Toxoflavin (BioDeep_00000011405)
代谢物信息卡片
Toxoflavine
化学式: C7H7N5O2 (193.05997220000003)
中文名称: 毒黄素
谱图信息:
最多检出来源 Macaca mulatta(otcml) 0.59%
分子结构信息
SMILES: CN1C2=NC(=O)N(C(=O)C2=NC=N1)C
InChI: InChI=1S/C7H7N5O2/c1-11-6(13)4-5(10-7(11)14)12(2)9-3-8-4/h3H,1-2H3
描述信息
A pyrimidotriazine that is 1,6-dimethyl-1,5,6,7-tetrahydropyrimido[5,4-e][1,2,4]triazine with oxo groups at positions 5 and 7.
同义名列表
2 个代谢物同义名
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:80729
- KEGG: C16789
- PubChem: 66541
- Metlin: METLIN71343
- ChEMBL: CHEMBL578512
- CAS: 84-82-2
- PMhub: MS000025390
- MetaboLights: MTBLC80729
- PubChem: 96023313
- PDB-CCD: TOF
- NIKKAJI: J4.901H
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
1 个相关的代谢反应过程信息。
Reactome(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
4 个相关的物种来源信息
- 66424 Streptomyces hiroshimensis: 10.1039/C8OB02847H
- 337 Burkholderia glumae: 10.1007/S10327-003-0096-1
- 66424 Streptomyces hiroshimensis: 10.1039/C8OB02847H
- 337 Burkholderia glumae: 10.1007/S10327-003-0096-1
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
- Okhee Choi, Yeyeong Lee, Byeongsam Kang, Jinwoo Kim. Toxoflavin contamination in rice samples from rice processing complexes in South Korea.
International journal of food microbiology.
2023 Jan; 385(?):110014. doi:
10.1016/j.ijfoodmicro.2022.110014. [PMID: 36399839] - Asif Iqbal, Pradip R Panta, John Ontoy, Jobelle Bruno, Jong Hyun Ham, William T Doerrler. Chemical or Genetic Alteration of Proton Motive Force Results in Loss of Virulence of Burkholderia glumae, the Cause of Rice Bacterial Panicle Blight.
Applied and environmental microbiology.
2021 08; 87(18):e0091521. doi:
10.1128/aem.00915-21. [PMID: 34260305] - Okhee Choi, Yeyeong Lee, Jiyeong Park, Byeongsam Kang, Hyun Jin Chun, Min Chul Kim, Jinwoo Kim. A novel toxoflavin-quenching regulation in bacteria and its application to resistance cultivars.
Microbial biotechnology.
2021 07; 14(4):1657-1670. doi:
10.1111/1751-7915.13831. [PMID: 34009736] - Okhee Choi, Byeongsam Kang, Yongsang Lee, Yeyeong Lee, Jinwoo Kim. Pantoea ananatis carotenoid production confers toxoflavin tolerance and is regulated by Hfq-controlled quorum sensing.
MicrobiologyOpen.
2021 01; 10(1):e1143. doi:
10.1002/mbo3.1143. [PMID: 33269542] - Annam Hussain, Maham Shahbaz, Maria Tariq, Muhammad Ibrahim, Xianxian Hong, Faryal Naeem, Zunera Khalid, Hafiz Muhammad Zeeshan Raza, Zhu Bo, Li Bin. Genome re-seqeunce and analysis of Burkholderia glumae strain AU6208 and evidence of toxoflavin: A potential bacterial toxin.
Computational biology and chemistry.
2020 Jun; 86(?):107245. doi:
10.1016/j.compbiolchem.2020.107245. [PMID: 32172200] - Vatroslav Letfus, Dubravko Jelić, Ana Bokulić, Adriana Petrinić Grba, Sanja Koštrun. Rational design, synthesis and biological profiling of new KDM4C inhibitors.
Bioorganic & medicinal chemistry.
2020 01; 28(1):115128. doi:
10.1016/j.bmc.2019.115128. [PMID: 31784197] - Jungwook Park, Hyun-Hee Lee, Hyejung Jung, Young-Su Seo. Transcriptome analysis to understand the effects of the toxoflavin and tropolone produced by phytopathogenic Burkholderia on Escherichia coli.
Journal of microbiology (Seoul, Korea).
2019 Sep; 57(9):781-794. doi:
10.1007/s12275-019-9330-1. [PMID: 31452043] - Xiaodan Li, Yikui Li, Ren Wang, Qizhi Wang, Ling Lu. Toxoflavin Produced by Burkholderia gladioli from Lycoris aurea Is a New Broad-Spectrum Fungicide.
Applied and environmental microbiology.
