pyridinealanine. An antineoplastic alanine-substituted pyridine derivative isolated from Leucena glauca.
An L-alpha-amino acid that is propionic acid substituted by an amino group at position 2 and a 3-hydroxy-4-oxopyridin-1(4H)-yl group at position 3 (the 2S-stereoisomer). It a non-protein plant amino acid isolated from Mimosa pudica.
Mimosine, a tyrosine analog , can act as an antioxidant by its potent iron-binding activity[1]. Mimosine is a known chelator of Fe(III)[2]. Mimosine induces apoptosis through metal ion chelation, mitochondrial activation and ROS production in human leukemic cells[3]. Anti-cancer, antiinflammation.
Mimosine, a tyrosine analog , can act as an antioxidant by its potent iron-binding activity[1]. Mimosine is a known chelator of Fe(III)[2]. Mimosine induces apoptosis through metal ion chelation, mitochondrial activation and ROS production in human leukemic cells[3]. Anti-cancer, antiinflammation.

同义名列表

40 个代谢物同义名

1(4H)-Pyridinepropanoic acid, .alpha.-amino-3-hydroxy-4-oxo-, (.alpha.S)-; (2S)-2-amino-3-(3-hydroxy-4-oxo-1,4-dihydropyridin-1-yl)propanoic acid; 1(4H)-Pyridinepropanoic acid, alpha-amino-3-hydroxy-4-oxo-, (alphaS)-; 1(4H)-Pyridinepropanoic acid, alpha-amino-3-hydroxy-4-oxo-, (S)-; (2S)-2-azaniumyl-3-(4-hydroxy-3-oxidopyridinium-1-yl)propanoate; (2S)-2-amino-3-(3-hydroxy-4-oxopyridin-1(4H)-yl)propanoic acid; (S)-2-Amino-3-(3-hydroxy-4-oxopyridin-1(4H)-yl)propanoic acid; (S)-2-Amino-3-(3-hydroxy-4-oxo-4H-pyridin-1-yl)propanoic acid; (2S)-2-Amino-3-[3-hydroxy-4-oxo-1(4H)-pyridyl]propanoic acid; (S)-alpha-Amino-3-hydroxy-4-oxo-1(4H)-pyridylpropionic acid; (2S)-2-amino-3-(3-hydroxy-4-oxopyridin-1-yl)propanoic acid; (S)-2-Amino-3-(3-hydroxy-4-oxo-4H-pyridin-1-yl)propanoate; (2S)-2-amino-3-(3-hydroxy-4-oxo-1-pyridyl)propanoic acid; 3-(3-hydroxy-4-oxopyridin-1(4H)-yl)-L-alanine; L-Mimosine from Koa hoale seeds, >=98\\%; L-Mimosine from Koa hoale seeds; WZNJWVWKTVETCG-YFKPBYRVSA-N; MIMOSINE [WHO-DD]; Prestwick3_000379; UNII-Z46B1LUI5N; BPBio1_000591; MIMOSINE [MI]; Minosine, L-; (L)-MIMOSINE; Tox21_501238; Bio1_001334; Bio1_000845; Bio1_000356; L-Leucinine; L-mimosine; Leucaenine; Z46B1LUI5N; 1-mimosine; Leucaenol; AI3-51821; Leucenine; Leucenol; Mimosine; Mimosin; L-Mimosine



数据库引用编号

23 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)

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: 10.1007/s11103-019-00956-1. [PMID: 31907707]
  • Md Harun-Ur-Rashid, Shigeki Oogai, Shahanaz Parveen, Masashi Inafuku, Hironori Iwasaki, Masakazu Fukuta, Md Amzad Hossain, Hirosuke Oku. Molecular cloning of putative chloroplastic cysteine synthase in Leucaena leucocephala. Journal of plant research. 2020 Jan; 133(1):95-108. doi: 10.1007/s10265-019-01158-y. [PMID: 31828681]
  • Akm Moyeenul Huq, Lam Kok Wai, Kamal Rullah, Mohd Fadhlizil Fasihi Mohd Aluwi, Johnson Stanslas, Jamia Azdina Jamal. Oestrogenic activity of mimosine on MCF-7 breast cancer cell line through the ERα-mediated pathway. Chemical biology & drug design. 2019 03; 93(3):222-231. doi: 10.1111/cbdd.13404. [PMID: 30251480]
  • Naoto Sano, Mitsunori Seo. Cell cycle inhibitors improve seed storability after priming treatments. 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: 10.1016/j.plaphy.2018.11.018. [PMID: 30482504]
