[1-[4-(3-acetamido-5-amino-4-hydroxy-6-methyloxan-2-yl)oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-heptanoyloxypropan-2-yl] (E)-pentadec-7-enoate (BioDeep_00000843328)
代谢物信息卡片
化学式: C39H70N2O13 (774.4877650000001)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCCCC=CCCCCCC(=O)OC(COC1C(C(C(C(O1)CO)O)OC2C(C(C(C(O2)C)N)O)NC(=O)C)O)COC(=O)CCCCCC
InChI: InChI=1S/C39H70N2O13/c1-5-7-9-11-12-13-14-15-16-17-18-20-22-31(45)52-28(24-49-30(44)21-19-10-8-6-2)25-50-39-36(48)37(34(46)29(23-42)53-39)54-38-33(41-27(4)43)35(47)32(40)26(3)51-38/h14-15,26,28-29,32-39,42,46-48H,5-13,16-25,40H2,1-4H3,(H,41,43)/b15-14+
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
- Amany M Ibrahim, Muhammad S Azam, Olaf Schneewind, Dominique Missiakas. Processing of LtaS restricts LTA assembly and YSIRK preprotein trafficking into Staphylococcus aureus cross-walls.
mBio.
2024 Feb; 15(2):e0285223. doi:
10.1128/mbio.02852-23
. [PMID: 38174934] - Charlotte Millership, Angelika Gründling. Type I Lipoteichoic Acid (LTA) Detection by Western Blot.
Methods in molecular biology (Clifton, N.J.).
2024; 2727(?):95-106. doi:
10.1007/978-1-0716-3491-2_8
. [PMID: 37815711] - Xiaoya Wang, Zhiping Peng, Lei Wang, Jingyan Zhang, Kang Zhang, Zhiting Guo, Guowei Xu, Jianxi Li. Cordyceps militaris Solid Medium Extract Alleviates Lipoteichoic Acid-Induced MH-S Inflammation by Inhibiting TLR2/NF-κB/NLRP3 Pathways.
International journal of molecular sciences.
2023 Oct; 24(21):. doi:
10.3390/ijms242115519
. [PMID: 37958501] - Troy A Burtchett, John C Shook, Laura E Hesse, Philip C Delekta, Robert S Brzozowski, Alhakam Nouri, Alexa J Calas, Catherine M Spanoudis, Prahathees J Eswara, Neal D Hammer. Crucial Role for Lipoteichoic Acid Assembly in the Metabolic Versatility and Antibiotic Resistance of Staphylococcus aureus.
Infection and immunity.
2023 07; 91(7):e0055022. doi:
10.1128/iai.00550-22
. [PMID: 37347167] - Sachiko Watanabe, Kosuke Zenke, Masashi Muroi. Lipoteichoic Acid Inhibits Lipopolysaccharide-Induced TLR4 Signaling by Forming an Inactive TLR4/MD-2 Complex Dimer.
Journal of immunology (Baltimore, Md. : 1950).
2023 Mar; ?(?):. doi:
10.4049/jimmunol.2200872
. [PMID: 36897262] - Laura Miek, Paul M Jordan, Kerstin Günther, Simona Pace, Timo Beyer, David Kowalak, Verena Hoerr, Bettina Löffler, Lorena Tuchscherr, Charles N Serhan, Jana Gerstmeier, Oliver Werz. Staphylococcus aureus controls eicosanoid and specialized pro-resolving mediator production via lipoteichoic acid.
Immunology.
2022 05; 166(1):47-67. doi:
10.1111/imm.13449
. [PMID: 35143048] - Niluni M Wijesundara, Song F Lee, Ross Davidson, Zhenyu Cheng, H P Vasantha Rupasinghe. Carvacrol Suppresses Inflammatory Biomarkers Production by Lipoteichoic Acid- and Peptidoglycan-Stimulated Human Tonsil Epithelial Cells.
Nutrients.
2022 Jan; 14(3):. doi:
10.3390/nu14030503
. [PMID: 35276864] - Xuhui Zheng, Gerben Marsman, Keenan A Lacey, Jessica R Chapman, Christian Goosmann, Beatrix M Ueberheide, Victor J Torres. The cell envelope of Staphylococcus aureus selectively controls the sorting of virulence factors.
