protoporphyrinogen (BioDeep_00001869234)

Main id: BioDeep_00000004563

 

PANOMIX_OTCML-2023


代谢物信息卡片


Protoporphyrinogen IX

化学式: C34H40N4O4 (568.30494)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=C2CC3=C(C(=C(N3)CC4=C(C(=C(N4)CC5=C(C(=C(N5)CC(=C1CCC(=O)O)N2)CCC(=O)O)C)C=C)C)C=C)C
InChI: InChI=1S/C34H40N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h7-8,35-38H,1-2,9-16H2,3-6H3,(H,39,40)(H,41,42)

描述信息

COVID info from COVID-19 Disease Map
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS

同义名列表

3 个代谢物同义名

Protoporphyrinogen IX; protoporphyrinogen; Protoporphyrinogen IX



数据库引用编号

10 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(4)

BioCyc(1)

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)

1 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

  • Pawel Brzezowski, Brigitte Ksas, Michel Havaux, Bernhard Grimm, Marie Chazaux, Gilles Peltier, Xenie Johnson, Jean Alric. The function of PROTOPORPHYRINOGEN IX OXIDASE in chlorophyll biosynthesis requires oxidised plastoquinone in Chlamydomonas reinhardtii. Communications biology. 2019; 2(?):159. doi: 10.1038/s42003-019-0395-5. [PMID: 31069268]
  • Dieter Hackenberg, Ulrich Keetman, Bernhard Grimm. Homologous NF-YC2 subunit from Arabidopsis and tobacco is activated by photooxidative stress and induces flowering. International journal of molecular sciences. 2012; 13(3):3458-3477. doi: 10.3390/ijms13033458. [PMID: 22489162]
  • Irene Russo Krauss, Filomena Sica, Carlo Andrea Mattia, Antonello Merlino. Increasing the X-ray diffraction power of protein crystals by dehydration: the case of bovine serum albumin and a survey of literature data. International journal of molecular sciences. 2012; 13(3):3782-800. doi: 10.3390/ijms13033782. [PMID: 22489183]
  • Tom A Mendum, Jane Newcombe, Ahmad A Mannan, Andrzej M Kierzek, Johnjoe McFadden. Interrogation of global mutagenesis data with a genome scale model of Neisseria meningitidis to assess gene fitness in vitro and in sera. Genome biology. 2011 Dec; 12(12):R127. doi: 10.1186/gb-2011-12-12-r127. [PMID: 22208880]
  • Haibo Yu, Huibin Yang, Dongliang Cui, Liang Lv, Bin Li. Synthesis and herbicidal activity of diphenyl ether derivatives containing unsaturated carboxylates. Journal of agricultural and food chemistry. 2011 Nov; 59(21):11718-26. doi: 10.1021/jf2039444. [PMID: 21958315]
  • Zhiwei Huang, Kaifu Chen, Tao Xu, Jianhuai Zhang, Yongxiang Li, Wei Li, Ameeta K Agarwal, Alice M Clark, John D Phillips, Xuewen Pan. Sampangine inhibits heme biosynthesis in both yeast and human. Eukaryotic cell. 2011 Nov; 10(11):1536-44. doi: 10.1128/ec.05170-11. [PMID: 21908598]
  • Emilia Balsemão-Pires, Yvon Jaillais, Bradley J S C Olson, Leonardo R Andrade, James G Umen, Joanne Chory, Gilberto Sachetto-Martins. The Arabidopsis translocator protein (AtTSPO) is regulated at multiple levels in response to salt stress and perturbations in tetrapyrrole metabolism. BMC plant biology. 2011 Jun; 11(?):108. doi: 10.1186/1471-2229-11-108. [PMID: 21689410]
  • Jerry M Green, Micheal D K Owen. Herbicide-resistant crops: utilities and limitations for herbicide-resistant weed management. Journal of agricultural and food chemistry. 2011 Jun; 59(11):5819-29. doi: 10.1021/jf101286h. [PMID: 20586458]
  • Li-Li Jiang, Yang Zuo, Zhi-Fang Wang, Yin Tan, Qiong-You Wu, Zhen Xi, Guang-Fu Yang. Design and syntheses of novel N-(benzothiazol-5-yl)-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione and N-(benzothiazol-5-yl)isoindoline-1,3-dione as potent protoporphyrinogen oxidase inhibitors. Journal of agricultural and food chemistry. 2011 Jun; 59(11):6172-9. doi: 10.1021/jf200616y. [PMID: 21517076]