  • Md Harun-Ur-Rashid, Hironori Iwasaki, Shahanaz Parveen, Shigeki Oogai, Masakazu Fukuta, Md Amzad Hossain, Toyoaki Anai, Hirosuke Oku. Cytosolic Cysteine Synthase Switch Cysteine and Mimosine Production in Leucaena leucocephala. 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: 10.3892/mmr.2018.8403. [PMID: 29328422]
  • Md Harun-Ur- Rashid, Hironori Iwasaki, Shigeki Oogai, Masakazu Fukuta, Shahanaz Parveen, Md Amzad Hossain, Toyoaki Anai, Hirosuke Oku. Molecular characterization of cytosolic cysteine synthase in Mimosa pudica. Journal of plant research. 2018 Mar; 131(2):319-329. doi: 10.1007/s10265-017-0986-5. [PMID: 29181648]
  • Anna Sonja Müller, Klara Janjić, Gunpreet Oberoi, Manuela Pensch, Christoph Kurzmann, Andreas Moritz, Hermann Agis. Deferoxamine but Not Dimethyloxalylglycine, L-Mimosine, or Cobalt Dichloride Can Interfere with the MTT Assay. 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: 10.3892/mmr.2017.6177. [PMID: 28259984]
  • S Retana-Márquez, L Juárez-Rojas, A Hernández, C Romero, G López, L Miranda, A Guerrero-Aguilera, F Solano, E Hernández, P Chemineau, M Keller, J A Delgadillo. Comparison of the effects of mesquite pod and Leucaena extracts with phytoestrogens on the reproductive physiology and sexual behavior in the male rat. 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: 10.1038/ki.2014.362. [PMID: 25469848]
  • Hiroki Yasuhara, Kazuki Kitamoto. Aphidicolin-induced nuclear elongation in tobacco BY-2 cells. 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: 10.1104/pp.113.230870. [PMID: 24351687]
  • Yosra A Soltan, Amr S Morsy, Sobhy M A Sallam, Ronaldo C Lucas, Helder Louvandini, Michael Kreuzer, Adibe L Abdalla. Contribution of condensed tannins and mimosine to the methane mitigation caused by feeding Leucaena leucocephala. 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: 10.1111/j.1440-1797.2011.01498.x. [PMID: 21777345]
  • Atul Upadhyay, Jamnian Chompoo, Nozomi Taira, Masakazu Fukuta, Shinichi Gima, Shinkichi Tawata. Solid-phase synthesis of mimosine tetrapeptides and their inhibitory activities on neuraminidase and tyrosinase. Journal of agricultural and food chemistry. 2011 Dec; 59(24):12858-63. doi: 10.1021/jf203494t. [PMID: 22047208]
  • Ijaz Ahmad, Fozia Ijaz, Itrat Fatima, Nisar Ahmad, Shilin Chen, Nighat Afza, Abdul Malik. Xanthine oxidase/tyrosinase inhibiting, antioxidant, and antifungal oxindole alkaloids from Isatis costata. Pharmaceutical biology. 2010 Jun; 48(6):716-21. doi: 10.3109/13880200903271298. [PMID: 20645747]
  • Phyllis S Frisa, James W Jacobberger. Cytometry of chromatin bound Mcm6 and PCNA identifies two states in G1 that are separated functionally by the G1 restriction point. 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: 10.1016/j.syapm.2008.03.001. [PMID: 18406559]
  • Peter Hill, Deepa Shukla, Maxine G B Tran, Julian Aragones, H Terence Cook, Peter Carmeliet, Patrick H Maxwell. Inhibition of hypoxia inducible factor hydroxylases protects against renal ischemia-reperfusion injury. Journal of the American Society of Nephrology : JASN. 2008 Jan; 19(1):39-46. doi: 10.1681/asn.2006090998. [PMID: 18178798]
  • Farman Ullah, Hidayat Hussain, Javid Hussain, Ishfaq A Bukhari, Mahmud Tareq Hassan Khan, M Iqbal Choudhary, Anwar H Gilani, Viqar Uddin Ahmad. Tyrosinase inhibitory pentacyclic triterpenes and analgesic and spasmolytic activities of methanol extracts of Rhododendron collettianum. Phytotherapy research : PTR. 2007 Nov; 21(11):1076-81. doi: 10.1002/ptr.2216. [PMID: 17661331]
