For-Met-Leu-Phe-OH (BioDeep_00000859112)

Main id: BioDeep_00000008748

 


代谢物信息卡片


N-Formyl-L-methionyl-L-leucyl-L-phenylalanine

化学式: C21H31N3O5S (437.19843160000005)
中文名称: 酪胺盐酸盐
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)CC(C(=O)NC(CC1=CC=CC=C1)C(=O)O)NC(=O)C(CCSC)NC=O
InChI: InChI=1S/C21H31N3O5S/c1-14(2)11-17(23-19(26)16(22-13-25)9-10-30-3)20(27)24-18(21(28)29)12-15-7-5-4-6-8-15/h4-8,13-14,16-18H,9-12H2,1-3H3,(H,22,25)(H,23,26)(H,24,27)(H,28,29)/t16-,17-,18-/m0/s1

描述信息

N-Formyl-Met-Leu-Phe (fMLP; N-Formyl-MLF) is a chemotactic peptide and a specific ligand of N-formyl peptide receptor (FPR). N-Formyl-Met-Leu-Ph is reported to inhibit TNF-alpha secretion.

同义名列表

5 个代谢物同义名

N-Formyl-L-methionyl-L-leucyl-L-phenylalanine; N-Formyl-Met-Leu-Phe; For-Met-Leu-Phe-OH; FMLP; N-Formyl-MLF



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(8)

