Design, synthesis and evaluation of an NLRP3 inhibitor diazirine photoaffinity probe

James R. Hill; Rebecca C. Coll; Kate Schroder; Avril A. B. Robertson

doi:10.1016/j.tetlet.2020.151849

Design, synthesis and evaluation of an NLRP3 inhibitor diazirine photoaffinity probe

James R. Hill^*, Rebecca C. Coll, Kate Schroder, Avril A. B. Robertson

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

The NLRP3 inhibitor MCC950/CRID3 ameliorates a remarkable number of inflammatory disorders in animal models. Herein we describe a trifluoromethyl phenyl diazirine (TPD) photoaffinity probe, called TPD-950-Br, to probe the molecular interactions of MCC950. We show that TPD-950-Br covalently captures proximal species upon photo-activation and inhibits IL-1β production in an NLRP3 inhibitor assay.

Original language	English
Article number	151849
Journal	Tetrahedron Letters
Volume	61
Issue number	19
DOIs	https://doi.org/10.1016/j.tetlet.2020.151849
Publication status	Published - 7 May 2020
Externally published	Yes

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abstract = "The NLRP3 inhibitor MCC950/CRID3 ameliorates a remarkable number of inflammatory disorders in animal models. Herein we describe a trifluoromethyl phenyl diazirine (TPD) photoaffinity probe, called TPD-950-Br, to probe the molecular interactions of MCC950. We show that TPD-950-Br covalently captures proximal species upon photo-activation and inhibits IL-1β production in an NLRP3 inhibitor assay.",

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AB - The NLRP3 inhibitor MCC950/CRID3 ameliorates a remarkable number of inflammatory disorders in animal models. Herein we describe a trifluoromethyl phenyl diazirine (TPD) photoaffinity probe, called TPD-950-Br, to probe the molecular interactions of MCC950. We show that TPD-950-Br covalently captures proximal species upon photo-activation and inhibits IL-1β production in an NLRP3 inhibitor assay.

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Design, synthesis and evaluation of an NLRP3 inhibitor diazirine photoaffinity probe

Abstract

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