Prodigiosin (BioDeep_00000014116)
natural product
代谢物信息卡片
化学式: C20H25N3O (323.199752)
中文名称: 灵菌红素
谱图信息:
最多检出来源 Macaca mulatta(otcml) 0.19%
分子结构信息
SMILES: CCCCCC1=C(NC(=C1)C=C2C(=CC(=N2)C3=CC=CN3)OC)C
InChI: InChI=1S/C20H25N3O/c1-4-5-6-8-15-11-16(22-14(15)2)12-19-20(24-3)13-18(23-19)17-9-7-10-21-17/h7,9-13,21,23H,4-6,8H2,1-3H3/b16-12-
描述信息
A member of the class of tripyrroles that is a red-coloured pigment with antibiotic properties produced by Serratia marcescens.
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
同义名列表
2 个代谢物同义名
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:82758
- KEGG: C21565
- PubChem: 135471926
- PubChem: 135408511
- ChEMBL: CHEMBL1996518
- MeSH: Prodigiosin
- CAS: 82-89-3
- CAS: 591771-60-7
- MoNA: CCMSLIB00005435440
- PMhub: MS000110682
- PMhub: MS000028733
- MetaboLights: MTBLC82758
- PubChem: 340076547
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)
2 个相关的物种来源信息
- 615 - Serratia marcescens: 10.1042/BJ0460220
- 687 - Vibrio gazogenes: 10.7164/ANTIBIOTICS.47.257
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
- Ricardo F S Pereira, Maria J Ferreira, M Conceição Oliveira, Maria C Serra, Carla C C R de Carvalho. Isolation and Characterization of a Serratia rubidaea from a Shallow Water Hydrothermal Vent.
Marine drugs.
2023 Nov; 21(12):. doi:
10.3390/md21120599
. [PMID: 38132920] - Nannan Zhang, Yi Zhu, Xuewu Zhang, Kaiping Yang, Xia Yang, Mingyu An, Changlin Tian, Jun Li. Based on network pharmacology and experiments to explore the underlying mechanism of Mahonia bealei (Fortune) Carrière for treating alcoholic hepatocellular carcinoma.
Journal of ethnopharmacology.
2023 Jul; ?(?):116919. doi:
10.1016/j.jep.2023.116919
. [PMID: 37453621] - P Chen, H Wu, T Bian, L Yang, H Jiang. Prodigiosin improves acute lung injury in a rat model of rheumatoid arthritis via down-regulating the nuclear factor kappaB/nucleotide-binding domain, leucine-rich-containing family, pyrin domain-containing-3 signaling pathway.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society.
2023 Feb; 74(1):. doi:
10.26402/jpp.2023.10.05
. [PMID: 37245232] - Atim Asitok, Maurice Ekpenyong, Ubong Ben, Richard Antigha, Nkpa Ogarekpe, Anitha Rao, Anthony Akpan, Nsikak Benson, Joseph Essien, Sylvester Antai. Stochastic modeling and meta-heuristic multivariate optimization of bioprocess conditions for co-valorization of feather and waste frying oil toward prodigiosin production.
Preparative biochemistry & biotechnology.
2023; 53(6):690-703. doi:
10.1080/10826068.2022.2134891
. [PMID: 36269079] - Marwa Jardak, Anafy Atoissi, Dhouha Msalbi, Dhieb Atoui, Brahim Bouizgarne, Ghayth Rigane, Ridha Ben Salem, Sami Aifa, Sami Mnif. Antibacterial, antibiofilm and cytotoxic properties of prodigiosin produced by a newly isolated Serratia sp. C6LB from a milk collection center.
Microbial pathogenesis.
2022 Mar; 164(?):105449. doi:
10.1016/j.micpath.2022.105449
. [PMID: 35183700] - José D D Cediel Becerra, Jhon Alexander Suescún Sepúlveda, Jorge Luis Fuentes. Prodigiosin Production and Photoprotective/Antigenotoxic Properties in Serratia marcescens Indigenous Strains from Eastern Cordillera of Colombia.
Photochemistry and photobiology.
2022 01; 98(1):254-261. doi:
10.1111/php.13507
. [PMID: 34403528] - Yujin Jeong, Hyun Ju Kim, Suran Kim, Seo-Young Park, HyeRan Kim, Sekyoo Jeong, Sang Jun Lee, Moo-Seung Lee. Enhanced Large-Scale Production of Hahella chejuensis-Derived Prodigiosin and Evaluation of Its Bioactivity.
Journal of microbiology and biotechnology.
