Crystal structure of biphalin sulfate: A multireceptor opioid peptide

Journal of Peptide Research

Volumn 59, Issue 3, 2002, Pages 123-133

  Flippen Anderson, J L ^a   Deschamps, J R ^a   George, C ^a   Hruby, V J ^b   Misicka, A ^c   Lipkowski, A W ^d  

^a NAVAL RESEARCH LABORATORY   (United States)

^b University of Arizona   (United States)

^c UNIVERSITY OF WARSAW   (Poland)

^d MOSSAKOWSKI MEDICAL RESEARCH CENTRE   (Poland)

Author keywords

Agonist; Analgesic; Biphalin; Conformation; Neuropeptide; Opioid receptor ligand; X ray diffraction

Indexed keywords

ALKALOID; BIPHALIN; DELTA OPIATE RECEPTOR; ENKEPHALIN[2 DEXTRO ALANINE 5 DEXTRO LEUCINE]; ETORPHINE; KAPPA OPIATE RECEPTOR; MORPHINE; MU OPIATE RECEPTOR; NALTREXONAZINE; NALTREXONE DERIVATIVE; NORBINALTORPHIMINE; OPIATE PEPTIDE; OPIATE RECEPTOR;

ANALGESIA; ARTICLE; CRYSTAL STRUCTURE; DRUG RECEPTOR BINDING; DRUG SPECIFICITY; MOLECULAR INTERACTION; PHARMACOPHORE; PRIORITY JOURNAL; PROTEIN CONFORMATION; X RAY CRYSTALLOGRAPHY; X RAY DIFFRACTION;

BINDING SITES; CRYSTALLOGRAPHY, X-RAY; ENKEPHALIN, LEUCINE-2-ALANINE; ENKEPHALINS; HYDROGEN BONDING; NALTREXONE; NARCOTICS; OLIGOPEPTIDES; PLIABILITY; PROTEIN CONFORMATION; PROTEIN FOLDING; RECEPTORS, OPIOID, DELTA; RECEPTORS, OPIOID, KAPPA; RECEPTORS, OPIOID, MU; STRUCTURE-ACTIVITY RELATIONSHIP; SUBSTRATE SPECIFICITY; TETRAHYDROISOQUINOLINES;

EID: 0036201028     PISSN: 1397002X     EISSN: None     Source Type: Journal    
DOI: 10.1034/j.1399-3011.2002.01967.x     Document Type: Article

References (28)

1. Future opioid analgesics: Targeting the old and the new
2. Double-enkephalins - Synthesis, activity on guinea pig ileum and analgesic effect
3. Bivalent opioid peptide analogues with reduced distances between pharmacophores
4. 1]Biphalin binding to opioid receptors of rat brain and NG108-15 cell membranes
5. Analgesic activity of a novel bivalent opioid peptide compared to morphine via different routes of administration
6. Antinociceptive profile of biphalin, a dimeric enkephalin analogue
7. Biphalin, an enkephalin analogue with unexpected high antiniciceptive potency and low dependence liability in vivo, selectively antagonizes excitatory opioid receptor functions of sensory neurons in culture
8. Blood-to-central nervous system entry and stability of biphalin, a unique double-enkephalin analog, and its halogenated derivatives
9. Modification of the 4,4′-residues and SAR studies of biphalin, a highly potent opioid receptor active peptide
10. SHELXL: High resolution refinement
11. Stereochemica criteria for polypeptides and proteins. V. Conformation of a system of three linked peptide units
12. The structure of N,N′-di-1-phenylalanine hydrazide determined by x-ray diffraction methods
13. 3D search and research using the Cambridge Structural Database
14. Structural requirements for opioid activity of analogues of the enkephalins
15. [D-Ala2, D-Leu5]-enkephalin hydrochloride
16. Differential stereochemical requirements of μ vs. δ opioid receptors for ligand binding and signal transduction: Development of a class of potent and highly δ-selective peptide antagonists
17. 2), a highly potent mu-receptor selective opioid agonist. Comparison with proposed model structures
18. Crystal structure of [Leu5]enkephalin
19. Four cocrystallizing conformrs with extended backbones that form an antiparallel β-sheet
20. X-Ray crystal structure of the opioid ligand naltrexonazine
21. The crystal structure of a bimorphinian with highly selective kappa opioid receptor antagonist activity
22. Interaction of highly potent dimeric enkephalin analog, biphalin, with model membranes
23. Bimorphinans as highly selective potent kappa receptor antagonists
24. Binaltorphamine and nor-binaltorphamine, potent and selective κ-opioid receptor antagonists
25. Only one pharmacophore is required for the kappa antagonist selectivity of norbinaltorphamine
26. Binding of norbinaltorphamine (norBNI) congeners to wild-type and mutant mu and kappa opioid receptors: Molecular recognition loci for the pharmacophore and address components of kappa antagonists
27. Benzomorphan alkaloids: Natural peptidomimetics of opioid peptide pharmacophores