  • Mario Galindo, Rachel A Kahler, Nadiya M Teplyuk, Janet L Stein, Jane B Lian, Gary S Stein, Jennifer J Westendorf, Andre J van Wijnen. Cell cycle related modulations in Runx2 protein levels are independent of lymphocyte enhancer-binding factor 1 (Lef1) in proliferating osteoblasts. Journal of molecular histology. 2007 Oct; 38(5):501-6. doi: 10.1007/s10735-007-9143-0. [PMID: 17885813]
  • K Lalitha, S R Kulothungan. Mimosine mitigates oxidative stress in selenium deficient seedlings of Vigna radiata. Part II: mitochondrial uptake of 75selenium and mimosine. Biological trace element research. 2007 Sep; 118(3):269-86. doi: 10.1007/s12011-007-0032-x. [PMID: 17916931]
  • M J Reigosa, E Malvido-Pazos. Phytotoxic effects of 21 plant secondary metabolites on Arabidopsis thaliana germination and root growth. Journal of chemical ecology. 2007 Jul; 33(7):1456-66. doi: 10.1007/s10886-007-9318-x. [PMID: 17577597]
  • K Lalitha, S Rajendra Kulothungan. Mimosine mitigates oxidative stress in selenium deficient seedlings of Vigna radiata--Part I: Restoration of mitochondrial function. Biological trace element research. 2007 Jul; 118(1):84-96. doi: 10.1007/s12011-007-0013-0. [PMID: 17848734]
  • Ningjun Li, Fan Yi, Christina M Sundy, Li Chen, Molly L Hilliker, Dustin K Donley, Daniel B Muldoon, Pin-Lan Li. Expression and actions of HIF prolyl-4-hydroxylase in the rat kidneys. American journal of physiology. Renal physiology. 2007 Jan; 292(1):F207-16. doi: 10.1152/ajprenal.00457.2005. [PMID: 16885149]
  • Harinder P S Makkar, P Siddhuraju, Klaus Becker. Plant secondary metabolites. Methods in molecular biology (Clifton, N.J.). 2007; 393(?):1-122. doi: 10.1007/978-1-59745-425-4_1. [PMID: 19238775]
  • K Lalitha, S Rajendra Kulothungan. Selective determination of mimosine and its dihydroxypyridinyl derivative in plant systems. Amino acids. 2006 Oct; 31(3):279-87. doi: 10.1007/s00726-005-0226-5. [PMID: 16988910]
  • Mahmud Tareq Hassan Khan, M Iqbal Choudhary, Atta-ur-Rahman, Reyhan P Mamedova, Manzura A Agzamova, Mukhlis N Sultankhodzhaev, Mahamed I Isaev. Tyrosinase inhibition studies of cycloartane and cucurbitane glycosides and their structure-activity relationships. Bioorganic & medicinal chemistry. 2006 Sep; 14(17):6085-8. doi: 10.1016/j.bmc.2006.05.002. [PMID: 16716596]
  • Paul J Galgano, Carl L Schildkraut. G1/S phase synchronization using mimosine arrest. CSH protocols. 2006 Sep; 2006(4):. doi: 10.1101/pdb.prot4488. [PMID: 22485890]
  • Michael Saeftel, Ramadan Salem Sarite, Tujo Njuguna, Ulrike Holzgrabe, Daniela Ulmer, Achim Hoerauf, Annette Kaiser. Piperidones with activity against Plasmodium falciparum. Parasitology research. 2006 Aug; 99(3):281-6. doi: 10.1007/s00436-006-0173-4. [PMID: 16550432]
  • Mahmud Tareq Hassan Khan, Sher Bahadar Khan, Arjumand Ather. Tyrosinase inhibitory cycloartane type triterpenoids from the methanol extract of the whole plant of Amberboa ramosa Jafri and their structure-activity relationship. Bioorganic & medicinal chemistry. 2006 Feb; 14(4):938-43. doi: 10.1016/j.bmc.2005.09.010. [PMID: 16202612]