  • Patrick J Tranel, Chance W Riggins, Michael S Bell, Aaron G Hager. Herbicide resistances in Amaranthus tuberculatus: a call for new options. Journal of agricultural and food chemistry. 2011 Jun; 59(11):5808-12. doi: 10.1021/jf103797n. [PMID: 21073196]
  • Roman Sobotka, Martin Tichy, Annegret Wilde, C Neil Hunter. Functional assignments for the carboxyl-terminal domains of the ferrochelatase from Synechocystis PCC 6803: the CAB domain plays a regulatory role, and region II is essential for catalysis. Plant physiology. 2011 Apr; 155(4):1735-47. doi: 10.1104/pp.110.167528. [PMID: 21081693]
  • Jian Wang, Kostas Pantopoulos. Regulation of cellular iron metabolism. The Biochemical journal. 2011 Mar; 434(3):365-81. doi: 10.1042/bj20101825. [PMID: 21348856]
  • Chaoguang Tian, Jingyi Li, N Louise Glass. Exploring the bZIP transcription factor regulatory network in Neurospora crassa. Microbiology (Reading, England). 2011 Mar; 157(Pt 3):747-759. doi: 10.1099/mic.0.045468-0. [PMID: 21081763]
  • Gopal K Pattanayak, Baishnab C Tripathy. Overexpression of protochlorophyllide oxidoreductase C regulates oxidative stress in Arabidopsis. PloS one. 2011; 6(10):e26532. doi: 10.1371/journal.pone.0026532. [PMID: 22031838]
  • Mahreen Arooj, Sundarapandian Thangapandian, Shalini John, Swan Hwang, Jong Keun Park, Keun Woo Lee. 3D QSAR pharmacophore modeling, in silico screening, and density functional theory (DFT) approaches for identification of human chymase inhibitors. International journal of molecular sciences. 2011; 12(12):9236-64. doi: 10.3390/ijms12129236. [PMID: 22272131]
  • Qiongyou Wu, Guodong Wang, Shaowei Huang, Long Lin, Guangfu Yang. Synthesis and biological activity of novel phenyltriazolinone derivatives. Molecules (Basel, Switzerland). 2010 Dec; 15(12):9024-34. doi: 10.3390/molecules15129024. [PMID: 21150822]
  • Cristiana Gomes de Oliveira Dal'Molin, Lake-Ee Quek, Robin William Palfreyman, Stevens Michael Brumbley, Lars Keld Nielsen. C4GEM, a genome-scale metabolic model to study C4 plant metabolism. Plant physiology. 2010 Dec; 154(4):1871-85. doi: 10.1104/pp.110.166488. [PMID: 20974891]
  • Andreas Richter, Enrico Peter, Yvonne Pörs, Stephan Lorenzen, Bernhard Grimm, Olaf Czarnecki. Rapid dark repression of 5-aminolevulinic acid synthesis in green barley leaves. Plant & cell physiology. 2010 May; 51(5):670-81. doi: 10.1093/pcp/pcq047. [PMID: 20375109]
  • M Reiser, S Eickmann, T Haverkamp, U Finckh. Variegate porphyria in a 46-year-old patient taking sibutramine for weight loss. Obesity reviews : an official journal of the International Association for the Study of Obesity. 2010 Apr; 11(4):329-31. doi: 10.1111/j.1467-789x.2009.00670.x. [PMID: 19845869]
  • Takeaki Goto, Rina Aoki, Kei Minamizaki, Yuichi Fujita. Functional differentiation of two analogous coproporphyrinogen III oxidases for heme and chlorophyll biosynthesis pathways in the cyanobacterium Synechocystis sp. PCC 6803. Plant & cell physiology. 2010 Apr; 51(4):650-63. doi: 10.1093/pcp/pcq023. [PMID: 20194361]
  • Ralph Kissen, Per Winge, Diem Hong Thi Tran, Tommy S Jørstad, Trond R Størseth, Tone Christensen, Atle M Bones. Transcriptional profiling of an Fd-GOGAT1/GLU1 mutant in Arabidopsis thaliana reveals a multiple stress response and extensive reprogramming of the transcriptome. BMC genomics. 2010 Mar; 11(?):190. doi: 10.1186/1471-2164-11-190. [PMID: 20307264]
  • Liting Lim, Geoffrey Ian McFadden. The evolution, metabolism and functions of the apicoplast. Philosophical transactions of the Royal Society of London. Series B, Biological sciences. 2010 Mar; 365(1541):749-63. doi: 10.1098/rstb.2009.0273. [PMID: 20124342]
