Literature DB >> 12657258

Replacing the pyrophosphate group of HMB-PP by a diphosphonate function abrogates Its potential to activate human gammadelta T cells but does not lead to competitive antagonism.

Armin Reichenberg1, Martin Hintz, Yvonne Kletschek, Tanja Kuhl, Christian Haug, Rosel Engel, Jens Moll, Dmitry N Ostrovsky, Hassan Jomaa, Matthias Eberl.   

Abstract

The immunological characterization of (E)-4-hydroxy-3-methyl-but-2-enyl pyrophosphate (HMB-PP), and its methylenediphosphonate analogue, HMB-PCP, is described. With an EC(50) of 0.1-0.2 nM, HMB-PP is significantly more potent in stimulating human Vgamma9/Vdelta2 T cells than any other compound described so far. However, replacing the pyrophosphate by a P-CH(2)-P function abrogates the bioactivity drastically, with HMB-PCP having a EC(50) of only 5.3 microM.

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Year:  2003        PMID: 12657258     DOI: 10.1016/s0960-894x(03)00138-0

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  18 in total

1.  Integrated immune responses to infection - cross-talk between human gammadelta T cells and dendritic cells.

Authors:  Matthias Eberl; Hassan Jomaa; Adrian C Hayday
Journal:  Immunology       Date:  2004-07       Impact factor: 7.397

2.  The nonmevalonate pathway of isoprenoid biosynthesis in Mycobacterium tuberculosis is essential and transcriptionally regulated by Dxs.

Authors:  Amanda C Brown; Matthias Eberl; Dean C Crick; Hassan Jomaa; Tanya Parish
Journal:  J Bacteriol       Date:  2010-02-19       Impact factor: 3.490

3.  Indirect stimulation of human Vγ2Vδ2 T cells through alterations in isoprenoid metabolism.

Authors:  Hong Wang; Ghanashyam Sarikonda; Kia-Joo Puan; Yoshimasa Tanaka; Ju Feng; José-Luis Giner; Rong Cao; Jukka Mönkkönen; Eric Oldfield; Craig T Morita
Journal:  J Immunol       Date:  2011-10-19       Impact factor: 5.422

4.  The butyrophilin 3A1 intracellular domain undergoes a conformational change involving the juxtamembrane region.

Authors:  Khiem Nguyen; Jin Li; Robbins Puthenveetil; Xiaochen Lin; Michael M Poe; Chia-Hung Christine Hsiao; Olga Vinogradova; Andrew J Wiemer
Journal:  FASEB J       Date:  2017-07-13       Impact factor: 5.191

5.  Vγ9Vδ2 T cell activation by strongly agonistic nucleotidic phosphoantigens.

Authors:  Morgane Moulin; Javier Alguacil; Siyi Gu; Asmaa Mehtougui; Erin J Adams; Suzanne Peyrottes; Eric Champagne
Journal:  Cell Mol Life Sci       Date:  2017-07-01       Impact factor: 9.261

6.  Phosphinophosphonates and Their Tris-pivaloyloxymethyl Prodrugs Reveal a Negatively Cooperative Butyrophilin Activation Mechanism.

Authors:  Rebekah R Shippy; Xiaochen Lin; Sherry S Agabiti; Jin Li; Brendan M Zangari; Benjamin J Foust; Michael M Poe; Chia-Hung Christine Hsiao; Olga Vinogradova; David F Wiemer; Andrew J Wiemer
Journal:  J Med Chem       Date:  2017-03-01       Impact factor: 7.446

7.  Mixed Aryl Phosphonate Prodrugs of a Butyrophilin Ligand.

Authors:  Benjamin J Foust; Michael M Poe; Nicholas A Lentini; Chia-Hung Christine Hsiao; Andrew J Wiemer; David F Wiemer
Journal:  ACS Med Chem Lett       Date:  2017-08-09       Impact factor: 4.345

Review 8.  Structure-Activity Relationships of Butyrophilin 3 Ligands.

Authors:  Andrew J Wiemer
Journal:  ChemMedChem       Date:  2020-05-26       Impact factor: 3.466

9.  Phenotypic and functional alterations of Vgamma2Vdelta2 T cell subsets in patients with active nasopharyngeal carcinoma.

Authors:  Kia Joo Puan; John Seng Hooi Low; Terence Wee Kiat Tan; Joseph Tien Seng Wee; Eng Huat Tan; Kam Weng Fong; Eu Tiong Chua; Chenggang Jin; José-Luis Giner; Craig T Morita; Christopher Hood Keng Goh; Kam M Hui
Journal:  Cancer Immunol Immunother       Date:  2008-11-30       Impact factor: 6.968

10.  Butyrophilin 3A1 binds phosphorylated antigens and stimulates human γδ T cells.

Authors:  Stefano Vavassori; Anil Kumar; Gan Siok Wan; Gundimeda S Ramanjaneyulu; Marco Cavallari; Sary El Daker; Travis Beddoe; Alex Theodossis; Neal K Williams; Emma Gostick; David A Price; Dinish U Soudamini; Kong Kien Voon; Malini Olivo; Jamie Rossjohn; Lucia Mori; Gennaro De Libero
Journal:  Nat Immunol       Date:  2013-07-21       Impact factor: 25.606

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