  • Lifang Xie, George Tsaprailis, Qin M Chen. Proteomic identification of insulin-like growth factor-binding protein-6 induced by sublethal H2O2 stress from human diploid fibroblasts. Molecular & cellular proteomics : MCP. 2005 Sep; 4(9):1273-83. doi: 10.1074/mcp.m500032-mcp200. [PMID: 15958393]
  • Mukhlis N Sultankhodzhaev, Mahmud Tareq Hassan Khan, Mahera Moin, M Iqbal Choudhary, Atta-ur-Rahman. Tyrosinase inhibition studies of diterpenoid alkaloids and their derivatives: structure-activity relationships. Natural product research. 2005 Jul; 19(5):517-22. doi: 10.1080/14786410512331330585. [PMID: 15938198]
  • Zizheng Dong, Randy J Arnold, Youyun Yang, Myung Hee Park, Petra Hrncirova, Yehia Mechref, Milos V Novotny, Jian-Ting Zhang. Modulation of differentiation-related gene 1 expression by cell cycle blocker mimosine, revealed by proteomic analysis. Molecular & cellular proteomics : MCP. 2005 Jul; 4(7):993-1001. doi: 10.1074/mcp.m500044-mcp200. [PMID: 15855174]
  • Andreas Panopoulos, Maged Harraz, John F Engelhardt, Ebrahim Zandi. Iron-mediated H2O2 production as a mechanism for cell type-specific inhibition of tumor necrosis factor alpha-induced but not interleukin-1beta-induced IkappaB kinase complex/nuclear factor-kappaB activation. 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: 10.1074/jbc.m410467200. [PMID: 15531579]
  • S Frydas, N Papaioannou, M Papazahariadou, M Hatzistilianou, E Karagouni, M Trakatelli, G Brellou, C Petrarca, M L Castellani, P Conti, G Riccioni, A Patruno, A Grilli. Inhibition of MCP-1 and MIP-2 chemokines in murine trichinellosis: effect of the anti-inflammatory compound L-mimosine. 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: 10.1007/bf02893393. [PMID: 16195770]
  • Viqar Uddin Ahmad, Farman Ullah, Javid Hussain, Umar Farooq, Muhammad Zubair, Mahmud Tareq Hassan Khan, Muhammad Iqbal Choudhary. Tyrosinase inhibitors from Rhododendron collettianum and their structure-activity relationship (SAR) studies. Chemical & pharmaceutical bulletin. 2004 Dec; 52(12):1458-61. doi: 10.1248/cpb.52.1458. [PMID: 15577244]
  • Marko Goliĉnik, Jure Stojan. Slow-binding inhibition: A theoretical and practical course for students. Biochemistry and molecular biology education : a bimonthly publication of the International Union of Biochemistry and Molecular Biology. 2004 Jul; 32(4):228-35. doi: 10.1002/bmb.2004.494032040358. [PMID: 21706729]
  • Zizheng Dong, Lisa H Liu, Baoguang Han, Roxana Pincheira, Jian-Ting Zhang. Role of eIF3 p170 in controlling synthesis of ribonucleotide reductase M2 and cell growth. Oncogene. 2004 May; 23(21):3790-801. doi: 10.1038/sj.onc.1207465. [PMID: 15094776]
  • S Hitoglou, S Frydas, M Hatzistilianou, S Pappa, D Gougoustamou, A Kotsis. Response of ADA and its isoenzymes in mice infected by Trichinella spiralis and treated with mimosine. International journal of immunopathology and pharmacology. 2004 May; 17(2):191-200. doi: 10.1177/039463200401700211. [PMID: 15171820]
  • Young C Cho, Colin R Jefcoate. PPARgamma1 synthesis and adipogenesis in C3H10T1/2 cells depends on S-phase progression, but does not require mitotic clonal expansion. Journal of cellular biochemistry. 2004 Feb; 91(2):336-53. doi: 10.1002/jcb.10743. [PMID: 14743393]
  • 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: ". [PMID: 14666710]