  • Beilei Lei, Jiazhong Li, Jing Lu, Juan Du, Huanxiang Liu, Xiaojun Yao. Rational prediction of the herbicidal activities of novel protoporphyrinogen oxidase inhibitors by quantitative structure-activity relationship model based on docking-guided active conformation. Journal of agricultural and food chemistry. 2009 Oct; 57(20):9593-8. doi: 10.1021/jf902010g. [PMID: 19780536]
  • C Kochs, E Mühlenstädt, N J Neumann, S Hanneken. [Solarium-induced pseudoporphyria and variegate porphyria as rare differential diagnoses of porphyria cutanea tarda]. Der Hautarzt; Zeitschrift fur Dermatologie, Venerologie, und verwandte Gebiete. 2009 Oct; 60(10):790-3. doi: 10.1007/s00105-009-1846-6. [PMID: 19756434]
  • Neil D Adhikari, Robert Orler, Joanne Chory, John E Froehlich, Robert M Larkin. Porphyrins promote the association of GENOMES UNCOUPLED 4 and a Mg-chelatase subunit with chloroplast membranes. The Journal of biological chemistry. 2009 Sep; 284(37):24783-96. doi: 10.1074/jbc.m109.025205. [PMID: 19605356]
  • A V Corrigall, J A H Campbell, K Siziba, R E Kirsch, P N Meissner. The expression of protoporphyrinogen oxidase in human tissues. Cellular and molecular biology (Noisy-le-Grand, France). 2009 Jul; 55(2):89-95. doi: NULL. [PMID: 19656456]
  • Sharon D Whatley, Nicola G Mason, Jacqueline R Woolf, Robert G Newcombe, George H Elder, Michael N Badminton. Diagnostic strategies for autosomal dominant acute porphyrias: retrospective analysis of 467 unrelated patients referred for mutational analysis of the HMBS, CPOX, or PPOX gene. Clinical chemistry. 2009 Jul; 55(7):1406-14. doi: 10.1373/clinchem.2008.122564. [PMID: 19460837]
  • John W Whitaker, Glenn A McConkey, David R Westhead. The transferome of metabolic genes explored: analysis of the horizontal transfer of enzyme encoding genes in unicellular eukaryotes. Genome biology. 2009; 10(4):R36. doi: 10.1186/gb-2009-10-4-r36. [PMID: 19368726]
  • Franck E Dayan, J'Lynn Howell, Jeffrey D Weidenhamer. Dynamic root exudation of sorgoleone and its in planta mechanism of action. Journal of experimental botany. 2009; 60(7):2107-17. doi: 10.1093/jxb/erp082. [PMID: 19357432]
  • Hua-bin Li, You-quan Zhu, Xiao-wei Song, Fang-zhong Hu, Bin Liu, Yong-hong Li, Zi-xia Niu, Pei Liu, Zhi-hong Wang, Hai-bin Song, Xiao-mao Zou, Hua-zheng Yang. Novel protoporphyrinogen oxidase inhibitors: 3H-pyrazolo[3,4-d][1,2,3]triazin-4-one derivatives. Journal of agricultural and food chemistry. 2008 Oct; 56(20):9535-42. doi: 10.1021/jf801774k. [PMID: 18808144]
  • David P Dixon, Adrian Lapthorn, Panagiotis Madesis, Elisabeth A Mudd, Anil Day, Robert Edwards. Binding and glutathione conjugation of porphyrinogens by plant glutathione transferases. The Journal of biological chemistry. 2008 Jul; 283(29):20268-76. doi: 10.1074/jbc.m802026200. [PMID: 18492666]
  • Franck E Dayan, Daneel Ferreira, Yan-Hong Wang, Ikhlas A Khan, John A McInroy, Zhiqiang Pan. A pathogenic fungi diphenyl ether phytotoxin targets plant enoyl (acyl carrier protein) reductase. Plant physiology. 2008 Jul; 147(3):1062-71. doi: 10.1104/pp.108.118372. [PMID: 18467464]
  • Sunyo Jung, Hye-Jung Lee, Yonghyuk Lee, Kiyoon Kang, Young Soon Kim, Bernhard Grimm, Kyoungwhan Back. Toxic tetrapyrrole accumulation in protoporphyrinogen IX oxidase-overexpressing transgenic rice plants. Plant molecular biology. 2008 Jul; 67(5):535-46. doi: 10.1007/s11103-008-9338-0. [PMID: 18437505]
  • B Mayo, D van Sinderen, M Ventura. Genome analysis of food grade lactic Acid-producing bacteria: from basics to applications. Current genomics. 2008 May; 9(3):169-83. doi: 10.2174/138920208784340731. [PMID: 19440514]
  • Yuhua Zhang, Yifei Wang, Kostya Kanyuka, Martin A J Parry, Stephen J Powers, Nigel G Halford. GCN2-dependent phosphorylation of eukaryotic translation initiation factor-2alpha in Arabidopsis. Journal of experimental botany. 2008; 59(11):3131-41. doi: 10.1093/jxb/ern169. [PMID: 18603615]