2019 05; 85(9):. doi:
10.1128/aem.00106-19. [PMID: 30824447] - Can Su, Yijun Yan, Xiaowei Guo, Jianying Luo, Chongxi Liu, Zhouxin Zhang, Wen-Sheng Xiang, Sheng-Xiong Huang. Characterization of the N-methyltransferases involved in the biosynthesis of toxoflavin, fervenulin and reumycin from Streptomyces hiroshimensis ATCC53615.
Organic & biomolecular chemistry.
2019 01; 17(3):477-481. doi:
10.1039/c8ob02847h. [PMID: 30565634] - Boknam Jung, Jungwook Park, Namgyu Kim, Taiying Li, Soyeon Kim, Laura E Bartley, Jinnyun Kim, Inyoung Kim, Yoonhee Kang, Kihoon Yun, Younghae Choi, Hyun-Hee Lee, Sungyeon Ji, Kwang Sik Lee, Bo Yeon Kim, Jong Cheol Shon, Won Cheol Kim, Kwang-Hyeon Liu, Dahye Yoon, Suhkman Kim, Young-Su Seo, Jungkwan Lee. Cooperative interactions between seed-borne bacterial and air-borne fungal pathogens on rice.
Nature communications.
2018 01; 9(1):31. doi:
10.1038/s41467-017-02430-2. [PMID: 29295978] - Laura V Flórez, Kirstin Scherlach, Paul Gaube, Claudia Ross, Elisabeth Sitte, Cornelia Hermes, Andre Rodrigues, Christian Hertweck, Martin Kaltenpoth. Antibiotic-producing symbionts dynamically transition between plant pathogenicity and insect-defensive mutualism.
Nature communications.
2017 04; 8(?):15172. doi:
10.1038/ncomms15172. [PMID: 28452358] - Rebecca A Melanson, Inderjit Barphagha, Surendra Osti, Tiago P Lelis, Hari S Karki, Ruoxi Chen, Bishnu K Shrestha, Jong Hyun Ham. Identification of new regulatory genes involved in the pathogenic functions of the rice-pathogenic bacterium Burkholderia glumae.
Microbiology (Reading, England).
2017 02; 163(2):266-279. doi:
10.1099/mic.0.000419. [PMID: 28036242] - Michael K Fenwick, Benjamin Philmus, Tadhg P Begley, Steven E Ealick. Burkholderia glumae ToxA Is a Dual-Specificity Methyltransferase That Catalyzes the Last Two Steps of Toxoflavin Biosynthesis.
Biochemistry.
2016 05; 55(19):2748-59. doi:
10.1021/acs.biochem.6b00167. [PMID: 27070241] - Jongyun Lee, Jungwook Park, Sunyoung Kim, Inmyoung Park, Young-Su Seo. Differential regulation of toxoflavin production and its role in the enhanced virulence of Burkholderia gladioli.
Molecular plant pathology.
2016 Jan; 17(1):65-76. doi:
10.1111/mpp.12262. [PMID: 25845410] - Benjamin Philmus, Brenda T Shaffer, Teresa A Kidarsa, Qing Yan, Jos M Raaijmakers, Tadhg P Begley, Joyce E Loper. Investigations into the Biosynthesis, Regulation, and Self-Resistance of Toxoflavin in Pseudomonas protegens Pf-5.
Chembiochem : a European journal of chemical biology.
2015 Aug; 16(12):1782-90. doi:
10.1002/cbic.201500247. [PMID: 26077901] - Ruoxi Chen, Inderjit K Barphagha, Jong Hyun Ham. Identification of potential genetic components involved in the deviant quorum-sensing signaling pathways of Burkholderia glumae through a functional genomics approach.
Frontiers in cellular and infection microbiology.
2015; 5(?):22. doi:
10.3389/fcimb.2015.00022. [PMID: 25806356] - Hari Sharan Karki, Jong Hyun Ham. The roles of the shikimate pathway genes, aroA and aroB, in virulence, growth and UV tolerance of Burkholderia glumae strain 411gr-6.
Molecular plant pathology.
2014 Dec; 15(9):940-7. doi:
10.1111/mpp.12147. [PMID: 24754446] - Hari Sharan Karki, Inderjit Kaur Barphagha, Jong Hyun Ham. A conserved two-component regulatory system, PidS/PidR, globally regulates pigmentation and virulence-related phenotypes of Burkholderia glumae.
Molecular plant pathology.
2012 Sep; 13(7):785-94. doi:
10.1111/j.1364-3703.2012.00787.x. [PMID: 22364153] - Ruoxi Chen, Inderjit K Barphagha, Hari S Karki, Jong Hyun Ham. Dissection of quorum-sensing genes in Burkholderia glumae reveals non-canonical regulation and the new regulatory gene tofM for toxoflavin production.
PloS one.
