TABLE 4

CB, leukotriene, prostanoid, and PAF receptor covalent ligands

Tool	Data	Function	Covalent Binding^{^a}	Reference
CB Receptor Photoactivatable Ligands
AM91	rCB₁ K_i = 19 ± 6 nM		85% at 1 µM	Charalambous et al., 1992
2-[¹²⁵I]-AM91	mCB₁ K_d = 5.6 pM, 9.38 pM			Burstein et al., 1991
AM967	rCB₁ K_i = 1254 nM			Dixon et al., 2012
	hCB₂ K_i = 124.8 nM
	mCB₂ K_i = 34.3 nM		67% at 342 nM
AM993	rCB₁ K_i = 4.4 nM	Agonist	67% at 44 nM	Ogawa et al., 2015
	hCB₂ K_i = 9.6 nM	Antagonist	60% at 96 nM
	mCB₂ K_i = 26.4 nM
AM3661	rCB₁ K_i = 0.9 ± 0.2 nM		68% at 18 nM	Li et al., 2005
AM3661	mCB₂ K_i = 57.6 ± 19 nM			Li et al., 2005
CB Receptor Electrophilic Ligands
AM708	rCB₁ IC₅₀ = 1.6 ± 0.3 nM		80% at 10 nM ∼100% at 100 nM	Guo et al., 1994
7′-NCS-DMH-THC	rCB₁ IC₅₀ = 0.66 nM		83% at 3.3 nM	Morse et al., 1995
AM841	hCB₁ K_i = 9.05 ± 2.06 nM	Agonist		Picone et al., 2005
AM841	hCB₂ K_i = 1.51 nM	Agonist		Pei et al., 2008
AM994	rCB₁ K_i = 3.0 nM,	Agonist	63% at 30 nM	Ogawa et al., 2015
	EC₅₀ = 0.8 nM and E_max = 94%	Agonist	63% at 30 nM
	mCB₂ K_i = 34.6 nM
	hCB₂ K_i = 10.3 nM,	Inverse agonist	74% at 103 nM
	EC₅₀ = >400 nM and E_max = −91%	Inverse agonist	74% at 103 nM
AM3677	rCB₁ K_i = 1.3 ± 0.2 nM	Agonist	58% at 26 nM	Li et al., 2005
AM3677	mCB₂ K_i = 48.5 ± 13 nM			Li et al., 2005
AM1336	hCB₂ K_i = 0.54 nM	Inverse agonist	60% at 5.4 nM	Mercier et al., 2010
Isothiocyanate 12	rCB₁ IC₅₀ = 160 nM	Agonist	70% at 1 µM	Yamada et al., 1996
GAT100	hCB₁ EC₅₀ = 174 nM (cAMP assay) hCB₁	Negative allosteric modulator		Kulkarni et al., 2016
GAT100	EC₅₀ = 2.09 nM (β -arrestin assay)	Negative allosteric modulator		Kulkarni et al., 2016
Methyl arachidonyl fluorophosphonate	rCB₁ IC₅₀ = 20 nM	Antagonist		Fernando and Pertwee, 1997
CysLT Receptor Photoactivatable Ligands
[¹²⁵I]-azido-LTD₄	gpCysLT₁ Ki = 1.7 nM^{^b},			Metters and Zamboni, 1993
[¹²⁵I]-azido-LTD₄	K_d = 0.3 nM			Metters and Zamboni, 1993
[¹²⁵I]- L-745310	gpCysLT₁ IC₅₀ = 27 nM^{^b}, 53 nM^{^a}	Antagonist		Gallant et al., 1998
7Z,9E LTD₄ Aryldiazonium derivative	gpCysLT₂ K_i = 80 ± 9 nM			Klotz et al., 1993
7Z,9E LTD₄ Aryldiazonium derivative	gpCysLT₁ Ki = 8 ± 0.9 µM
7E,9E LTD₄ Aryldiazonium derivative	gpCysLT₂ K_i = 110 ± 14 nM
7E,9E LTD₄ Aryldiazonium derivative	gpCysLT₁ K_i = 40 ± 12 µM
LTB4₁ Receptor Photoactivatable Ligands
Aryl azide LTB₄ derivative 4bα	hLTB4₁ IC₅₀ = 0.7 µM	Antagonist	40% at 1:1 molar ratio to h-LTB4₁	Durand et al., 2000
PAF Photoactivatable Ligands
[¹²⁵I]AAGP	rbtPAF EC₅₀ = 3.2 ± 1.9 nM^a,	Agonist		Chau et al., 1989
[¹²⁵I]AAGP	K_d = 2.4 ± 0.7 nM	Agonist		Chau et al., 1989
Tetrafluorophenylazide ginkgolide B derivative	gpPAF K_i = 90 nM	Antagonist	Not demonstrated	Strømgaard et al., 2002
TP Receptor Photoactivatable Ligands
I-APA-PhN₃	hTP K_i = 290 nM		58% at 20 µM (reduction in specific binding of U46619)	Arora et al., 1987; Kattelman et al., 1987
[¹²⁵I]PTA-azido	hTP K_d = 11 nM			Mais et al., 1989
I-PTA-PON₃	hTP K_d = 9.5 nM	Antagonist	52% at 163 nM, 77% at 326 nM (reduction in I-PTA-OH B_max)	Mais et al., 1990
[¹²⁵I]SAP-N₃	hTP K_d = 382 ± 41 pM			Mais et al., 1991
IP Receptor Photoactivatable Ligands
[³H]APNIC	mIP K_d = 4.7 nM		80% of specific binding of [³H]APNIC at 13 nM	Ito et al., 1992
EP Receptor Photoactivatable Ligands
[³H]azido-PGE₂	bEP IC₅₀ = 400 nM^a			Michalak et al., 1990

↵^a Covalent binding for all CB photoactivatable and electrophilic ligands was measured as a percentage reduction in [³H]CP-55,940–specific binding.
↵^b Affinity data for cold analogs.