H-DL-xiThr-DL-Dab-DL-Dab(1)-DL-Dab-DL-Phe-DL-Leu-DL-Dab-DL-Dab-DL-xiThr-(1) (BioDeep_00000842942)

   

Chemicals and Drugs Antibiotics


代谢物信息卡片


H-DL-xiThr-DL-Dab-DL-Dab(1)-DL-Dab-DL-Phe-DL-Leu-DL-Dab-DL-Dab-DL-xiThr-(1)

化学式: C43H74N14O11 (962.5661214)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCCC(C(=O)NC(C(=O)NC(C(=O)N1)CC2=CC=CC=C2)CCN)NC(=O)C(CCN)NC(=O)C(C(C)O)N)C(C)O)CCN)CCN
InChI: InChI=1S/C43H74N14O11/c1-22(2)20-31-40(65)52-26(10-15-44)35(60)51-29(13-18-47)39(64)57-34(24(4)59)43(68)49-19-14-30(53-36(61)28(12-17-46)54-42(67)33(48)23(3)58)38(63)50-27(11-16-45)37(62)56-32(41(66)55-31)21-25-8-6-5-7-9-25/h5-9,22-24,26-34,58-59H,10-21,44-48H2,1-4H3,(H,49,68)(H,50,63)(H,51,60)(H,52,65)(H,53,61)(H,54,67)(H,55,66)(H,56,62)(H,57,64)

描述信息

D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D011113 - Polymyxins
D000890 - Anti-Infective Agents > D023181 - Antimicrobial Cationic Peptides
D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents
D003879 - Dermatologic Agents
Polymyxin B nonapeptide is a cyclic peptide obtained from Polymyxin B by proteolytic removal of its terminal amino acyl residue. Polymyxin B nonapeptide is less toxic, lacks bactericidal activity, and retains its ability to render gram-negative bacteria susceptible to several antibiotics by permeabilizing their outer membranes[1][2][3].

同义名列表

2 个代谢物同义名

H-DL-xiThr-DL-Dab-DL-Dab(1)-DL-Dab-DL-Phe-DL-Leu-DL-Dab-DL-Dab-DL-xiThr-(1); Polymyxin B nonapeptide



数据库引用编号

3 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)