  • I Vacková, M Engelová, I Marinov, M Tománek. Cell cycle synchronization of porcine granulosa cells in G1 stage with mimosine. Animal reproduction science. 2003 Jul; 77(3-4):235-45. doi: 10.1016/s0378-4320(03)00034-4. [PMID: 12695057]
  • Christina Warnecke, Wanja Griethe, Alexander Weidemann, Jan Steffen Jürgensen, Carsten Willam, Sebastian Bachmann, Yuri Ivashchenko, Ingrid Wagner, Ulrich Frei, Michael Wiesener, Kai-Uwe Eckardt. Activation of the hypoxia-inducible factor-pathway and stimulation of angiogenesis by application of prolyl hydroxylase inhibitors. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2003 Jun; 17(9):1186-8. doi: 10.1096/fj.02-1062fje. [PMID: 12709400]
  • S Frydas, M Papazahariadou, N Papaioannou, M Hatzistilianou, M Trakatellis, D Merlitti, M Di Gioacchino, A Grilli, M A DeLutiis, G Riccioni, P Conti, I Vlemmas. Effect of the compound L-mimosine in an in vivo model of chronic granuloma formation induced by potassium permanganate (KMNO4). International journal of immunopathology and pharmacology. 2003 May; 16(2):99-104. doi: 10.1177/039463200301600202. [PMID: 12797899]
  • 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: 10.1002/elps.200290030. [PMID: 12481269]
  • Bruce C McKay, Cecilia Becerril, Jennifer C Spronck, Mats Ljungman. Ultraviolet light-induced apoptosis is associated with S-phase in primary human fibroblasts. 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: 10.1094/mpmi.2002.15.9.866. [PMID: 12236593]
  • Raquel Valdés, F Javier Casado, Marçal Pastor-Anglada. Cell-cycle-dependent regulation of CNT1, a concentrative nucleoside transporter involved in the uptake of cell-cycle-dependent nucleoside-derived anticancer drugs. 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: 10.1002/glia.10084. [PMID: 12112374]
  • D O Cliche, S Girouard, N Bissonnette, D J Hunting. Inhibition of ultraviolet B (UVB) induced apoptosis in A431 cells by mimosine is not dependent on cell cycle arrest. Canadian journal of physiology and pharmacology. 2002 Jul; 80(7):650-3. doi: 10.1139/y02-075. [PMID: 12182323]
  • Maria Wartenberg, Kerstin Fischer, Jürgen Hescheler, Heinrich Sauer. Modulation of intrinsic P-glycoprotein expression in multicellular prostate tumor spheroids by cell cycle inhibitors. Biochimica et biophysica acta. 2002 Feb; 1589(1):49-62. doi: 10.1016/s0167-4889(01)00185-9. [PMID: 11909640]
  • Pio Conti, Stavros Frydas, Marcella Reale, Renato C Barbacane, M Di Gioacchino, M Felaco, A Trakatellis. Inhibition of MCP-1 and MIP-2 transcription and translation by mimosine in muscle tissue infected with the parasite Trichinella spiralis. Molecular and cellular biochemistry. 2002 Jan; 229(1-2):129-37. doi: 10.1023/a:1017989014906. [PMID: 11936838]
  • J Jackman, P M O'Connor. Methods for synchronizing cells at specific stages of the cell cycle. Current protocols in cell biology. 2001 May; Chapter 8(?):Unit 8.3. doi: 10.1002/0471143030.cb0803s00. [PMID: 18228388]
  • P Doroshenko, V Sabanov, N Doroshenko. Cell cycle-related changes in regulatory volume decrease and volume-sensitive chloride conductance in mouse fibroblasts. Journal of cellular physiology. 2001 Apr; 187(1):65-72. doi: 10.1002/1097-4652(200104)187:1<65::aid-jcp1052>3.0.co;2-a. [PMID: 11241350]
  • M Sreekala, K Lalitha. Kinetic analyses of mitochondrial 75selenium uptake in Trigonella foenum-graecum seedlings exposed to selenium and mimosine. Biological trace element research. 2001 Mar; 79(3):271-85. doi: 10.1385/bter:79:3:271. [PMID: 11354351]