Nature communications.
2021 10; 12(1):6193. doi:
10.1038/s41467-021-26517-z
. [PMID: 34702812] - Yusaku Tsugami, Haruka Wakasa, Manabu Kawahara, Takanori Nishimura, Ken Kobayashi. Lipopolysaccharide and lipoteichoic acid influence milk production ability via different early responses in bovine mammary epithelial cells.
Experimental cell research.
2021 03; 400(2):112472. doi:
10.1016/j.yexcr.2021.112472
. [PMID: 33450209] - Bhavesh Bharatiya, Gang Wang, Sarah E Rogers, Jan Skov Pedersen, Stephen Mann, Wuge H Briscoe. Mixed liposomes containing gram-positive bacteria lipids: Lipoteichoic acid (LTA) induced structural changes.
Colloids and surfaces. B, Biointerfaces.
2021 Mar; 199(?):111551. doi:
10.1016/j.colsurfb.2020.111551
. [PMID: 33387794] - Shousheng Ni, Yang Zhou, Lili Song, Yan Chen, Xia Wang, Xiaoyuan Du, Shicui Zhang. ELAVL1a is an immunocompetent protein that protects zebrafish embryos from bacterial infection.
Communications biology.
2021 02; 4(1):251. doi:
10.1038/s42003-021-01777-z
. [PMID: 33637956] - Anthony R Hesser, Kaitlin Schaefer, Wonsik Lee, Suzanne Walker. Lipoteichoic acid polymer length is determined by competition between free starter units.
Proceedings of the National Academy of Sciences of the United States of America.
2020 11; 117(47):29669-29676. doi:
10.1073/pnas.2008929117
. [PMID: 33172991] - Yongjiang Wu, Yawang Sun, Zhu Zhang, Juncai Chen, Guozhong Dong. Effects of Peptidoglycan, Lipoteichoic Acid and Lipopolysaccharide on Inflammation, Proliferation and Milk Fat Synthesis in Bovine Mammary Epithelial Cells.
Toxins.
2020 08; 12(8):. doi:
10.3390/toxins12080497
. [PMID: 32748871] - Bing Zhang, Xue Liu, Elisabeth Lambert, Guillaume Mas, Sebastian Hiller, Jan-Willem Veening, Camilo Perez. Structure of a proton-dependent lipid transporter involved in lipoteichoic acids biosynthesis.
Nature structural & molecular biology.
2020 06; 27(6):561-569. doi:
10.1038/s41594-020-0425-5
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Biointerphases.
2020 05; 15(3):031007. doi:
10.1116/1.5130774
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The Journal of biological chemistry.
2020 03; 295(12):4024-4034. doi:
10.1074/jbc.ra120.012566
. [PMID: 32047114] - Jitka Petrlova, Ganna Petruk, Roland G Huber, Eilish W McBurnie, Mariena J A van der Plas, Peter J Bond, Manoj Puthia, Artur Schmidtchen. Thrombin-derived C-terminal fragments aggregate and scavenge bacteria and their proinflammatory products.
The Journal of biological chemistry.
2020 03; 295(11):3417-3430. doi:
10.1074/jbc.ra120.012741
. [PMID: 32034093] - Hyeogsun Kwon, Yunlong Yang, Sunil Kumar, Dae-Weon Lee, Prati Bajracharya, Travis L Calkins, Yonggyun Kim, Patricia V Pietrantonio. Characterization of the first insect prostaglandin (PGE2) receptor: MansePGE2R is expressed in oenocytoids and lipoteichoic acid (LTA) increases transcript expression.
Insect biochemistry and molecular biology.
2020 02; 117(?):103290. doi:
10.1016/j.ibmb.2019.103290
. [PMID: 31790798] - Balasaheb K Ghotekar, Ananda Rao Podilapu, Suvarn S Kulkarni. Total Synthesis of the Lipid-Anchor-Attached Core Trisaccharides of Lipoteichoic Acids of Streptococcus pneumoniae and Streptococcus oralis Uo5.
Organic letters.
2020 01; 22(2):537-541. doi:
10.1021/acs.orglett.9b04264
. [PMID: 31887057] - Bing Zhang, Camilo Perez. Stabilization and Crystallization of a Membrane Protein Involved in Lipid Transport.