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

  • Ronald Domalaon, Liam Berry, Quinn Tays, George G Zhanel, Frank Schweizer. Development of dilipid polymyxins: Investigation on the effect of hydrophobicity through its fatty acyl component. Bioorganic chemistry. 2018 10; 80(?):639-648. doi: 10.1016/j.bioorg.2018.07.018. [PMID: 30053708]
  • Natalie D Keirstead, Matthew P Wagoner, Patricia Bentley, Marie Blais, Crystal Brown, Letitia Cheatham, Paul Ciaccio, Yvonne Dragan, Douglas Ferguson, Jim Fikes, Melanie Galvin, Anshul Gupta, Michael Hale, Nakpangi Johnson, Wenli Luo, Frank McGrath, Mark Pietras, Sally Price, Abhishek G Sathe, Jennifer C Sasaki, Debra Snow, Robert L Walsky, Gunther Kern. Early prediction of polymyxin-induced nephrotoxicity with next-generation urinary kidney injury biomarkers. Toxicological sciences : an official journal of the Society of Toxicology. 2014 Feb; 137(2):278-91. doi: 10.1093/toxsci/kft247. [PMID: 24189134]
  • Sang-Hyun Kim, Wenyi Jia, Valeria R Parreira, Russell E Bishop, Carlton L Gyles. Phosphoethanolamine substitution in the lipid A of Escherichia coli O157 : H7 and its association with PmrC. Microbiology (Reading, England). 2006 Mar; 152(Pt 3):657-666. doi: 10.1099/mic.0.28692-0. [PMID: 16514146]
  • Klaus Brandenburg, Alexander David, Jörg Howe, Michel H J Koch, Jörg Andrä, Patrick Garidel. Temperature dependence of the binding of endotoxins to the polycationic peptides polymyxin B and its nonapeptide. Biophysical journal. 2005 Mar; 88(3):1845-58. doi: 10.1529/biophysj.104.047944. [PMID: 15596502]
  • Marina Katz, Haim Tsubery, Sofiya Kolusheva, Alex Shames, Mati Fridkin, Raz Jelinek. Lipid binding and membrane penetration of polymyxin B derivatives studied in a biomimetic vesicle system. The Biochemical journal. 2003 Oct; 375(Pt 2):405-13. doi: 10.1042/bj20030784. [PMID: 12848621]
  • Ning Yin, Ryan L Marshall, Sannali Matheson, Paul B Savage. Synthesis of lipid A derivatives and their interactions with polymyxin B and polymyxin B nonapeptide. Journal of the American Chemical Society. 2003 Mar; 125(9):2426-35. doi: 10.1021/ja0284456. [PMID: 12603130]
  • F Rose, K U Heuer, U Sibelius, S Hombach-Klonisch, L Kiss, W Seeger, F Grimminger. Targeting lipopolysaccharides by the nontoxic polymyxin B nonapeptide sensitizes resistant Escherichia coli to the bactericidal effect of human neutrophils. The Journal of infectious diseases. 2000 Jul; 182(1):191-9. doi: 10.1086/315669. [PMID: 10882597]
  • L J Norcia, A M Silvia, J P Dirlam, R C Schnur, J M Bergeron, J A Retsema, S F Hayashi. In vitro microbiological characterization of novel cyclic homopentapeptides, CP-101,680 and CP-163,234, for animal health use. The Journal of antibiotics. 1999 Nov; 52(11):1007-16. doi: 10.7164/antibiotics.52.1007. [PMID: 10656573]
  • Y Nitzan, A Balzam-Sudakevitz, H Ashkenazi. Eradication of Acinetobacter baumannii by photosensitized agents in vitro. Journal of photochemistry and photobiology. B, Biology. 1998 Mar; 42(3):211-8. doi: 10.1016/s1011-1344(98)00073-6. [PMID: 9595710]
  • B Oliva, W M Maiese, M Greenstein, D B Borders, I Chopra. Mode of action of the cyclic depsipeptide antibiotic LL-AO341 beta 1 and partial characterization of a Staphylococcus aureus mutant resistant to the antibiotic. The Journal of antimicrobial chemotherapy. 1993 Dec; 32(6):817-30. doi: 10.1093/jac/32.6.817. [PMID: 7511579]
  • N J Severs, V W Twist, T Powell. Acute effects of adriamycin on the macromolecular organization of the cardiac muscle cell plasma membrane. Cardioscience. 1991 Mar; 2(1):35-45. doi: NULL. [PMID: 1888879]
  • H Y Wang, B Tümmler, J M Boggs. Use of spin labels to determine the percentage of interdigitated lipid in complexes with polymyxin B and polymyxin B nonapeptide. Biochimica et biophysica acta. 1989 Oct; 985(2):182-98. doi: 10.1016/0005-2736(89)90364-7. [PMID: 2553117]
  • J M Boggs, H Y Wang, G Rangaraj, B Tümmler. Interdigitation of phosphatidylcholine and phosphatidylethanolamine mixed with complexes of acidic lipids and polymyxin B or polymyxin B nonapeptide. Biochimica et biophysica acta. 1989 Oct; 985(2):199-210. doi: 10.1016/0005-2736(89)90365-9. [PMID: 2553118]
  • J K Chia, M Pollack, G Guelde, N L Koles, M Miller, M E Evans. Lipopolysaccharide (LPS)-reactive monoclonal antibodies fail to inhibit LPS-induced tumor necrosis factor secretion by mouse-derived macrophages. The Journal of infectious diseases. 1989 May; 159(5):872-80. doi: 10.1093/infdis/159.5.872. [PMID: 2651532]
  • G Beurer, F Warncke, H J Galla. Interaction of polymyxin B1 and polymyxin B1 nonapeptide with phosphatidic acid monolayer and bilayer membranes. Chemistry and physics of lipids. 1988 Jun; 47(2):155-63. doi: 10.1016/0009-3084(88)90085-0. [PMID: 2842079]
  • R N McCashion, W H Lynch. Effects of polymyxin B nonapeptide on Aeromonas salmonicida. Antimicrobial agents and chemotherapy. 1987 Sep; 31(9):1414-9. doi: 10.1128/aac.31.9.1414. [PMID: 2823698]
  • P Kubesch, J Boggs, L Luciano, G Maass, B Tümmler. Interaction of polymyxin B nonapeptide with anionic phospholipids. Biochemistry. 1987 Apr; 26(8):2139-49. doi: 10.1021/bi00382a012. [PMID: 3040082]
  • C Lam, J Hildebrandt, E Schütze, A F Wenzel. Membrane-disorganizing property of polymyxin B nonapeptide. The Journal of antimicrobial chemotherapy. 1986 Jul; 18(1):9-15. doi: 10.1093/jac/18.1.9. [PMID: 3019982]
  • P Viljanen, H Käyhty, M Vaara, T Vaara. Susceptibility of gram-negative bacteria to the synergistic bactericidal action of serum and polymyxin B nonapeptide. Canadian journal of microbiology. 1986 Jan; 32(1):66-9. doi: 10.1139/m86-013. [PMID: 3008971]
  • M Vaara, P Viljanen, T Vaara, P H Mäkelä. An outer membrane-disorganizing peptide PMBN sensitizes E. coli strains to serum bactericidal action. Journal of immunology (Baltimore, Md. : 1950). 1984 May; 132(5):2582-9. doi: NULL. [PMID: 6325539]