Mycobactins (BioDeep_00000181155)

   

human metabolite blood metabolite


代谢物信息卡片


2-[(1-hydroxy-2-oxoazepan-3-yl)carbamoyl]ethyl 7-(N-hydroxyformamido)-2-{[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl]formamido}heptanoate

化学式: C27H37N5O10 (591.254)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 86.52%

分子结构信息

SMILES: C1CCN(C(=O)C(C1)NC(=O)CCOC(=O)C(CCCCCN(C=O)O)NC(=O)C2COC(=N2)C3=CC=CC=C3O)O
InChI: InChI=1S/C27H37N5O10/c33-17-31(39)13-6-1-2-10-20(29-24(36)21-16-42-25(30-21)18-8-3-4-11-22(18)34)27(38)41-15-12-23(35)28-19-9-5-7-14-32(40)26(19)37/h3-4,8,11,17,19-21,34,39-40H,1-2,5-7,9-10,12-16H2,(H,28,35)(H,29,36)

描述信息

D064449 - Sequestering Agents > D002614 - Chelating Agents > D007502 - Iron Chelating Agents

同义名列表

5 个代谢物同义名

2-[(1-hydroxy-2-oxoazepan-3-yl)carbamoyl]ethyl 7-(N-hydroxyformamido)-2-{[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl]formamido}heptanoate; Mycobactin (m); Mycobactin S; Mycobactins; Mycobactin



数据库引用编号

4 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)