Methods in molecular biology (Clifton, N.J.).
2020; 2127(?):283-292. doi:
10.1007/978-1-0716-0373-4_19
. [PMID: 32112329] - Hiroya Mizuno, Lorena Arce, Kae Tomotsune, Leonardo Albarracin, Ryutaro Funabashi, Daniela Vera, Md Aminul Islam, Maria Guadalupe Vizoso-Pinto, Hideki Takahashi, Yasuko Sasaki, Haruki Kitazawa, Julio Villena. Lipoteichoic Acid Is Involved in the Ability of the Immunobiotic Strain Lactobacillus plantarum CRL1506 to Modulate the Intestinal Antiviral Innate Immunity Triggered by TLR3 Activation.
Frontiers in immunology.
2020; 11(?):571. doi:
10.3389/fimmu.2020.00571
. [PMID: 32328062] - Zhendong Qin, V Sarath Babu, Hanzuo Lin, Yunjia Dai, Hongyan Kou, Liehuan Chen, Jun Li, Lijuan Zhao, Li Lin. The immune function of prophenoloxidase from red swamp crayfish (Procambarus clarkii) in response to bacterial infection.
Fish & shellfish immunology.
2019 Sep; 92(?):83-90. doi:
10.1016/j.fsi.2019.05.005
. [PMID: 31059813] - Kangfeng Jiang, Shuai Guo, Jing Yang, Junfeng Liu, Aftab Shaukat, Gan Zhao, Haichong Wu, Ganzhen Deng. Matrine alleviates Staphylococcus aureus lipoteichoic acid-induced endometritis via suppression of TLR2-mediated NF-κB activation.
International immunopharmacology.
2019 May; 70(?):201-207. doi:
10.1016/j.intimp.2019.02.033
. [PMID: 30822611] - Motoharu Tanaka, Shigeru Abe. Different activities of antitumor immunomodulators to induce neutrophil adherence response.
Drug discoveries & therapeutics.
2019; 13(6):299-305. doi:
10.5582/ddt.2019.01065
. [PMID: 31956227] - Dan Ma, Zhizhi Wang, Christopher N Merrikh, Kevin S Lang, Peilong Lu, Xin Li, Houra Merrikh, Zihe Rao, Wenqing Xu. Crystal structure of a membrane-bound O-acyltransferase.
Nature.
2018 10; 562(7726):286-290. doi:
10.1038/s41586-018-0568-2
. [PMID: 30283133] - Young Ji Lee, Ji-Hee Kim, YoungHee Kim. Dendrobium moniliforme Stem Extract Inhibits Lipoteichoic Acid-Induced Inflammatory Responses by Upregulation of Heme Oxygenase-1.
Journal of microbiology and biotechnology.
2018 Aug; 28(8):1310-1317. doi:
10.4014/jmb.1807.07024
. [PMID: 30111072] - Peter M Grin, Dhruva J Dwivedi, Kevin M Chathely, Bernardo L Trigatti, Annik Prat, Nabil G Seidah, Patricia C Liaw, Alison E Fox-Robichaud. Low-density lipoprotein (LDL)-dependent uptake of Gram-positive lipoteichoic acid and Gram-negative lipopolysaccharide occurs through LDL receptor.
Scientific reports.
2018 Jul; 8(1):10496. doi:
10.1038/s41598-018-28777-0
. [PMID: 30002483] - Gan Zhao, Kangfeng Jiang, Haichong Wu, Changwei Qiu, Ganzhen Deng, Xiuli Peng. Polydatin reduces Staphylococcus aureus lipoteichoic acid-induced injury by attenuating reactive oxygen species generation and TLR2-NFκB signalling.
Journal of cellular and molecular medicine.
2017 Nov; 21(11):2796-2808. doi:
10.1111/jcmm.13194
. [PMID: 28524642] - Tu Thi Ngoc Nguyen, Eunjeong Seo, Juyong Choi, Oanh Thi Tu Le, Ji Yun Kim, Ilo Jou, Sang Yoon Lee. Phosphatidylinositol 4-phosphate 5-kinase α contributes to Toll-like receptor 2-mediated immune responses in microglial cells stimulated with lipoteichoic acid.
Cellular signalling.