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

  • Yi Wang, Cheng-Long Zhu, Peng Li, Qiang Liu, Hui-Ru Li, Chang-Meng Yu, Xiao-Ming Deng, Jia-Feng Wang. The role of G protein-coupled receptor in neutrophil dysfunction during sepsis-induced acute respiratory distress syndrome. Frontiers in immunology. 2023; 14(?):1112196. doi: 10.3389/fimmu.2023.1112196. [PMID: 36891309]
  • Hsiang-Ruei Liao, Yu-Yao Kao, Yann-Lii Leu, Fu-Chao Liu, Ching-Ping Tseng. Larixol inhibits fMLP-induced superoxide anion production and chemotaxis by targeting the βγ subunit of Gi-protein of fMLP receptor in human neutrophils. Biochemical pharmacology. 2022 07; 201(?):115091. doi: 10.1016/j.bcp.2022.115091. [PMID: 35569521]
  • Maïlis Lauwers, Gil Verschelden, Caroline Boero, Manon Baleine, Véronique Kerrels, Brigitte Cantinieaux. Optimization of the Transwell® assay for the analysis of neutrophil chemotaxis using flow cytometry to refine the clinical investigation of immunodeficient patients. Clinical immunology (Orlando, Fla.). 2022 05; 238(?):108994. doi: 10.1016/j.clim.2022.108994. [PMID: 35390547]
  • Leo Koenderman, Maarten J Siemers, Corneli van Aalst, Suzanne H Bongers, Roy Spijkerman, Bas J J Bindels, Giulio Giustarini, Harriët M R van Goor, Karin A H Kaasjager, Nienke Vrisekoop. The Systemic Immune Response in COVID-19 Is Associated with a Shift to Formyl-Peptide Unresponsive Eosinophils. Cells. 2021 05; 10(5):. doi: 10.3390/cells10051109. [PMID: 34062964]
  • Lu Li, Zhenfei Bi, Yuzhu Hu, Lu Sun, Yanlin Song, Siyuan Chen, Fei Mo, Jingyun Yang, Yuquan Wei, Xiawei Wei. Silver nanoparticles and silver ions cause inflammatory response through induction of cell necrosis and the release of mitochondria in vivo and in vitro. Cell biology and toxicology. 2021 04; 37(2):177-191. doi: 10.1007/s10565-020-09526-4. [PMID: 32367270]
  • Runa Kuley, Ryan D Stultz, Bhargavi Duvvuri, Ting Wang, Marvin J Fritzler, Roger Hesselstrand, J Lee Nelson, Christian Lood. N-Formyl Methionine Peptide-Mediated Neutrophil Activation in Systemic Sclerosis. Frontiers in immunology. 2021; 12(?):785275. doi: 10.3389/fimmu.2021.785275. [PMID: 35069556]
  • Sio-Hong Lam, Shu-Duan Jian, Tsong-Long Hwang, Po-Jen Chen, Hsin-Yi Hung, Ping-Chung Kuo, Tian-Shung Wu. A new dimeric protoberberine alkaloid and other compounds from the tubers of Tinospora dentata. Natural product research. 2021 Jan; 35(1):17-24. doi: 10.1080/14786419.2019.1611809. [PMID: 31135226]
  • Raquel Freitas Zambonatto, Renata Nakata Teixeira, Sarah de Oliveira Poma, Eliane Borges da Silva, Mariana Mendes de Almeida, Gerson Dos Santos Leite, Cesar Miguel Momesso Dos Santos, Heloisa Helena de Oliveira Alves, Renata Gorjão, Tania Cristina Pithon-Curi, Celso R F Carvalho, Rui Curi, Adriana Cristina Levada-Pires. Features of Neutrophils From Atopic and Non-Atopic Elite Endurance Runners. Frontiers in immunology. 2021; 12(?):670763. doi: 10.3389/fimmu.2021.670763. [PMID: 34177910]
  • Hao-Chiun Chang, Shih-Wei Wang, Chin-Yen Chen, Tsong-Long Hwang, Ming-Jen Cheng, Ping-Jyun Sung, Kuang-Wen Liao, Jih-Jung Chen. Secoiridoid Glucosides and Anti-Inflammatory Constituents from the Stem Bark of Fraxinus chinensis. Molecules (Basel, Switzerland). 2020 Dec; 25(24):. doi: 10.3390/molecules25245911. [PMID: 33327368]
  • Yu-Wei Lai, Shih-Wei Wang, Ya-Yun Hu, Tsong-Long Hwang, Ming-Jen Cheng, Ih-Sheng Chen, Ping-Jyun Sung, Jih-Jung Chen. Anti-inflammatory alkaloids from the root bark of Hernandia nymphaeifolia. Phytochemistry. 2020 May; 173(?):112326. doi: 10.1016/j.phytochem.2020.112326. [PMID: 32120117]
  • Amina Chniguir, Coralie Pintard, Dan Liu, Pham My-Chan Dang, Jamel El-Benna, Rafik Bachoual. Eugenol prevents fMLF-induced superoxide anion production in human neutrophils by inhibiting ERK1/2 signaling pathway and p47phox phosphorylation. Scientific reports. 2019 12; 9(1):18540. doi: 10.1038/s41598-019-55043-8. [PMID: 31811262]
