Literature DB >> 270758

Proposal for the biologically active conformation of opiates and enkephalin.

F A Gorin, G R Marshall.   

Abstract

A model for the opiate receptor has been defined by using a computer-based molecular display and x-ray crystallographic input data. The model can explain the stereochemical fashion in which the morphine, morphinan, and oripavine classes of compounds interact with the receptor. The minimal structural unit of the enkephalins demonstrated to be pharmacologically active. Tyr-Gly-Gly-Phe, was also fitted to this model by using a systematic search of conformational space.

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Year:  1977        PMID: 270758      PMCID: PMC432125          DOI: 10.1073/pnas.74.11.5179

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  27 in total

1.  Structure-activity relationships of methionine-enkephalin.

Authors:  B A Morgan; C F Smith; A A Waterfield; J Hughes; H W Kosterlitz
Journal:  J Pharm Pharmacol       Date:  1976-08       Impact factor: 3.765

2.  Tolerance and dependence evoked by an endogenous opiate peptide.

Authors:  A Lampert; M Nirenberg; W A Klee
Journal:  Proc Natl Acad Sci U S A       Date:  1976-09       Impact factor: 11.205

3.  Receptor binding and pharmacological activity of opiates in the guinea-pig intestine.

Authors:  I Creese; S H Snyder
Journal:  J Pharmacol Exp Ther       Date:  1975-07       Impact factor: 4.030

4.  The opiate receptor and opoid peptides.

Authors:  S H Snyder; R Simantov
Journal:  J Neurochem       Date:  1977-01       Impact factor: 5.372

5.  The opiate receptor: a model explaining structure-activity relationships of opiate agonists and antagonists.

Authors:  A P Feinberg; I Creese; S H Snyder
Journal:  Proc Natl Acad Sci U S A       Date:  1976-11       Impact factor: 11.205

6.  Mode of action of endogenous opiate peptides.

Authors:  W A Klee; M Nirenberg
Journal:  Nature       Date:  1976-10-14       Impact factor: 49.962

7.  Pharmacological implications of the conformation of the methadone base.

Authors:  H B Bürgi; J D Dunitz; E Shefter
Journal:  Nat New Biol       Date:  1973-08-08

Review 8.  Narcotic analgesics and antagonists.

Authors:  J W Lewis; K W Bentley; A Cowan
Journal:  Annu Rev Pharmacol       Date:  1971       Impact factor: 13.820

9.  (D-Ala2)-Met-enkephalinamide: a potent, long-lasting synthetic pentapeptide analgesic.

Authors:  C B Pert; A Pert; J K Chang; B T Fong
Journal:  Science       Date:  1976-10-15       Impact factor: 47.728

Review 10.  Methadone.

Authors:  S K Sim
Journal:  Can Med Assoc J       Date:  1973-10-06       Impact factor: 8.262

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  12 in total

1.  Influence of intramolecular hydrogen bonding on the electronic structure of oxymorphone.

Authors:  S Scheiner; V M Kolb
Journal:  Proc Natl Acad Sci U S A       Date:  1980-10       Impact factor: 11.205

2.  A supermolecule study of the effect of hydration on the conformational behaviour of leucine-enkephalin.

Authors:  I N Demetropoulos; N Gresh
Journal:  J Comput Aided Mol Des       Date:  1991-04       Impact factor: 3.686

3.  Development of a common 3D pharmacophore for delta-opioid recognition from peptides and non-peptides using a novel computer program.

Authors:  P Huang; S Kim; G Loew
Journal:  J Comput Aided Mol Des       Date:  1997-01       Impact factor: 3.686

4.  Consensus 3D model of μ-opioid receptor ligand efficacy based on a quantitative Conformationally Sampled Pharmacophore.

Authors:  Jihyun Shim; Andrew Coop; Alexander D MacKerell
Journal:  J Phys Chem B       Date:  2011-05-12       Impact factor: 2.991

5.  Comparison of cyclic delta-opioid peptides with non-peptide delta-agonist spiroindanyloxymorphone (SIOM) using the message-address concept: a molecular modeling study.

Authors:  P Gao
Journal:  J Comput Aided Mol Des       Date:  1996-08       Impact factor: 3.686

6.  Conformation-activity relationships of opiate analgesics.

Authors:  J Martin; P Andrews
Journal:  J Comput Aided Mol Des       Date:  1987-04       Impact factor: 3.686

7.  X-ray diffraction studies of enkephalins. Crystal structure of [(4'-bromo) Phe4,Leu5]enkephalin.

Authors:  T Ishida; M Kenmotsu; Y Mino; M Inoue; T Fujiwara; K Tomita; T Kimura; S Sakakibara
Journal:  Biochem J       Date:  1984-03-15       Impact factor: 3.857

8.  Molecular-dynamics simulations of [Met5]- and [D-Ala2,Met5]-enkephalins. Biological implication of monomeric folded and dimeric unfolded conformations.

Authors:  T Ishida; S Yoneda; M Doi; M Inoue; K Kitamura
Journal:  Biochem J       Date:  1988-10-15       Impact factor: 3.857

9.  A cyclic enkephalin analog with high in vitro opiate activity.

Authors:  J DiMaio; P W Schiller
Journal:  Proc Natl Acad Sci U S A       Date:  1980-12       Impact factor: 11.205

10.  To the problem of biologically active conformation of enkephalin.

Authors:  I Z Siemion; Z Szewczuk; Z S Herman; Z Stachura
Journal:  Mol Cell Biochem       Date:  1981-01-20       Impact factor: 3.396

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