Literature DB >> 7231396

To the problem of biologically active conformation of enkephalin.

I Z Siemion, Z Szewczuk, Z S Herman, Z Stachura.   

Abstract

A semi-rigid structural analog of [Leu5] enkephalin, possessing the azo-bridge between Tyr1 and Phe4 residues, was synthesized, along with two other linear enkephalin analogs: [4'-amino Phe4] enkephalin and [4'/hydroxyphenyl/-azo Phe4] enkephalin. The results of the determination of the analgesic activity of the synthesized compounds suggest that the biologically active conformation of the enkephalin molecule should be such that both aromatic rings, Tyr1 and Phe4, are situated in close proximity.

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Year:  1981        PMID: 7231396     DOI: 10.1007/bf02354848

Source DB:  PubMed          Journal:  Mol Cell Biochem        ISSN: 0300-8177            Impact factor:   3.396


  8 in total

1.  Isolation of an endogenous compound from the brain with pharmacological properties similar to morphine.

Authors:  J Hughes
Journal:  Brain Res       Date:  1975-05-02       Impact factor: 3.252

2.  Biosynthetic origin and receptor conformation of methionine enkephalin.

Authors:  A F Bradbury; D G Smyth; C R Snell
Journal:  Nature       Date:  1976-03-11       Impact factor: 49.962

3.  Conformation of [Leu5]enkephalin from X-ray diffraction: features important for recognition at opiate receptor.

Authors:  D Smith; J F Griffin
Journal:  Science       Date:  1978-03-17       Impact factor: 47.728

4.  Characterization of an endogenous morphine-like factor(enkephalin) in mammalian brain.

Authors:  G W Pasternak; R Simantov; S H Snyder
Journal:  Mol Pharmacol       Date:  1976-05       Impact factor: 4.436

5.  Proposal for the biologically active conformation of opiates and enkephalin.

Authors:  F A Gorin; G R Marshall
Journal:  Proc Natl Acad Sci U S A       Date:  1977-11       Impact factor: 11.205

6.  Energy conformation study of Met-enkephalin and its D-Ala2 analogue and their resemblance to rigid opiates.

Authors:  G H Loew; S K Burt
Journal:  Proc Natl Acad Sci U S A       Date:  1978-01       Impact factor: 11.205

7.  p-Azido-L-phenylalanine: a photo-affinity 'probe' related to tyrosine.

Authors:  R Schwyzer; M Caviezel
Journal:  Helv Chim Acta       Date:  1971       Impact factor: 2.164

8.  The effects of noradrenaline on rat's behaviour.

Authors:  Z S Herman
Journal:  Psychopharmacologia       Date:  1970
  8 in total
  3 in total

1.  Design, synthesis, and opioid activity of arodyn analogs cyclized by ring-closing metathesis involving Tyr(allyl).

Authors:  Wei-Jie Fang; Thomas F Murray; Jane V Aldrich
Journal:  Bioorg Med Chem       Date:  2017-11-21       Impact factor: 3.641

2.  Synthesis of stable and potent delta/mu opioid peptides: analogues of H-Tyr-c[D-Cys-Gly-Phe-D-Cys]-OH by ring-closing metathesis.

Authors:  Adriano Mollica; Giovanni Guardiani; Peg Davis; Shou-Wu Ma; Frank Porreca; Josephine Lai; Luisa Mannina; Anatoli P Sobolev; Victor J Hruby
Journal:  J Med Chem       Date:  2007-06-01       Impact factor: 7.446

3.  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

  3 in total

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