2017 10; 38(?):159-170. doi:
10.1016/j.cellsig.2017.07.009
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Carbohydrate research.
2017 Aug; 448(?):88-94. doi:
10.1016/j.carres.2017.06.003
. [PMID: 28628892] - George K Auer, Douglas B Weibel. Bacterial Cell Mechanics.
Biochemistry.
2017 07; 56(29):3710-3724. doi:
10.1021/acs.biochem.7b00346
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Cancer discovery.
2017 05; 7(5):522-538. doi:
10.1158/2159-8290.cd-16-0932
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The American journal of Chinese medicine.
2017; 45(8):1649-1666. doi:
10.1142/s0192415x17500896
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Carbohydrate research.
2016 Jul; 430(?):44-47. doi:
10.1016/j.carres.2016.04.026
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Bioscience, biotechnology, and biochemistry.
2016 Jun; 80(6):1205-13. doi:
10.1080/09168451.2016.1151339
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Biochimica et biophysica acta.
2016 May; 1858(5):958-70. doi:
10.1016/j.bbamem.2015.10.011
. [PMID: 26498397] - Sun Young Park, Young Hun Kim, Geuntae Park. Anti-neuro-inflammatory effects of Nardostachys chinensis in lipopolysaccharide-and lipoteichoic acid-stimulated microglial cells.
Chinese journal of natural medicines.
2016 May; 14(5):343-53. doi:
10.3724/sp.j.1009.2016.00343
. [PMID: 27478097] - Martin Malmsten. Interactions of Antimicrobial Peptides with Bacterial Membranes and Membrane Components.
Current topics in medicinal chemistry.
2016; 16(1):16-24. doi:
10.2174/1568026615666150703121518
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Biomacromolecules.
2015 Apr; 16(4):1073-87. doi:
10.1021/bm5015156
. [PMID: 25671728] - Ning Liu, Jiang-Feng Lan, Jie-Jie Sun, Wen-Ming Jia, Xiao-Fan Zhao, Jin-Xing Wang. A novel crustin from Marsupenaeus japonicus promotes hemocyte phagocytosis.
Developmental and comparative immunology.
2015 Apr; 49(2):313-22. doi:
10.1016/j.dci.2014.11.021
. [PMID: 25479014] - Su Young Noh, Seok-Seong Kang, Cheol-Heui Yun, Seung Hyun Han. Lipoteichoic acid from Lactobacillus plantarum inhibits Pam2CSK4-induced IL-8 production in human intestinal epithelial cells.
Molecular immunology.
2015 Mar; 64(1):183-9. doi:
10.1016/j.molimm.2014.11.014
. [PMID: 25481370] - Sun Woong Hong, Jung Eun Baik, Seok-Seong Kang, Cheol-Heui Yun, Deog-Gyu Seo, Seung Hyun Han. Lipoteichoic acid of Streptococcus mutans interacts with Toll-like receptor 2 through the lipid moiety for induction of inflammatory mediators in murine macrophages.
Molecular immunology.
2014 Feb; 57(2):284-91. doi:
10.1016/j.molimm.2013.10.004
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International immunopharmacology.
2014 Feb; 18(2):325-32. doi:
10.1016/j.intimp.2013.12.016
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Microbiology (Reading, England).
2013 Nov; 159(Pt 11):2416-2426. doi:
10.1099/mic.0.070607-0
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Biochimica et biophysica acta.
2013 Oct; 1833(10):2369-77. doi:
10.1016/j.bbamcr.2013.06.006
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Biochimica et biophysica acta.
2013 Apr; 1831(4):853-62. doi:
10.1016/j.bbalip.2013.01.006
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Analytical chemistry.
2013 Mar; 85(5):2754-9. doi:
10.1021/ac303268z
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Biochimica et biophysica acta.
2013 Mar; 1828(3):944-55. doi:
10.1016/j.bbamem.2012.12.002
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Biochimie.
2013 Jan; 95(1):33-42. doi:
10.1016/j.biochi.2012.06.007
. [PMID: 22706280] - Ingmar J J Claes, Marijke E Segers, Tine L A Verhoeven, Michiel Dusselier, Bert F Sels, Sigrid C J De Keersmaecker, Jos Vanderleyden, Sarah Lebeer. Lipoteichoic acid is an important microbe-associated molecular pattern of Lactobacillus rhamnosus GG.