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。

亚细胞结构定位 关联基因列表


文献列表

  • Kiat Hwa Chan, John T Groves. Concise Modular Synthesis and NMR Structural Determination of Gallium Mycobactin T. The Journal of organic chemistry. 2021 11; 86(21):15453-15468. doi: 10.1021/acs.joc.1c01966. [PMID: 34699221]
  • Paulina Knobloch, Hendrik Koliwer-Brandl, Fabian M Arnold, Nabil Hanna, Imre Gonda, Sophia Adenau, Nicolas Personnic, Caroline Barisch, Markus A Seeger, Thierry Soldati, Hubert Hilbi. Mycobacterium marinum produces distinct mycobactin and carboxymycobactin siderophores to promote growth in broth and phagocytes. Cellular microbiology. 2020 05; 22(5):e13163. doi: 10.1111/cmi.13163. [PMID: 31945239]
  • Tom A Mendum, Aneesh Chandran, Kerstin Williams, H Martin Vordermeier, Bernardo Villarreal-Ramos, H Wu, Albel Singh, Alex A Smith, Rachel E Butler, Aravind Prasad, Neeraj Bharti, Ruma Banerjee, Sunitha M Kasibhatla, Apoorva Bhatt, Graham R Stewart, Johnjoe McFadden. Transposon libraries identify novel Mycobacterium bovis BCG genes involved in the dynamic interactions required for BCG to persist during in vivo passage in cattle. BMC genomics. 2019 May; 20(1):431. doi: 10.1186/s12864-019-5791-1. [PMID: 31138110]
  • Marcel de Kruijf, Aidan Coffey, Jim O'Mahony. The investigation of the truncated mbtA gene within the mycobactin cluster of Mycobacterium avium subspecies paratuberculosis as a novel diagnostic marker for real-time PCR. Journal of microbiological methods. 2017 05; 136(?):40-48. doi: 10.1016/j.mimet.2017.03.005. [PMID: 28285167]
  • Shih-Jung Pan, Asa Tapley, John Adamson, Tessa Little, Michael Urbanowski, Keira Cohen, Alexander Pym, Deepak Almeida, Afton Dorasamy, Emilie Layre, David C Young, Ravesh Singh, Vinod B Patel, Kristina Wallengren, Thumbi Ndung'u, Douglas Wilson, D Branch Moody, William Bishai. Biomarkers for Tuberculosis Based on Secreted, Species-Specific, Bacterial Small Molecules. The Journal of infectious diseases. 2015 Dec; 212(11):1827-34. doi: 10.1093/infdis/jiv312. [PMID: 26014799]
  • David C Young, Anne Kasmar, Garrett Moraski, Tan-Yun Cheng, Andrew J Walz, Jingdan Hu, Yanping Xu, Gregory W Endres, Adam Uzieblo, Dirk Zajonc, Catherine E Costello, Marvin J Miller, D Branch Moody. Synthesis of dideoxymycobactin antigens presented by CD1a reveals T cell fine specificity for natural lipopeptide structures. The Journal of biological chemistry. 2009 Sep; 284(37):25087-96. doi: 10.1074/jbc.m109.000802. [PMID: 19605355]
  • G J Eamens, D M Walker, N S Porter, S A Fell. Pooled faecal culture for the detection of Mycobacterium avium subsp paratuberculosis in goats. Australian veterinary journal. 2007 Jun; 85(6):243-51. doi: 10.1111/j.1751-0813.2007.00160.x. [PMID: 17547638]
  • R Krithika, Uttara Marathe, Priti Saxena, Mohd Zeeshan Ansari, Debasisa Mohanty, Rajesh S Gokhale. A genetic locus required for iron acquisition in Mycobacterium tuberculosis. Proceedings of the National Academy of Sciences of the United States of America. 2006 Feb; 103(7):2069-74. doi: 10.1073/pnas.0507924103. [PMID: 16461464]
  • Carme Roura-Mir, Lisheng Wang, Tan-Yun Cheng, Isamu Matsunaga, Christopher C Dascher, Stanford L Peng, Matthew J Fenton, Carsten Kirschning, D Branch Moody. Mycobacterium tuberculosis regulates CD1 antigen presentation pathways through TLR-2. Journal of immunology (Baltimore, Md. : 1950). 2005 Aug; 175(3):1758-66. doi: 10.4049/jimmunol.175.3.1758. [PMID: 16034117]
  • Minkui Luo, Evgeny A Fadeev, John T Groves. Mycobactin-mediated iron acquisition within macrophages. Nature chemical biology. 2005 Aug; 1(3):149-53. doi: 10.1038/nchembio717. [PMID: 16408019]
  • Dirk M Zajonc, M D Max Crispin, Thomas A Bowden, David C Young, Tan-Yun Cheng, Jingdan Hu, Catherine E Costello, Pauline M Rudd, Raymond A Dwek, Marvin J Miller, Michael B Brenner, D Branch Moody, Ian A Wilson. Molecular mechanism of lipopeptide presentation by CD1a. Immunity. 2005 Feb; 22(2):209-19. doi: 10.1016/j.immuni.2004.12.009. [PMID: 15723809]
  • D Branch Moody, David C Young, Tan-Yun Cheng, Jean-Pierre Rosat, Carme Roura-Mir, Peter B O'Connor, Dirk M Zajonc, Andrew Walz, Marvin J Miller, Steven B Levery, Ian A Wilson, Catherine E Costello, Michael B Brenner. T cell activation by lipopeptide antigens. Science (New York, N.Y.). 2004 Jan; 303(5657):527-31. doi: 10.1126/science.1089353. [PMID: 14739458]
  • J Gobin, M A Horwitz. Exochelins of Mycobacterium tuberculosis remove iron from human iron-binding proteins and donate iron to mycobactins in the M. tuberculosis cell wall. The Journal of experimental medicine. 1996 Apr; 183(4):1527-32. doi: 10.1084/jem.183.4.1527. [PMID: 8666910]
  • R F Rohde, W P Shulaw, W D Hueston, S Bech-Nielsen, G K Haibel, G F Hoffsis. Isolation of Mycobacterium paratuberculosis from washed bovine ova after in vitro exposure. American journal of veterinary research. 1990 May; 51(5):708-10. doi: NULL. [PMID: 2186676]
  • F Portaels, C Asselineau, I Baess, M Daffé, G Dobson, P Draper, D Gregory, R M Hall, T Imaeda, P A Jenkins. A cooperative taxonomic study of mycobacteria isolated from armadillos infected with Mycobacterium leprae. Journal of general microbiology. 1986 Oct; 132(10):2693-707. doi: 10.1099/00221287-132-10-2693. [PMID: 3305778]
  • R Barclay, C Ratledge. Participation of iron on the growth inhibition of pathogenic strains of mycobacterium avium and M. paratuberculosis in serum. Zentralblatt fur Bakteriologie, Mikrobiologie, und Hygiene. Series A, Medical microbiology, infectious diseases, virology, parasitology. 1986 Aug; 262(2):189-94. doi: 10.1016/s0176-6724(86)80019-0. [PMID: 3788345]
  • R Barclay, C Ratledge. Metal analogues of mycobactin and exochelin fail to act as effective antimycobacterial agents. Zentralblatt fur Bakteriologie, Mikrobiologie, und Hygiene. Series A, Medical microbiology, infectious diseases, virology, parasitology. 1986 Aug; 262(2):203-7. doi: 10.1016/s0176-6724(86)80021-9. [PMID: 3097987]
  • R M Hall, C Ratledge. Mycobactin and the competition for iron between Mycobacterium neoaurum and M. vaccae. Journal of general microbiology. 1986 Mar; 132(3):839-43. doi: 10.1099/00221287-132-3-839. [PMID: 3734752]
  • R M Hall, C Ratledge. Distribution and application of mycobactins for the characterization of species within the genus Rhodococcus. Journal of general microbiology. 1986 Mar; 132(3):853-6. doi: 10.1099/00221287-132-3-853. [PMID: 3734753]
  • R M Hall, C Ratledge. Equivalence of mycobactins from Mycobacterium senegalense, Mycobacterium farcinogenes and Mycobacterium fortuitum. Journal of general microbiology. 1985 Jul; 131(7):1691-6. doi: 10.1099/00221287-131-7-1691. [PMID: 4045424]
  • M F Thorel, J Marly, D Trap, P Pardon, P Lechopier. [Experimental paratuberculosis: biological diagnosis in calves inoculated with strains of mycobactin-dependent mycobacteria]. Annales de recherches veterinaires. Annals of veterinary research. 1985; 16(1):7-16. doi: NULL. [PMID: 4014991]
  • R M Hall, C Ratledge. Mycobactins as chemotaxonomic characters for some rapidly growing mycobacteria. Journal of general microbiology. 1984 Aug; 130(8):1883-92. doi: 10.1099/00221287-130-8-1883. [PMID: 6470673]
  • C Ratledge, P V Patel, J Mundy. Iron transport in Mycobacterium smegmatis: the location of mycobactin by electron microscopy. Journal of general microbiology. 1982 Jul; 128(7):1559-65. doi: 10.1099/00221287-128-7-1559. [PMID: 6181183]
  • L P Macham, C Ratledge, J C Nocton. Extracellular iron acquisition by mycobacteria: role of the exochelins and evidence against the participation of mycobactin. Infection and immunity. 1975 Dec; 12(6):1242-51. doi: 10.1128/iai.12.6.1242-1251.1975. [PMID: 1107222]
  • C A Golden, I Kochan, D R Spriggs. Role of mycobactin in the growth and virulence of tubercle bacilli. Infection and immunity. 1974 Jan; 9(1):34-40. doi: 10.1128/iai.9.1.34-40.1974. [PMID: 4202890]