  • Marine Froissard, Naïma Belgareh-Touzé, Marylène Dias, Nicole Buisson, Jean-Michel Camadro, Rosine Haguenauer-Tsapis, Emmanuel Lesuisse. Trafficking of siderophore transporters in Saccharomyces cerevisiae and intracellular fate of ferrioxamine B conjugates. Traffic (Copenhagen, Denmark). 2007 Nov; 8(11):1601-16. doi: 10.1111/j.1600-0854.2007.00627.x. [PMID: 17714436]
  • Hazel R Corradi, Anne V Corrigall, Ester Boix, C Gopi Mohan, Edward D Sturrock, Peter N Meissner, K Ravi Acharya. Crystal structure of protoporphyrinogen oxidase from Myxococcus xanthus and its complex with the inhibitor acifluorfen. The Journal of biological chemistry. 2006 Dec; 281(50):38625-33. doi: 10.1074/jbc.m606640200. [PMID: 17046834]
  • Inna Lermontova, Bernhard Grimm. Reduced activity of plastid protoporphyrinogen oxidase causes attenuated photodynamic damage during high-light compared to low-light exposure. The Plant journal : for cell and molecular biology. 2006 Nov; 48(4):499-510. doi: 10.1111/j.1365-313x.2006.02894.x. [PMID: 17059408]
  • M Lecha, C Badenas, S Puig, J Orfila, M Milà, J To-Figueras, C Muñoz, P Mercader, C Herrero. Genetic studies in variegate porphyria in Spain. Identification of gene mutations and family study for carrier detection. Journal of the European Academy of Dermatology and Venereology : JEADV. 2006 Sep; 20(8):974-9. doi: 10.1111/j.1468-3083.2006.01705.x. [PMID: 16922948]
  • Konstantinos A Aliferis, Maria Chrysayi-Tokousbalides. Metabonomic strategy for the investigation of the mode of action of the phytotoxin (5S,8R,13S,16R)-(-)-pyrenophorol using 1H nuclear magnetic resonance fingerprinting. Journal of agricultural and food chemistry. 2006 Mar; 54(5):1687-92. doi: 10.1021/jf0527798. [PMID: 16506820]
  • Masaki Endo, Keishi Osakabe, Hiroaki Ichikawa, Seiichi Toki. Molecular characterization of true and ectopic gene targeting events at the acetolactate synthase gene in Arabidopsis. Plant & cell physiology. 2006 Mar; 47(3):372-9. doi: 10.1093/pcp/pcj003. [PMID: 16418231]
  • Jianyi Ma, Shufeng Wang, Pinwei Wang, Liangjin Ma, Xiling Chen, Ruifu Xu. Toxicity assessment of 40 herbicides to the green alga Raphidocelis subcapitata. Ecotoxicology and environmental safety. 2006 Mar; 63(3):456-62. doi: 10.1016/j.ecoenv.2004.12.001. [PMID: 16406601]
  • Madge Y Graham. The diphenylether herbicide lactofen induces cell death and expression of defense-related genes in soybean. Plant physiology. 2005 Dec; 139(4):1784-94. doi: 10.1104/pp.105.068676. [PMID: 16299178]
  • Robert van Lis, Ariane Atteia, Luiza A Nogaj, Samuel I Beale. Subcellular localization and light-regulated expression of protoporphyrinogen IX oxidase and ferrochelatase in Chlamydomonas reinhardtii. Plant physiology. 2005 Dec; 139(4):1946-58. doi: 10.1104/pp.105.069732. [PMID: 16306143]
  • Christiaan W Sies, James S Davidson, Christopher M Florkowski, Roger N Johnson, Howard C Potter, Gerald A Woollard, Peter M George. Plasma fluorescence scanning did not detect latent variegate porphyria in nine patients with non-p.R59W mutations. Pathology. 2005 Aug; 37(4):324-6. doi: 10.1080/00313020500169602. [PMID: 16194838]
  • Olga Soldatova, Alexey Apchelimov, Natalia Radukina, Tatiana Ezhova, Sergey Shestakov, Valeria Ziemann, Boris Hedtke, Bernhard Grimm. An Arabidopsis mutant that is resistant to the protoporphyrinogen oxidase inhibitor acifluorfen shows regulatory changes in tetrapyrrole biosynthesis. Molecular genetics and genomics : MGG. 2005 Jun; 273(4):311-8. doi: 10.1007/s00438-005-1129-6. [PMID: 15815918]
  • Sunyo Jung, Kyoungwhan Back. Herbicidal and antioxidant responses of transgenic rice overexpressing Myxococcus xanthus protoporphyrinogen oxidase. Plant physiology and biochemistry : PPB. 2005 May; 43(5):423-30. doi: 10.1016/j.plaphy.2005.03.008. [PMID: 15890521]
