Conformational memories and the endocannabinoid binding site at the cannabinoid CB1 receptor

Journal of Medicinal Chemistry

Volumn 45, Issue 17, 2002, Pages 3649-3659

  Barnett Norris, Judy ^a   Hurst, Dow P ^a   Lynch, Diane L ^a   Guarnieri, Frank ^b   Makriyannis, Alex ^c   Reggio, Patricia H ^a  

^a KENNESAW STATE UNIVERSITY   (United States)

^b SARNOFF CORPORATION   (United States)

^c UNIVERSITY OF CONNECTICUT   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANANDAMIDE; CANNABINOID 1 RECEPTOR; LYSINE; N (1 METHYL 2 HYDROXYETHYL) 2 METHYLARACHIDONAMIDE; OXYGEN; UNCLASSIFIED DRUG; VALINE;

ARTICLE; CONFIDENCE INTERVAL; DRUG BINDING SITE; DRUG RECEPTOR BINDING; DRUG STRUCTURE; DRUG SYNTHESIS; HYDROGEN BOND; HYDROPHOBICITY; MEASUREMENT; MEMORY; MOLECULAR INTERACTION; PROTEIN CONFORMATION; QUANTITATIVE ANALYSIS; REACTION ANALYSIS; RECEPTOR AFFINITY; STEREOISOMERISM; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS;

BINDING SITES; CANNABINOIDS; ENDOCANNABINOIDS; ETHANOLAMINES; MODELS, MOLECULAR; MOLECULAR CONFORMATION; RECEPTORS, CANNABINOID; RECEPTORS, DRUG; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0037103265     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm0200761     Document Type: Article

References (49)

1. Isolation and structure of a brain constituent that binds to the cannabinoid receptor
2. The pharmacological activity of anandamide, a putative endogenous cannabinoid, in mice
3. Evaluation of binding in a transfected cell line expressing a peripheral cannabinoid receptor (CB2): Identification of cannabinoid receptor subtype selective ligands
4. Two new unsaturated fatty acid ethanolamides in brain that bind to the cannabinoid receptor
5. Identification of an endogenous 2-monoglyceride, present in canine gut, that binds to cannabinoid receptors
6. 2-Arachidonyl glyceryl ether, an endogenous agonist of the cannabinoid CB1 receptor
7. Cannabinoid receptor agonist efficacy for stimulating [35 S] GTPγS binding to rat cerebellar membranes correlates with agonist-induced decreases in GDP affinity
8. Structural determinants for recognition and translocation by the anandamide transporter
9. Molecular characterization of an enzyme that degrades neuromodulatory fatty-acid amides
10. Conformational requirements for endocannabinoid interaction with the cannabinoid receptors, the anandamide transporter and fatty acid amidohydrolase
11. Natural and synthetic endocannabinoids and their structure-activity relationships
12. Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptor
13. (R)-methanandamide; a chiral novel anandamide possessing higher potency and metabolic stability
14. Stereochemical selectivity of methanandamides for the CB1 and CB2 cannabinoid receptors and their metabolic stability
15. Conformational memories and the exploration of biologically relevant peptide conformations: An illustration for the gonadotropin-releasing hormone
16. Molecular dynamics simulations in biology
17. Macromodel - An integrated software system for modeling organic and bioorganic molecules using molecular mechanics
18. Exploration of biologically relevant conformations of anandamide, 2-arachidonylglycerol and their analogues using conformational memories
19. Adipocyte lipid-binding protein complexed with arachidonic acid
20. A lysine residue of the cannabinoid receptor is critical for receptor recognition by several agonists, but not WIN-55, 212
21. Cannabinoid receptor binding and agonist activity of amides and esters of arachidonic acid
22. The two-state model of receptor activation
23. The structure of the essential unsaturated fatty acids. Crystal structure of linoleic acid and evidence for the crystal structures of α-linolenic and arachidonic acid
24. Conformational analysis of arachidonic and related fatty acids using molecular dynamics simulation
25. Conformational analysis of N-arachidonylethanolamide (anandamide) using nuclear magnetic resonance and theoretical calculations
26. Synthesis and characterization of potent and selective agonists of the neuronal cannabinoid receptor (CB1)
27. Structural determinants for recognition and translocation by the anandamide transporter
28. Hydrogen bonding and biological specificity analyzed by protein engineering
29. The productive conformation of arachidonic acid bound to prostaglandin synthase
30. C-H···π interactions in proteins
31. Reconciling the magnitude of the microscopic and macroscopic hydrophobic effects
32. Structure-activity analysis of anandamide analogues: Relationship to a cannabinoid pharmacophore
33. Derivation of a pharmacophore model for anandamide using constrained conformational searching and comparative molecular field analysis
34. Role of a conserved lysine in the peripheral cannabinoid receptor (CB2): Evidence for subtype specificity
35. Agonist alkyl tail interaction with cannabinoid CB1 receptor V6: 43/16.46 groove induces a helix 6 active conformation
36. Structural and sequence characteristics of long alpha helices in globular proteins
37. Integrated methods for the construction of three-dimensional models and computational probing of structure function relations in G protein-coupled receptors
38. The conformational switch in 7-transmembrane receptors: The muscarinic receptor paradigm
39. Hinges, swivels and switches: The role of prolines in signaling via transmembrane alpha-helices
40. Requirement of rigid-body motion of transmembrane helicies for light activation of rhodopsin
41. Specific tryptophan UV-absorbance changes are probes of the transition of rhodopsin to its active state
42. 2 adrenergic receptor mapped by site-selective fluorescent labeling
43. Activation of the beta 2-adrenergic receptor involves disruption of an ionic lock between the cytoplasmic ends of transmembrane segment 3 and 6
44. 2 adrenergic receptor alters the orientation of its sixth membrane-spanning segment
45. Crystal structure of rhodopsin: A G-protein-coupled receptor
46. Molecular cloning of a human brain cannabinoid receptor which is also expressed in testis
47. Construction of a 3D model of the cannabinoid CB1 receptor: Determination of helix ends and helix orientation