A Photo-Crosslinkable Biotin Derivative of the Phosphoantigen (E)-4-Hydroxy-3-Methylbut-2-Enyl Diphosphate (HMBPP) Activates V[gamma]9V[delta]2 T Cells and Binds to the HMBPP Site of BTN3A1

V[gamma]9V[delta]2 T cells play an important role in the cross talk of the innate and adaptive immune system. For their activation by phosphoantigens (PAgs), both cell surface receptors, the eponymous V[gamma]9V[delta]2 T cell antigen receptors (V[gamma]9V[delta]2 TCRs) on V[gamma]9V[delta]2 T cells...

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Published inChemistry : a European journal Vol. 23; no. 49; p. 11945
Main Authors Mattarei, Andrea, Enzinger, Monika, Gu, Siyi, Karunakaran, Mohindar Murugesh, Kimmel, Brigitte, Berner, Nicole, Adams, Erin J, Herrmann, Thomas, Amslinger, Sabine
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 04.09.2017
Subjects
Adaptive systems
Alcohols
Allyl alcohol
Benzophenone
Biotin
Butyrophilin
Cell activation
Cell surface
Chemistry
Crosslinking
Crosstalk
Immune system
Irradiation
Labeling
Lymphocytes
Lymphocytes T
Marking
Proteins
Receptors
T cell receptors
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Summary:V[gamma]9V[delta]2 T cells play an important role in the cross talk of the innate and adaptive immune system. For their activation by phosphoantigens (PAgs), both cell surface receptors, the eponymous V[gamma]9V[delta]2 T cell antigen receptors (V[gamma]9V[delta]2 TCRs) on V[gamma]9V[delta]2 T cells and butyrophilin 3A1 (BTN3A1) on the phosphoantigen-"presenting" cell, are mandatory. To find yet undetected but further contributing proteins, a biotinylated, photo-crosslinkable benzophenone probe BioBP-HMBPP (2) was synthesized from a known allyl alcohol in nine steps and overall 16% yield. 2 is based on the picomolar PAg (E)-4-hydroxy-3-methylbut-2-enyl diphosphate (HMBPP, 1). Laser irradiation of 2 at 308nm initiated the photo-crosslinking reaction with proteins. When the B30.2 domain of BTN3A1, which contains a positively charged PAg-binding pocket, was exposed to increasing amounts of HMBPP (1), labeling by BioBP-HMBPP (2) was reduced significantly. Because BSA labeling was not impaired, 2 clearly binds to the same site as natural ligand 1. Thus, BioBP-HMBPP (2) is a suitable tool to identify co-ligands or receptors involved in PAg-mediated T cell activation.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201702650