2012; 7(12):e52150. doi:
10.1371/journal.pone.0052150. [PMID: 23284909] - Mi-Sun Kim, HyunSoon Kim, Jae Sun Moon, Ingyu Hwang, Hyouk Joung, Jae-Heung Jeon. Toxoflavin lyase enzyme as a marker for selecting potato plant transformants.
Bioscience, biotechnology, and biochemistry.
2012; 76(12):2354-6. doi:
10.1271/bbb.120593. [PMID: 23221711] - Hari S Karki, Bishnu K Shrestha, Jae Woo Han, Donald E Groth, Inderjit K Barphagha, Milton C Rush, Rebecca A Melanson, Beom Seok Kim, Jong Hyun Ham. Diversities in virulence, antifungal activity, pigmentation and DNA fingerprint among strains of Burkholderia glumae.
PloS one.
2012; 7(9):e45376. doi:
10.1371/journal.pone.0045376. [PMID: 23028972] - Jong Hyun Ham, Rebecca A Melanson, Milton C Rush. Burkholderia glumae: next major pathogen of rice?.
Molecular plant pathology.
2011 May; 12(4):329-39. doi:
10.1111/j.1364-3703.2010.00676.x. [PMID: 21453428] - Serry Koh, Hongsup Kim, Jinwoo Kim, Eunhye Goo, Yun-Jung Kim, Okhee Choi, Nam-Soo Jwa, Jun Ma, Tomohisa Nagamatsu, Jae Sun Moon, Ingyu Hwang. A novel light-dependent selection marker system in plants.
Plant biotechnology journal.
2011 Apr; 9(3):348-58. doi:
10.1111/j.1467-7652.2010.00557.x. [PMID: 20731786] - Woo-Suk Jung, Jeehyun Lee, Myung-Il Kim, Jun Ma, Tomohisa Nagamatsu, Eunhye Goo, Hongsup Kim, Ingyu Hwang, Jaehong Han, Sangkee Rhee. Structural and functional analysis of phytotoxin toxoflavin-degrading enzyme.
PloS one.
2011; 6(7):e22443. doi:
10.1371/journal.pone.0022443. [PMID: 21799856] - J Y Park, Y H Lee, K Y Yang, Y C Kim. AiiA-mediated quorum quenching does not affect virulence or toxoflavin expression in Burkholderia glumae SL2376.
Letters in applied microbiology.
2010 Dec; 51(6):619-24. doi:
10.1111/j.1472-765x.2010.02940.x. [PMID: 21039666] - Yongsung Kang, Jinwoo Kim, Suhyun Kim, Hongsup Kim, Jae Yun Lim, Minkyun Kim, Jangyul Kwak, Jae Sun Moon, Ingyu Hwang. Proteomic analysis of the proteins regulated by HrpB from the plant pathogenic bacterium Burkholderia glumae.
Proteomics.
2008 Jan; 8(1):106-21. doi:
10.1002/pmic.200700244. [PMID: 18050277] - Giulia Devescovi, Joseph Bigirimana, Giuliano Degrassi, Laura Cabrio, John J LiPuma, Jinwoo Kim, Ingyu Hwang, Vittorio Venturi. Involvement of a quorum-sensing-regulated lipase secreted by a clinical isolate of Burkholderia glumae in severe disease symptoms in rice.
Applied and environmental microbiology.
2007 Aug; 73(15):4950-8. doi:
10.1128/aem.00105-07. [PMID: 17557855] - Jinwoo Kim, Yongsung Kang, Okhee Choi, Yeonhwa Jeong, Jae-Eun Jeong, Jae Yun Lim, Minkyun Kim, Jae Sun Moon, Hiroaki Suga, Ingyu Hwang. Regulation of polar flagellum genes is mediated by quorum sensing and FlhDC in Burkholderia glumae.
Molecular microbiology.
2007 Apr; 64(1):165-79. doi:
10.1111/j.1365-2958.2007.05646.x. [PMID: 17376080] - Jinwoo Kim, Jung-Gun Kim, Yongsung Kang, Ji Youn Jang, Geetanjali J Jog, Jae Yun Lim, Suhyun Kim, Hiroaki Suga, Tomohisa Nagamatsu, Ingyu Hwang. Quorum sensing and the LysR-type transcriptional activator ToxR regulate toxoflavin biosynthesis and transport in Burkholderia glumae.
Molecular microbiology.
2004 Nov; 54(4):921-34. doi:
10.1111/j.1365-2958.2004.04338.x. [PMID: 15522077] - Q A Yue. [Study on mutagenicity of Toxoflavin from Pseudomonas farinofermentans].
Zhonghua yu fang yi xue za zhi [Chinese journal of preventive medicine].
1989 Mar; 23(2):77-9. doi:
. [PMID: 2737047]