2021 Dec; 31(12):1624-1631. doi:
10.4014/jmb.2109.09039
. [PMID: 34675142] - Sara I Aboras, Mohamed A Korany, Heba H Abdine, Marwa A A Ragab, Ahmed El Diwany, Mona M Agwa. HPLC with fluorescence detection for the bioanalysis and pharmacokinetic study of Doxorubicin and Prodigiosin loaded on eco-friendly casein nanomicelles in rat plasma.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2021 Dec; 1187(?):123043. doi:
10.1016/j.jchromb.2021.123043
. [PMID: 34837816] - Michele Fiore, María García-Valverde, Israel Carreira-Barral, Oscar Moran. The different anion transport capability of prodiginine- and tambjamine-like molecules.
European journal of pharmacology.
2020 Dec; 889(?):173592. doi:
10.1016/j.ejphar.2020.173592
. [PMID: 32979354] - Shian-Ren Lin, Chun-Shu Lin, Ching-Cheng Chen, Feng-Jen Tseng, Tsung-Jui Wu, Lebin Weng, Ching-Feng Weng. Doxorubicin metabolism moderately attributes to putative toxicity in prodigiosin/doxorubicin synergism in vitro cells.
Molecular and cellular biochemistry.
2020 Dec; 475(1-2):119-126. doi:
10.1007/s11010-020-03864-x
. [PMID: 32754875] - Alejandro Cuevas, Nicolás Saavedra, Luis A Salazar, Marcela F Cavalcante, Jacqueline C Silva, Dulcineia S P Abdalla. Prodigiosin Modulates the Immune Response and Could Promote a Stable Atherosclerotic Lession in C57bl/6 Ldlr-/- Mice.
International journal of molecular sciences.
2020 Sep; 21(17):. doi:
10.3390/ijms21176417
. [PMID: 32899258] - Faizan Abul Qais, Anam Shafiq, Iqbal Ahmad, Fohad Mabood Husain, Rais Ahmad Khan, Iftekhar Hassan. Green synthesis of silver nanoparticles using Carum copticum: Assessment of its quorum sensing and biofilm inhibitory potential against gram negative bacterial pathogens.
Microbial pathogenesis.
2020 Jul; 144(?):104172. doi:
10.1016/j.micpath.2020.104172
. [PMID: 32224208] - Aarti Ravindran, Sharmila Anishetty, Gautam Pennathur. Molecular dynamics of the membrane interaction and localisation of prodigiosin.
Journal of molecular graphics & modelling.
2020 07; 98(?):107614. doi:
10.1016/j.jmgm.2020.107614
. [PMID: 32289740] - Xiaocao Liu, Guosong Zheng, Gang Wang, Weihong Jiang, Lei Li, Yinhua Lu. Overexpression of the diguanylate cyclase CdgD blocks developmental transitions and antibiotic biosynthesis in Streptomyces coelicolor.
Science China. Life sciences.
2019 Nov; 62(11):1492-1505. doi:
10.1007/s11427-019-9549-8
. [PMID: 31228045] - Xin Wu, Jennifer R Small, Alessio Cataldo, Anne M Withecombe, Peter Turner, Philip A Gale. Voltage-Switchable HCl Transport Enabled by Lipid Headgroup-Transporter Interactions.
Angewandte Chemie (International ed. in English).
2019 10; 58(42):15142-15147. doi:
10.1002/anie.201907466
. [PMID: 31400024] - Andreas Domröse, Jennifer Hage-Hülsmann, Stephan Thies, Robin Weihmann, Luzie Kruse, Maike Otto, Nick Wierckx, Karl-Erich Jaeger, Thomas Drepper, Anita Loeschcke. Pseudomonas putida rDNA is a favored site for the expression of biosynthetic genes.
Scientific reports.
2019 05; 9(1):7028. doi:
10.1038/s41598-019-43405-1
. [PMID: 31065014] - Mohamed S Abdelfattah, Mohammed I Y Elmallah, Hassan Y Ebrahim, Rafa S Almeer, Rasha M A Eltanany, Ahmed E Abdel Moneim. Prodigiosins from a marine sponge-associated actinomycete attenuate HCl/ethanol-induced gastric lesion via antioxidant and anti-inflammatory mechanisms.
PloS one.
2019; 14(6):e0216737. doi:
10.1371/journal.pone.0216737
. [PMID: 31194753] - Faizan Abul Qais, Mohammad Shavez Khan, Iqbal Ahmad. Broad-spectrum quorum sensing and biofilm inhibition by green tea against gram-negative pathogenic bacteria: Deciphering the role of phytocompounds through molecular modelling.
Microbial pathogenesis.
