Design and evaluation of a novel fluorescent CB2 ligand as probe for receptor visualization in immune cells

Ravil R. Petrov; Maria E. Ferrini; Zeina Jaffar; Charles M. Thompson; Kevan Roberts; Philippe Diaz

doi:10.1016/j.bmcl.2011.07.099

Design and evaluation of a novel fluorescent CB2 ligand as probe for receptor visualization in immune cells

Ravil R. Petrov
, Maria E. Ferrini
, Zeina Jaffar
, Charles M. Thompson
, Kevan Roberts
, Philippe Diaz

University of Montana

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

27 Scopus citations

Abstract

Cannabinoid CB2 receptor has emerged as a very promising target over the last decades. We have synthesized and evaluated a new fluorescent probe designated NMP6 based on 6-methoxyisatin scaffold, which exhibited selectivity and K _i value at hCB2 of 387 nM. We have demonstrated its ability to be an effective probe for visualization of CB2 receptor binding using confocal microscopy and a flow cytometry probe for the analysis of CB2 protein expression. Furthermore, NMP6 was easily obtained in two chemical steps from commercially available building blocks.

Original language	English
Pages (from-to)	5859-5862
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	21
Issue number	19
DOIs	https://doi.org/10.1016/j.bmcl.2011.07.099
State	Published - Oct 1 2011

Funding

The work was supported by National Institutes of Health (NIH) Grant P30-NS055022 and COBRE Grant ( P20RR017670 ). We acknowledge the Fluorescence Cytometry and Molecular Biology Facility Core, the Molecular Histology and Fluorescence Imaging Core, BioSpectroscopy Core and the CSFN COBRE Grant P20 RR-15583 . We thank Beverly Parker and Dr. Ayesha Sharmin for experimental assistance. Radioligand binding assays were performed by the National Institute of Mental Health’s Psychoactive Drug Screening Program Contract # HHSN-271-2008-00025-C (NIMH PDSP). NIMH PDSP is directed by Bryan L. Roth MD, PhD at the University of North Carolina at Chapel Hill and Project Officer Jamie Driscol at NIMH, Bethesda MD, USA.

Funder number
P20RR017670
HHSN-271-2008-00025-C
P30NS055022

Keywords

CB2
Cannabinoid receptor 2
Fluorescent probe
GPCR

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10.1016/j.bmcl.2011.07.099

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title = "Design and evaluation of a novel fluorescent CB2 ligand as probe for receptor visualization in immune cells",

abstract = "Cannabinoid CB2 receptor has emerged as a very promising target over the last decades. We have synthesized and evaluated a new fluorescent probe designated NMP6 based on 6-methoxyisatin scaffold, which exhibited selectivity and K i value at hCB2 of 387 nM. We have demonstrated its ability to be an effective probe for visualization of CB2 receptor binding using confocal microscopy and a flow cytometry probe for the analysis of CB2 protein expression. Furthermore, NMP6 was easily obtained in two chemical steps from commercially available building blocks.",

keywords = "CB2, Cannabinoid receptor 2, Fluorescent probe, GPCR",

author = "Petrov, \{Ravil R.\} and Ferrini, \{Maria E.\} and Zeina Jaffar and Thompson, \{Charles M.\} and Kevan Roberts and Philippe Diaz",

note = "Funding Information: The work was supported by National Institutes of Health (NIH) Grant P30-NS055022 and COBRE Grant ( P20RR017670 ). We acknowledge the Fluorescence Cytometry and Molecular Biology Facility Core, the Molecular Histology and Fluorescence Imaging Core, BioSpectroscopy Core and the CSFN COBRE Grant P20 RR-15583 . We thank Beverly Parker and Dr. Ayesha Sharmin for experimental assistance. Radioligand binding assays were performed by the National Institute of Mental Health{\textquoteright}s Psychoactive Drug Screening Program Contract \# HHSN-271-2008-00025-C (NIMH PDSP). NIMH PDSP is directed by Bryan L. Roth MD, PhD at the University of North Carolina at Chapel Hill and Project Officer Jamie Driscol at NIMH, Bethesda MD, USA.",

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AU - Ferrini, Maria E.

AU - Jaffar, Zeina

AU - Thompson, Charles M.

AU - Roberts, Kevan

AU - Diaz, Philippe

N1 - Funding Information: The work was supported by National Institutes of Health (NIH) Grant P30-NS055022 and COBRE Grant ( P20RR017670 ). We acknowledge the Fluorescence Cytometry and Molecular Biology Facility Core, the Molecular Histology and Fluorescence Imaging Core, BioSpectroscopy Core and the CSFN COBRE Grant P20 RR-15583 . We thank Beverly Parker and Dr. Ayesha Sharmin for experimental assistance. Radioligand binding assays were performed by the National Institute of Mental Health’s Psychoactive Drug Screening Program Contract # HHSN-271-2008-00025-C (NIMH PDSP). NIMH PDSP is directed by Bryan L. Roth MD, PhD at the University of North Carolina at Chapel Hill and Project Officer Jamie Driscol at NIMH, Bethesda MD, USA.

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KW - CB2

KW - Cannabinoid receptor 2

KW - Fluorescent probe

KW - GPCR

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JF - Bioorganic and Medicinal Chemistry Letters

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ER -

Design and evaluation of a novel fluorescent CB2 ligand as probe for receptor visualization in immune cells

Abstract

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Keywords

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