  • Stephanie M Bozonet, Anitra C Carr. The Role of Physiological Vitamin C Concentrations on Key Functions of Neutrophils Isolated from Healthy Individuals. Nutrients. 2019 Jun; 11(6):. doi: 10.3390/nu11061363. [PMID: 31212992]
  • Alessandro Trentini, Francesca Murganti, Valentina Rosta, Carlo Cervellati, Maria Cristina Manfrinato, Savino Spadaro, Franco Dallocchio, Carlo Alberto Volta, Tiziana Bellini. Hydroxyethyl Starch 130/0.4 Binds to Neutrophils Impairing Their Chemotaxis through a Mac-1 Dependent Interaction. International journal of molecular sciences. 2019 Feb; 20(4):. doi: 10.3390/ijms20040817. [PMID: 30769810]
  • Tzu-Hsuan Chung, Yung-Peng Wu, Chee Ying Chew, Chak Hin Lam, Kui-Thong Tan. Imaging and Quantification of Secreted Peroxynitrite at the Cell Surface by a Streptavidin-Biotin-Controlled Binding Probe. Chembiochem : a European journal of chemical biology. 2018 12; 19(24):2584-2590. doi: 10.1002/cbic.201800542. [PMID: 30352141]
  • Xiao Wang, Emily Jodoin, Julianne Jorgensen, Jarone Lee, James J Markmann, Sule Cataltepe, Daniel Irimia. Progressive mechanical confinement of chemotactic neutrophils induces arrest, oscillations, and retrotaxis. Journal of leukocyte biology. 2018 12; 104(6):1253-1261. doi: 10.1002/jlb.5ta0318-110rrr. [PMID: 30129679]
  • Sungjin Chung, Jessica M Overstreet, Yan Li, Yinqiu Wang, Aolei Niu, Suwan Wang, Xiaofeng Fan, Kensuke Sasaki, Guan-Nan Jin, Stellor Nlandu Khodo, Leslie Gewin, Ming-Zhi Zhang, Raymond C Harris. TGF-β promotes fibrosis after severe acute kidney injury by enhancing renal macrophage infiltration. JCI insight. 2018 11; 3(21):. doi: 10.1172/jci.insight.123563. [PMID: 30385721]
  • Elzbieta Kaczmarek, Carl J Hauser, Woon Yong Kwon, Ingred Riça, Li Chen, Nicola Sandler, Leo E Otterbein, Yan Campbell, Charles H Cook, Michael B Yaffe, Michael F Marusich, Kiyoshi Itagaki. A subset of five human mitochondrial formyl peptides mimics bacterial peptides and functionally deactivates human neutrophils. The journal of trauma and acute care surgery. 2018 11; 85(5):936-943. doi: 10.1097/ta.0000000000001971. [PMID: 29787548]
  • Chen Yang, Zhefeng Sui, Tingshuang Xu, Wenai Liu, Xiaoguang Wang, Xianlu Zeng. Lipid raft‑associated β‑adducin participates in neutrophil migration. Molecular medicine reports. 2018 Aug; 18(2):1353-1360. doi: 10.3892/mmr.2018.9113. [PMID: 29901076]
  • Hsiang-Ruei Liao, Ih-Sheng Chen, Fu-Chao Liu, Shinn-Zhi Lin, Ching-Ping Tseng. 2',3-dihydroxy-5-methoxybiphenyl suppresses fMLP-induced superoxide anion production and cathepsin G release by targeting the β-subunit of G-protein in human neutrophils. European journal of pharmacology. 2018 Jun; 829(?):26-37. doi: 10.1016/j.ejphar.2018.03.037. [PMID: 29601810]
  • Monika E Czerwińska, Marta K Dudek, Karolina A Pawłowska, Anna Pruś, Maria Ziaja, Sebastian Granica. The influence of procyanidins isolated from small-leaved lime flowers (Tilia cordata Mill.) on human neutrophils. Fitoterapia. 2018 Jun; 127(?):115-122. doi: 10.1016/j.fitote.2018.02.018. [PMID: 29447978]
  • Jun Gao, Tian Zhang, Zhanfang Kang, Weijen Ting, Lingqing Xu, Dazhong Yin. The F0F1 ATP synthase regulates human neutrophil migration through cytoplasmic proton extrusion coupled with ATP generation. Molecular immunology. 2017 10; 90(?):219-226. doi: 10.1016/j.molimm.2017.08.004. [PMID: 28843171]
  • Roya M Dayam, Chun X Sun, Christopher H Choy, Gemma Mancuso, Michael Glogauer, Roberto J Botelho. The Lipid Kinase PIKfyve Coordinates the Neutrophil Immune Response through the Activation of the Rac GTPase. Journal of immunology (Baltimore, Md. : 1950). 2017 09; 199(6):2096-2105. doi: 10.4049/jimmunol.1601466. [PMID: 28779020]