2019 Jan; 126(?):379-392. doi:
10.1016/j.micpath.2018.11.030
. [PMID: 30476580] - Wasim Sajjad, Sajjad Ahmad, Iffat Aziz, Syed Sikander Azam, Fariha Hasan, Aamer Ali Shah. Antiproliferative, antioxidant and binding mechanism analysis of prodigiosin from newly isolated radio-resistant Streptomyces sp. strain WMA-LM31.
Molecular biology reports.
2018 Dec; 45(6):1787-1798. doi:
10.1007/s11033-018-4324-3
. [PMID: 30306508] - Dennis Eckelmann, Michael Spiteller, Souvik Kusari. Spatial-temporal profiling of prodiginines and serratamolides produced by endophytic Serratia marcescens harbored in Maytenus serrata.
Scientific reports.
2018 03; 8(1):5283. doi:
10.1038/s41598-018-23538-5
. [PMID: 29588473] - Roberto Scaffaro, Francesco Lopresti, Alberto Sutera, Luigi Botta, Rosa Maria Fontana, Giuseppe Gallo. Plasma modified PLA electrospun membranes for actinorhodin production intensification in Streptomyces coelicolor immobilized-cell cultivations.
Colloids and surfaces. B, Biointerfaces.
2017 Sep; 157(?):233-241. doi:
10.1016/j.colsurfb.2017.05.060
. [PMID: 28599184] - Irum Perveen, Muhammad Asam Raza, Tahir Iqbal, Iffat Naz, Shama Sehar, Safia Ahmed. Isolation of anticancer and antimicrobial metabolites from Epicoccum nigrum; endophyte of Ferula sumbul.
Microbial pathogenesis.
2017 Sep; 110(?):214-224. doi:
10.1016/j.micpath.2017.06.033
. [PMID: 28648623] - Panpan Liu, Hong Zhu, Guosong Zheng, Weihong Jiang, Yinhua Lu. Metabolic engineering of Streptomyces coelicolor for enhanced prodigiosins (RED) production.
Science China. Life sciences.
2017 Sep; 60(9):948-957. doi:
10.1007/s11427-017-9117-x
. [PMID: 28785950] - Ke Yang, Qiuliang Chen, Danyang Zhang, Huajun Zhang, Xueqian Lei, Zhangran Chen, Yi Li, Yaling Hong, Xiaohong Ma, Wei Zheng, Yun Tian, Tianling Zheng, Hong Xu. The algicidal mechanism of prodigiosin from Hahella sp. KA22 against Microcystis aeruginosa.
Scientific reports.
2017 08; 7(1):7750. doi:
10.1038/s41598-017-08132-5
. [PMID: 28798298] - B Umamaheswari, K Priya, Rama Rajaram. Bioremediation of synthetic fatliquors under microaerobic condition.
Water science and technology : a journal of the International Association on Water Pollution Research.
2017 Mar; 75(5-6):1118-1127. doi:
10.2166/wst.2016.603
. [PMID: 28272040] - Rahul K Suryawanshi, Chandrashekhar D Patil, Sunil H Koli, John E Hallsworth, Satish V Patil. Antimicrobial activity of prodigiosin is attributable to plasma-membrane damage.
Natural product research.
2017 Mar; 31(5):572-577. doi:
10.1080/14786419.2016.1195380
. [PMID: 27353356] - Saša Lazović, Andreja Leskovac, Sandra Petrović, Lidija Senerovic, Nevena Krivokapić, Tatjana Mitrović, Nikola Božović, Vesna Vasić, Jasmina Nikodinovic-Runic. Biological effects of bacterial pigment undecylprodigiosin on human blood cells treated with atmospheric gas plasma in vitro.
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie.
2017 Jan; 69(1):55-62. doi:
10.1016/j.etp.2016.11.003
. [PMID: 27843060] - Ramanathan Srinivasan, Kannan Rama Devi, Arunachalam Kannappan, Shunmugiah Karutha Pandian, Arumugam Veera Ravi. Piper betle and its bioactive metabolite phytol mitigates quorum sensing mediated virulence factors and biofilm of nosocomial pathogen Serratia marcescens in vitro.
Journal of ethnopharmacology.
2016 Dec; 193(?):592-603. doi:
10.1016/j.jep.2016.10.017
. [PMID: 27721053] - Banafsheh Rastegari, Hamid Reza Karbalaei-Heidari, Reza Yousefi, Sedigheh Zeinali, Masoud Nabavizadeh. Interaction of prodigiosin with HSA and β-Lg: Spectroscopic and molecular docking studies.