  • J Zhao, T Tenev, L M Martins, J Downward, N R Lemoine. The ubiquitin-proteasome pathway regulates survivin degradation in a cell cycle-dependent manner. Journal of cell science. 2000 Dec; 113 Pt 23(?):4363-71. doi: 10.1242/jcs.113.23.4363. [PMID: 11069780]
  • H C Chang, C F Weng, M H Yen, L Y Chuang, W C Hung. Modulation of cell cycle regulatory protein expression and suppression of tumor growth by mimosine in nude mice. International journal of oncology. 2000 Oct; 17(4):659-65. doi: 10.3892/ijo.17.4.659. [PMID: 10995875]
  • A M Mikheev, S A Mikheev, Y Zhang, R Aebersold, H Zarbl. CArG binding factor A (CBF-A) is involved in transcriptional regulation of the rat Ha-ras promoter. Nucleic acids research. 2000 Oct; 28(19):3762-70. doi: 10.1093/nar/28.19.3762. [PMID: 11000268]
  • J M Lehman, J Laffin, T D Friedrich. Simian virus 40 induces multiple S phases with the majority of viral DNA replication in the G2 and second S phase in CV-1 cells. Experimental cell research. 2000 Jul; 258(1):215-22. doi: 10.1006/excr.2000.4927. [PMID: 10912803]
  • R S Zand, D J Jenkins, E P Diamandis. Steroid hormone activity of flavonoids and related compounds. Breast cancer research and treatment. 2000 Jul; 62(1):35-49. doi: 10.1023/a:1006422302173. [PMID: 10989984]
  • G Wang, R Miskimins, W K Miskimins. Mimosine arrests cells in G1 by enhancing the levels of p27(Kip1). Experimental cell research. 2000 Jan; 254(1):64-71. doi: 10.1006/excr.1999.4743. [PMID: 10623466]
  • M Sreekala, T R Santosh, K Lalitha. Oxidative stress during selenium deficiency in seedlings of Trigonella foenum-graecum and mitigation by mimosine. Part I. Hydroperoxide metabolism. Biological trace element research. 1999 Dec; 70(3):193-207. doi: 10.1007/bf02783829. [PMID: 10610059]
  • T R Santosh, M Sreekala, K Lalitha. Oxidative stress during selenium deficiency in seedlings of Trigonella foenum-graecum and mitigation by mimosine Part II. Glutathione metabolism. Biological trace element research. 1999 Dec; 70(3):209-22. doi: 10.1007/bf02783830. [PMID: 10610060]
  • H C Chang, T H Lee, L Y Chuang, M H Yen, W C Hung. Inhibitory effect of mimosine on proliferation of human lung cancer cells is mediated by multiple mechanisms. Cancer letters. 1999 Oct; 145(1-2):1-8. doi: 10.1016/s0304-3835(99)00209-8. [PMID: 10530763]
  • B Whalen, J Laffin, T D Friedrich, J M Lehman. SV40 small T antigen enhances progression to >G2 during lytic infection. Experimental cell research. 1999 Aug; 251(1):121-7. doi: 10.1006/excr.1999.4572. [PMID: 10438577]
  • P J Reis, R Puchala, T Sahlu, A L Goetsch. Effects of mimosine and 2,3-dihydroxypyridine on fiber shedding in Angora goats. Journal of animal science. 1999 May; 77(5):1224-9. doi: 10.2527/1999.7751224x. [PMID: 10340590]
  • T Krude. Mimosine arrests proliferating human cells before onset of DNA replication in a dose-dependent manner. Experimental cell research. 1999 Feb; 247(1):148-59. doi: 10.1006/excr.1998.4342. [PMID: 10047457]
  • T R Santosh, K K Balasubramanian, K Lalitha. Enhancement of beta-glucosidase and beta-galactosidase of Trigonella foenum-graecum by exposure to the allelochemical mimosine. Journal of agricultural and food chemistry. 1999 Feb; 47(2):462-7. doi: 10.1021/jf980352d. [PMID: 10563917]