  • Terukazu Sanui, Masaaki Takeshita, Takao Fukuda, Urara Tanaka, Rehab Alshargabi, Yoshitomi Aida, Fusanori Nishimura. Adhesion attenuates respiratory burst induced by different modes of triggering in resting or LPS-primed neutrophils. Immunobiology. 2017 08; 222(8-9):865-871. doi: 10.1016/j.imbio.2017.05.001. [PMID: 28551079]
  • Lin-Yang Cheng, Hsiang-Ruei Liao, Li-Chai Chen, Shih-Wei Wang, Yueh-Hsiung Kuo, Mei-Ing Chung, Jih-Jung Chen. Naphthofuranone derivatives and other constituents from Pachira aquatica with inhibitory activity on superoxide anion generation by neutrophils. Fitoterapia. 2017 Mar; 117(?):16-21. doi: 10.1016/j.fitote.2016.12.008. [PMID: 28012920]
  • Renee M Potera, Melissa J Jensen, Brieanna M Hilkin, Gina K South, Jessica S Hook, Emily A Gross, Jessica G Moreland. Neutrophil azurophilic granule exocytosis is primed by TNF-α and partially regulated by NADPH oxidase. Innate immunity. 2016 11; 22(8):635-646. doi: 10.1177/1753425916668980. [PMID: 27655046]
  • Igor A Schepetkin, Svetlana V Kushnarenko, Gulmira Özek, Liliya N Kirpotina, Pritam Sinharoy, Gulzhakhan A Utegenova, Karime T Abidkulova, Temel Özek, Kemal Hüsnü Can Başer, Anastasia R Kovrizhina, Andrei I Khlebnikov, Derek S Damron, Mark T Quinn. Modulation of Human Neutrophil Responses by the Essential Oils from Ferula akitschkensis and Their Constituents. Journal of agricultural and food chemistry. 2016 Sep; 64(38):7156-70. doi: 10.1021/acs.jafc.6b03205. [PMID: 27586050]
  • Haibin Tong, Guiquan Jiang, Xingang Guan, Hong Wu, Kangxing Song, Kuan Cheng, Xin Sun. Characterization of a polysaccharide from Rosa davurica and inhibitory activity against neutrophil migration. International journal of biological macromolecules. 2016 Aug; 89(?):111-7. doi: 10.1016/j.ijbiomac.2016.04.062. [PMID: 27112979]
  • Kohji Nozoe, Yoshitomi Aida, Takao Fukuda, Terukazu Sanui, Fusanori Nishimura. Mechanisms of the Macrolide-Induced Inhibition of Superoxide Generation by Neutrophils. Inflammation. 2016 Jun; 39(3):1039-48. doi: 10.1007/s10753-016-0333-3. [PMID: 26983705]
  • Wulin Aerbajinai, Lunhua Liu, Jianqiong Zhu, Chutima Kumkhaek, Kyung Chin, Griffin P Rodgers. Glia Maturation Factor-γ Regulates Monocyte Migration through Modulation of β1-Integrin. The Journal of biological chemistry. 2016 Apr; 291(16):8549-64. doi: 10.1074/jbc.m115.674200. [PMID: 26895964]
  • Camilla Ferreira Wenceslau, Theodora Szasz, Cameron G McCarthy, Babak Baban, Elizabeth NeSmith, R Clinton Webb. Mitochondrial N-formyl peptides cause airway contraction and lung neutrophil infiltration via formyl peptide receptor activation. Pulmonary pharmacology & therapeutics. 2016 04; 37(?):49-56. doi: 10.1016/j.pupt.2016.02.005. [PMID: 26923940]
  • Shukranul Mawa, Ibrahim Jantan, Khairana Husain. Isolation of Terpenoids from the Stem of Ficus aurantiaca Griff and their Effects on Reactive Oxygen Species Production and Chemotactic Activity of Neutrophils. Molecules (Basel, Switzerland). 2016 Jan; 21(1):9. doi: 10.3390/molecules21010009. [PMID: 26742027]
  • Carin Wallquist, Ladan Mansouri, Mattias Norrbäck, Britta Hylander, Stefan H Jacobson, Joachim Lundahl. Early Changes in Monocyte Adhesion Molecule Expression and Tumor Necrosis Factor-α Levels in Chronic Kidney Disease - A 5-Year Prospective Study. American journal of nephrology. 2016; 44(4):268-275. doi: 10.1159/000449290. [PMID: 27603798]
  • Chun-Yu Chen, Yann-Lii Leu, Yu Fang, Chwan-Fwu Lin, Liang-Mou Kuo, Wei-Che Sung, Yung-Fong Tsai, Pei-Jen Chung, Ming-Chung Lee, Yu-Ting Kuo, Hsuan-Wu Yang, Tsong-Long Hwang. Anti-inflammatory effects of Perilla frutescens in activated human neutrophils through two independent pathways: Src family kinases and Calcium. Scientific reports. 2015 Dec; 5(?):18204. doi: 10.1038/srep18204. [PMID: 26659126]