Bioorganic & medicinal chemistry.
2016 Apr; 24(7):1504-12. doi:
10.1016/j.bmc.2016.02.020
. [PMID: 26924214] - E V V Ramaprasad, Dave Bharti, Ch Sasikala, Ch V Ramana. Zooshikella marina sp. nov. a cycloprodigiosin- and prodigiosin-producing marine bacterium isolated from beach sand.
International journal of systematic and evolutionary microbiology.
2015 Dec; 65(12):4669-4673. doi:
10.1099/ijsem.0.000630
. [PMID: 26409875] - R K Suryawanshi, C D Patil, H P Borase, C P Narkhede, A Stevenson, J E Hallsworth, S V Patil. Towards an understanding of bacterial metabolites prodigiosin and violacein and their potential for use in commercial sunscreens.
International journal of cosmetic science.
2015 Feb; 37(1):98-107. doi:
10.1111/ics.12175
. [PMID: 25354759] - Suryawanshi Rahul, Patil Chandrashekhar, Borase Hemant, Narkhede Chandrakant, Shinde Laxmikant, Patil Satish. Nematicidal activity of microbial pigment from Serratia marcescens.
Natural product research.
2014; 28(17):1399-404. doi:
10.1080/14786419.2014.904310
. [PMID: 24697144] - Philip A Gale, Ricardo Pérez-Tomás, Roberto Quesada. Anion transporters and biological systems.
Accounts of chemical research.
2013 Dec; 46(12):2801-13. doi:
10.1021/ar400019p
. [PMID: 23551251] - Nabil M Wilf, Adam J Reid, Joshua P Ramsay, Neil R Williamson, Nicholas J Croucher, Laurent Gatto, Svenja S Hester, David Goulding, Lars Barquist, Kathryn S Lilley, Robert A Kingsley, Gordon Dougan, George Pc Salmond. RNA-seq reveals the RNA binding proteins, Hfq and RsmA, play various roles in virulence, antibiotic production and genomic flux in Serratia sp. ATCC 39006.
BMC genomics.
2013 Nov; 14(?):822. doi:
10.1186/1471-2164-14-822
. [PMID: 24267595] - Nathalie Busschaert, Philip A Gale. Small-molecule lipid-bilayer anion transporters for biological applications.
Angewandte Chemie (International ed. in English).
2013 Jan; 52(5):1374-82. doi:
10.1002/anie.201207535
. [PMID: 23283851] - Robert M Q Shanks, Roni M Lahr, Nicholas A Stella, Kristin E Arena, Kimberly M Brothers, Daniel H Kwak, Xinyu Liu, Eric J Kalivoda. A Serratia marcescens PigP homolog controls prodigiosin biosynthesis, swarming motility and hemolysis and is regulated by cAMP-CRP and HexS.
PloS one.
2013; 8(3):e57634. doi:
10.1371/journal.pone.0057634
. [PMID: 23469212] - A B Duzhak, Z I Panfilova, T G Duzhak, E A Vasyunina, M V Shternshis. Role of prodigiosin and chitinases in antagonistic activity of the bacterium Serratia marcescens against the fungus Didymella applanata.
Biochemistry. Biokhimiia.
2012 Aug; 77(8):910-6. doi:
10.1134/s0006297912080123
. [PMID: 22860913] - Holger Meschke, Stefan Walter, Hildgund Schrempf. Characterization and localization of prodiginines from Streptomyces lividans suppressing Verticillium dahliae in the absence or presence of Arabidopsis thaliana.
Environmental microbiology.
2012 Apr; 14(4):940-52. doi:
10.1111/j.1462-2920.2011.02665.x
. [PMID: 22151498] - Nabil M Wilf, George P C Salmond. The stationary phase sigma factor, RpoS, regulates the production of a carbapenem antibiotic, a bioactive prodigiosin and virulence in the enterobacterial pathogen Serratia sp. ATCC 39006.
Microbiology (Reading, England).
2012 Mar; 158(Pt 3):648-658. doi:
10.1099/mic.0.055780-0
. [PMID: 22194349] - Martha Ingrid Gutiérrez-Román, Francisco Holguín-Meléndez, Ricardo Bello-Mendoza, Karina Guillén-Navarro, Michael F Dunn, Graciela Huerta-Palacios. Production of prodigiosin and chitinases by tropical Serratia marcescens strains with potential to control plant pathogens.
World journal of microbiology & biotechnology.