Microbial cell factories.
2012 Dec; 11(?):161. doi:
10.1186/1475-2859-11-161
. [PMID: 23241240] - Preetha Anand, Silvia Cermelli, Zhihuan Li, Adam Kassan, Marta Bosch, Robilyn Sigua, Lan Huang, Andre J Ouellette, Albert Pol, Michael A Welte, Steven P Gross. A novel role for lipid droplets in the organismal antibacterial response.
eLife.
2012 Nov; 1(?):e00003. doi:
10.7554/elife.00003
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Chembiochem : a European journal of chemical biology.
2012 Nov; 13(16):2416-24. doi:
10.1002/cbic.201200468
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Carbohydrate research.
2012 Nov; 361(?):200-5. doi:
10.1016/j.carres.2012.09.007
. [PMID: 23036931] - Xiu-Zhen Shi, Xue Zhong, Xiao-Qiang Yu. Drosophila melanogaster NPC2 proteins bind bacterial cell wall components and may function in immune signal pathways.
Insect biochemistry and molecular biology.
2012 Aug; 42(8):545-56. doi:
10.1016/j.ibmb.2012.04.002
. [PMID: 22580186] - Sarah Lebeer, Ingmar J J Claes, Jos Vanderleyden. Anti-inflammatory potential of probiotics: lipoteichoic acid makes a difference.
Trends in microbiology.
2012 Jan; 20(1):5-10. doi:
10.1016/j.tim.2011.09.004
. [PMID: 22030243] - Kathleen Fischer, Karina Stein, Artur J Ulmer, Buko Lindner, Holger Heine, Otto Holst. Cytokine-inducing lipoteichoic acids of the allergy-protective bacterium Lactococcus lactis G121 do not activate via Toll-like receptor 2.
Glycobiology.
2011 Dec; 21(12):1588-95. doi:
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. [PMID: 21666273] - Jung Eun Baik, Kyoung-Soon Jang, Seok-Seong Kang, Cheol-Heui Yun, Kangseok Lee, Byung-Gee Kim, Kee-Yeon Kum, Seung Hyun Han. Calcium hydroxide inactivates lipoteichoic acid from Enterococcus faecalis through deacylation of the lipid moiety.
Journal of endodontics.
2011 Feb; 37(2):191-6. doi:
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Genes & genetic systems.
2011; 86(6):365-76. doi:
10.1266/ggs.86.365
. [PMID: 22451476] - I J J Claes, Sarah Lebeer, C Shen, T L A Verhoeven, E Dilissen, G De Hertogh, D M A Bullens, J L Ceuppens, G Van Assche, S Vermeire, P Rutgeerts, J Vanderleyden, S C J De Keersmaecker. Impact of lipoteichoic acid modification on the performance of the probiotic Lactobacillus rhamnosus GG in experimental colitis.
Clinical and experimental immunology.
2010 Nov; 162(2):306-14. doi:
10.1111/j.1365-2249.2010.04228.x
. [PMID: 20731672] - Xiang-Jun Rao, Xiao-Qiang Yu. Lipoteichoic acid and lipopolysaccharide can activate antimicrobial peptide expression in the tobacco hornworm Manduca sexta.
Developmental and comparative immunology.
2010 Oct; 34(10):1119-28. doi:
10.1016/j.dci.2010.06.007
. [PMID: 20600279] - Maria Karatsa-Dodgson, Mirka E Wörmann, Angelika Gründling. In vitro analysis of the Staphylococcus aureus lipoteichoic acid synthase enzyme using fluorescently labeled lipids.
Journal of bacteriology.
2010 Oct; 192(20):5341-9. doi:
10.1128/jb.00453-10
. [PMID: 20709894] - Jin Young Kang, Xuehua Nan, Mi Sun Jin, Suk-Jun Youn, Young Hee Ryu, Shinjee Mah, Seung Hyun Han, Hayyoung Lee, Sang-Gi Paik, Jie-Oh Lee. Recognition of lipopeptide patterns by Toll-like receptor 2-Toll-like receptor 6 heterodimer.
Immunity.
2009 Dec; 31(6):873-84. doi:
10.1016/j.immuni.2009.09.018
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American journal of respiratory cell and molecular biology.
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