Document Detail


Analogues of both Leu- and Met-enkephalin containing a constrained dipeptide isostere prepared from a Baylis-Hillman adduct.
MedLine Citation:
PMID:  19585218     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
An efficient route was developed for the synthesis of the Fmoc-protected dipeptide 4, isostere of Gly-Gly containing an alpha-methylene beta-amino acid; the conformationally restricted analogues of Leu-enkephalin, 3a, and Met-enkephalin, 3b, respectively, were prepared by changing 4 for Gly(2)-Gly(3) in the native compounds 3a and 3b whose biological activities were significantly lower than the parent compounds.
Authors:
Roberta Galeazzi; Gianluca Martelli; Eleonora Marcucci; Mario Orena; Samuele Rinaldi; Roberta Lattanzi; Lucia Negri
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Publication Detail:
Type:  Comparative Study; Journal Article; Research Support, Non-U.S. Gov't     Date:  2009-07-08
Journal Detail:
Title:  Amino acids     Volume:  38     ISSN:  1438-2199     ISO Abbreviation:  Amino Acids     Publication Date:  2010 Apr 
Date Detail:
Created Date:  2010-04-07     Completed Date:  2010-07-30     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9200312     Medline TA:  Amino Acids     Country:  Austria    
Other Details:
Languages:  eng     Pagination:  1057-65     Citation Subset:  IM    
Affiliation:
Dipartimento I.S.A.C., Università Politecnica delle Marche, Via Brecce Bianche, 60131, Ancona, Italy.
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MeSH Terms
Descriptor/Qualifier:
Amino Acid Sequence
Animals
Dipeptides / chemical synthesis*,  chemistry*
Drug Design
Electric Stimulation
Enkephalin, Leucine / analogs & derivatives*,  chemistry,  pharmacology*
Enkephalin, Methionine / analogs & derivatives*,  chemistry,  pharmacology*
Glycylglycine / analogs & derivatives,  chemical synthesis,  chemistry
Guinea Pigs
Ileum
Male
Mice
Models, Molecular
Molecular Conformation
Molecular Mimicry
Molecular Structure
Myenteric Plexus / drug effects,  physiology
Neurotransmitter Agents / chemical synthesis*,  chemistry,  pharmacology*
Receptors, Opioid, delta / agonists
Receptors, Opioid, mu / agonists
Stereoisomerism
Vas Deferens
Chemical
Reg. No./Substance:
0/Dipeptides; 0/Neurotransmitter Agents; 0/Receptors, Opioid, delta; 0/Receptors, Opioid, mu; 556-50-3/Glycylglycine; 58569-55-4/Enkephalin, Methionine; 58822-25-6/Enkephalin, Leucine

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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