2012 Jan; 28(1):145-53. doi:
10.1007/s11274-011-0803-6
. [PMID: 22806790] - Borja Díaz de Greñu, Paulina Iglesias Hernández, Margarita Espona, David Quiñonero, Mark E Light, Tomás Torroba, Ricardo Pérez-Tomás, Roberto Quesada. Synthetic prodiginine obatoclax (GX15-070) and related analogues: anion binding, transmembrane transport, and cytotoxicity properties.
Chemistry (Weinheim an der Bergstrasse, Germany).
2011 Dec; 17(50):14074-83. doi:
10.1002/chem.201101547
. [PMID: 22069220] - Nabil M Wilf, Neil R Williamson, Joshua P Ramsay, Simon Poulter, Kasia J Bandyra, George P C Salmond. The RNA chaperone, Hfq, controls two luxR-type regulators and plays a key role in pathogenesis and production of antibiotics in Serratia sp. ATCC 39006.
Environmental microbiology.
2011 Oct; 13(10):2649-66. doi:
10.1111/j.1462-2920.2011.02532.x
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Chemical communications (Cambridge, England).
2011 Aug; 47(29):8203-9. doi:
10.1039/c1cc12061a
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Journal of bioscience and bioengineering.
2011 May; 111(5):501-11. doi:
10.1016/j.jbiosc.2010.12.026
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DNA and cell biology.
2010 Sep; 29(9):533-41. doi:
10.1089/dna.2010.1020
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Die Naturwissenschaften.
2009 Jun; 96(6):743-7. doi:
10.1007/s00114-009-0524-y
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Nature chemistry.
2009 May; 1(2):138-44. doi:
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Applied microbiology and biotechnology.
2009 Jan; 81(6):1149-60. doi:
10.1007/s00253-008-1738-1
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FEMS microbiology letters.
2008 Sep; 286(1):24-31. doi:
10.1111/j.1574-6968.2008.01248.x
. [PMID: 18565122] - Tamzin Gristwood, Peter C Fineran, Lee Everson, George P C Salmond. PigZ, a TetR/AcrR family repressor, modulates secondary metabolism via the expression of a putative four-component resistance-nodulation-cell-division efflux pump, ZrpADBC, in Serratia sp. ATCC 39006.
Molecular microbiology.
2008 Jul; 69(2):418-35. doi:
10.1111/j.1365-2958.2008.06291.x
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Environmental microbiology.
2008 May; 10(5):1202-17. doi:
10.1111/j.1462-2920.2007.01536.x
. [PMID: 18294208] - Takuji Nakashima, Takashi Iwashita, Tsuyoshi Fujita, Emiko Sato, Yoshimi Niwano, Masahiro Kohno, Shunsuke Kuwahara, Nobuyuki Harada, Satoshi Takeshita, Tatsuya Oda. A prodigiosin analogue inactivates NADPH oxidase in macrophage cells by inhibiting assembly of p47phox and Rac.
Journal of biochemistry.
2008 Jan; 143(1):107-15. doi:
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. [PMID: 17965429] - Peter C Fineran, Neil R Williamson, Kathryn S Lilley, George P C Salmond. Virulence and prodigiosin antibiotic biosynthesis in Serratia are regulated pleiotropically by the GGDEF/EAL domain protein, PigX.
Journal of bacteriology.
2007 Nov; 189(21):7653-62. doi:
10.1128/jb.00671-07
. [PMID: 17766413] - Jennifer L Seganish, Jeffery T Davis. Prodigiosin is a chloride carrier that can function as an anion exchanger.
Chemical communications (Cambridge, England).
2005 Dec; ?(46):5781-3. doi:
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Journal of bioscience and bioengineering.
2005 Jun; 99(6):616-22. doi:
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Expert opinion on therapeutic targets.
2004 Dec; 8(6):613-29. doi:
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Journal of bacteriology.
2002 Jul; 184(14):3984-91. doi:
10.1128/jb.184.14.3984-3991.2002
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Chembiochem : a European journal of chemical biology.
2001 Jan; 2(1):60-8. doi:
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Journal of applied microbiology.
2000 Jun; 88(6):952-60. doi:
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. [PMID: 10849170] - M H Lee, T Kataoka, N Honjo, J Magae, K Nagai. In vivo rapid reduction of alloantigen-activated CD8+ mature cytotoxic T cells by inhibitors of acidification of intracellular organelles, prodigiosin 25-C and concanamycin B.
Immunology.
2000 Feb; 99(2):243-8. doi:
10.1046/j.1365-2567.2000.00961.x
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Zentralblatt fur Bakteriologie : international journal of medical microbiology.
2000 Jan; 289(8):781-5. doi:
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The new microbiologica.
1999 Apr; 22(2):91-8. doi:
"
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