  • Li-Chai Chen, Hsiang-Ruei Liao, Pei-Yu Chen, Wen-Lung Kuo, Tsung-Hsien Chang, Ping-Jyun Sung, Zhi-Hong Wen, Jih-Jung Chen. Limonoids from the Seeds of Swietenia macrophylla and Their Anti-Inflammatory Activities. Molecules (Basel, Switzerland). 2015 Oct; 20(10):18551-64. doi: 10.3390/molecules201018551. [PMID: 26473818]
  • Christopher B Hergott, Aoife M Roche, Nikhil A Naidu, Clementina Mesaros, Ian A Blair, Jeffrey N Weiser. Bacterial exploitation of phosphorylcholine mimicry suppresses inflammation to promote airway infection. The Journal of clinical investigation. 2015 Oct; 125(10):3878-90. doi: 10.1172/jci81888. [PMID: 26426079]
  • Tianshu Wang, Jiyang Liu, Jiangtao Ren, Jin Wang, Erkang Wang. Mimetic biomembrane-AuNPs-graphene hybrid as matrix for enzyme immobilization and bioelectrocatalysis study. Talanta. 2015 Oct; 143(?):438-441. doi: 10.1016/j.talanta.2015.05.022. [PMID: 26078181]
  • Per Venge, Lena Douhan Håkansson, Daniel Garwicz, Christer Peterson, Shengyuan Xu, Karlis Pauksen. Human neutrophil lipocalin in fMLP-activated whole blood as a diagnostic means to distinguish between acute bacterial and viral infections. Journal of immunological methods. 2015 Sep; 424(?):85-90. doi: 10.1016/j.jim.2015.05.004. [PMID: 26002155]
  • Falco Hietbrink, Leo Koenderman, Karlijn J P van Wessem, Luke P H Leenen. The Impact of Intramedullary Nailing of Tibia Fractures on the Innate Immune System. Shock (Augusta, Ga.). 2015 Sep; 44(3):209-14. doi: 10.1097/shk.0000000000000405. [PMID: 26009818]
  • Hsiang-Ruei Liao, Ching-Ru Chien, Jih-Jung Chen, Tzung-Yan Lee, Shinn-Zhi Lin, Ching-Ping Tseng. The anti-inflammatory effect of 2-(4-hydroxy-3-prop-2-enyl-phenyl)-4-prop-2-enyl-phenol by targeting Lyn kinase in human neutrophils. Chemico-biological interactions. 2015 Jul; 236(?):90-101. doi: 10.1016/j.cbi.2015.05.004. [PMID: 25980585]
  • Saifei Liu, Doan T M Ngo, Cher-Rin Chong, Anjalee T Amarasekera, Nathan E K Procter, Giovanni Licari, Rustem F Dautov, Simon Stewart, Yuliy Y Chirkov, John D Horowitz. Suppression of neutrophil superoxide generation by BNP is attenuated in acute heart failure: a case for 'BNP resistance'. European journal of heart failure. 2015 May; 17(5):475-83. doi: 10.1002/ejhf.242. [PMID: 25684282]
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  • Piotr Jan Nowak, Anna Zasowska-Nowak, Piotr Bialasiewicz, Jeffrey de Graft-Johnson, Dariusz Nowak, Michal Nowicki. Inhibitory effect of plant phenolics on fMLP-induced intracellular calcium rise and chemiluminescence of human polymorphonuclear leukocytes and their chemotactic activity in vitro. Pharmaceutical biology. 2015; 53(11):1661-70. doi: 10.3109/13880209.2014.1001403. [PMID: 25856712]
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  • Nathalie Neirynck, Griet Glorieux, Jente Boelaert, Eva Schepers, Sophie Liabeuf, Annemieke Dhondt, Ziad Massy, Raymond Vanholder. Uremia-related oxidative stress in leukocytes is not triggered by β2-microglobulin. Journal of renal nutrition : the official journal of the Council on Renal Nutrition of the National Kidney Foundation. 2013 Nov; 23(6):456-63. doi: 10.1053/j.jrn.2013.07.002. [PMID: 24016624]
  • Diane I Bitzinger, York A Zausig, Christoph Paech, Michael Gruber, Hendrik Busse, Barbara Sinner, Bernhard M Graf, Benedikt Trabold. Modulation of immune functions in polymorphonuclear neutrophils induced by physostigmine, but not neostigmine, independent of cholinergic neurons. Immunobiology. 2013 Aug; 218(8):1049-54. doi: 10.1016/j.imbio.2013.01.003. [PMID: 23434434]
  • Tsong-Long Hwang, Chih-Hao Hung, Ching-Yun Hsu, Yin-Ting Huang, Yu-Chi Tsai, Pei-Wen Hsieh. Design and synthesis of tryptophan containing dipeptide derivatives as formyl peptide receptor 1 antagonist. Organic & biomolecular chemistry. 2013 Jun; 11(22):3742-55. doi: 10.1039/c3ob40215k. [PMID: 23629449]
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