Shining Light On An mGlu5 Photoswitchable NAM

Metabotropic glutamate receptors (mGluRs) are important drug targets because of their involvement in several neurological diseases. Among mGluRs, mGlu5 is a particularly high-profile target because its positive or negative allosteric modulation can potentially treat schizophrenia or anxiety and chro...

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Detalles Bibliográficos
Autores: Dalton, James A. R.|||0000-0002-5279-4581, Lans, Isaias|||0000-0002-9298-0346, Rovira Algans, Xavier, Malhaire, Fanny, Gómez-Santacana, Xavier|||0000-0001-8830-0494, Pittolo, Silvia|||0000-0002-5673-1692, Gorostiza, Pau|||0000-0002-7268-5577, Llebaria, Amadeu|||0000-0002-8200-4827, Goudet, Cyril|||0000-0002-8255-3535, Pin, Jean-Philippe|||0000-0002-1423-345X, Giraldo, Jesús|||0000-0001-7082-4695
Tipo de recurso: artículo
Fecha de publicación:2016
País:España
Institución:Universitat Autònoma de Barcelona
Repositorio:Dipòsit Digital de Documents de la UAB
Idioma:catalán
OAI Identifier:oai:ddd.uab.cat:185421
Acceso en línea:https://ddd.uab.cat/record/185421
https://dx.doi.org/urn:doi:10.2174/1570159X13666150407231417
Access Level:acceso abierto
Palabra clave:Allosteric modulation
Docking
Metabotropic glutamate receptor
Molecular dynamics
Mutation
Protein structure
Transmembrane domain
Descripción
Sumario:Metabotropic glutamate receptors (mGluRs) are important drug targets because of their involvement in several neurological diseases. Among mGluRs, mGlu5 is a particularly high-profile target because its positive or negative allosteric modulation can potentially treat schizophrenia or anxiety and chronic pain, respectively. Here, we computationally and experimentally probe the functional binding of a novel photoswitchable mGlu5 NAM, termed alloswitch-1, which loses its NAM functionality under violet light. We show alloswitch-1 binds deep in the allosteric pocket in a similar fashion to mavoglurant, the co-crystallized NAM in the mGlu5 transmembrane domain crystal structure. Alloswitch-1, like NAM 2-Methyl-6-(phenylethynyl)pyridine (MPEP), is significantly affected by P655M mutation deep in the allosteric pocket, eradicating its functionality. In MD simulations, we show alloswitch-1 and MPEP stabilize the co-crystallized water molecule located at the bottom of the allosteric site that is seemingly characteristic of the inactive receptor state. Furthermore, both NAMs form H-bonds with S809 on helix 7, which may constitute an important stabilizing interaction for NAM-induced mGlu5 inactivation. Alloswitch-1, through isomerization of its amide group from trans to cis is able to form an additional interaction with N747 on helix 5. This may be an important interaction for amide-containing mGlu5 NAMs, helping to stabilize their binding in a potentially unusual cis-amide state. Simulated conformational switching of alloswitch-1 in silico suggests photoisomerization of its azo group from trans to cis may be possible within the allosteric pocket. However, photoexcited alloswitch-1 binds in an unstable fashion, breaking H-bonds with the protein and destabilizing the co-crystallized water molecule. This suggests photoswitching may have destabilizing effects on mGlu5 binding and functionality.