  • Jeremy Foster, Mehul Ganatra, Ibrahim Kamal, Jennifer Ware, Kira Makarova, Natalia Ivanova, Anamitra Bhattacharyya, Vinayak Kapatral, Sanjay Kumar, Janos Posfai, Tamas Vincze, Jessica Ingram, Laurie Moran, Alla Lapidus, Marina Omelchenko, Nikos Kyrpides, Elodie Ghedin, Shiliang Wang, Eugene Goltsman, Victor Joukov, Olga Ostrovskaya, Kiryl Tsukerman, Mikhail Mazur, Donald Comb, Eugene Koonin, Barton Slatko. The Wolbachia genome of Brugia malayi: endosymbiont evolution within a human pathogenic nematode. PLoS biology. 2005 Apr; 3(4):e121. doi: 10.1371/journal.pbio.0030121. [PMID: 15780005]
  • Xianggan Li, David Nicholl. Development of PPO inhibitor-resistant cultures and crops. Pest management science. 2005 Mar; 61(3):277-85. doi: 10.1002/ps.1011. [PMID: 15660355]
  • J H Daugrois, J W Hoy, J L Griffin. Protoporphyrinogen oxidase inhibitor herbicide effects on pythium root rot of sugarcane, pythium species, and the soil microbial community. Phytopathology. 2005 Mar; 95(3):220-6. doi: 10.1094/phyto-95-0220. [PMID: 18943113]
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  • Li Zhang, Jian Wan, Guangfu Yang. A DFT-based QSARs study of protoporphyrinogen oxidase inhibitors: phenyl triazolinones. Bioorganic & medicinal chemistry. 2004 Dec; 12(23):6183-91. doi: 10.1016/j.bmc.2004.08.046. [PMID: 15519162]
  • R J Hift, D Meissner, P N Meissner. A systematic study of the clinical and biochemical expression of variegate porphyria in a large South African family. The British journal of dermatology. 2004 Aug; 151(2):465-71. doi: 10.1111/j.1365-2133.2004.06120.x. [PMID: 15327556]
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  • Richard J Hift, Brandon P Davidson, Cornelis van der Hooft, Doreen M Meissner, Peter N Meissner. Plasma fluorescence scanning and fecal porphyrin analysis for the diagnosis of variegate porphyria: precise determination of sensitivity and specificity with detection of protoporphyrinogen oxidase mutations as a reference standard. Clinical chemistry. 2004 May; 50(5):915-23. doi: 10.1373/clinchem.2003.025213. [PMID: 14976149]
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  • Ario de Marco, Sandy Volrath, Marc Law, Raymonde Fonné-Pfister. Correct identification of the chloroplastic protoporphyrinogen IX oxidase N-terminus places the biochemical data in frame. Biochemical and biophysical research communications. 2003 Oct; 309(4):873-8. doi: 10.1016/j.bbrc.2003.08.079. [PMID: 13679054]
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  • Naohide Watanabe, Seiji Takayama, Shigeo Yoshida, Akira Isogai, Fang-Sik Che. Resistance to protoporphyrinogen oxidase-inhibiting compound S23142 from overproduction of mitochondrial protoporphyrinogen oxidase by gene amplification in photomixotrophic tobacco cells. Bioscience, biotechnology, and biochemistry. 2002 Sep; 66(9):1799-805. doi: 10.1271/bbb.66.1799. [PMID: 12400676]
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  • Amy E Medlock, Peter N Meissner, Brandon P Davidson, Anne V Corrigall, Harry A Dailey. A mouse model for South African (R59W) variegate porphyria: construction and initial characterization. Cellular and molecular biology (Noisy-le-Grand, France). 2002 Feb; 48(1):71-8. doi: NULL. [PMID: 11929050]
  • James G Donnelly, Sarah Detombe, J Thomas Hindmarsh. Single-strand conformational polymorphism and denaturing gradient gel electrophoresis in screening for variegate porphyria: identification of two new mutations. Annals of clinical and laboratory science. 2002; 32(2):107-13. doi: NULL. [PMID: 12017191]
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