Synthesis of 1-(m-hydroxybenzyl)-substituted 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives as opioid peptide mimetics ? Unexpected amide bond cleavages under mild conditions (Articolo in rivista)

Type

• Prodotto della ricerca (Classe)
• Articolo in rivista (Classe)

Label

• Synthesis of 1-(m-hydroxybenzyl)-substituted 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives as opioid peptide mimetics ? Unexpected amide bond cleavages under mild conditions (Articolo in rivista) (literal)

Anno

• 2003-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

• 10.1002/ejoc.200300175 (literal)

Alternative label

• Mannekens E., Crisma M., Van Cawenberghe S., Tourwé D. (2003)
  Synthesis of 1-(m-hydroxybenzyl)-substituted 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives as opioid peptide mimetics ? Unexpected amide bond cleavages under mild conditions
  in European journal of organic chemistry (Print)
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• Mannekens E., Crisma M., Van Cawenberghe S., Tourwé D. (literal)

Pagina inizio

• 3300 (literal)

Pagina fine

• 3307 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#altreInformazioni

• Citazioni WOS: 4 Impact Factor 2003: 2.227 Coautore (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

• - (literal)

Rivista

• European journal of organic chemistry (Rivista)

Note

• ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• Laboratorium voor Organische Chemie, Vrije Universiteit Brussel, 1050 Brussel, Belgium; Institute of Biomolecular Chemistry, CNR, 35131 Padova, Italy (literal)

Titolo

• Synthesis of 1-(m-hydroxybenzyl)-substituted 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives as opioid peptide mimetics ? Unexpected amide bond cleavages under mild conditions (literal)

Abstract

• N-Glycyl-(1R,3S)-1-(m-hydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) was prepared as a Tyr-Tic dipeptide mimetic for exploration of its potential as a delta opioid receptor selective ligand. The compound was successfully obtained by a stereoselective synthesis starting from L-Tic. In the course of the reactions, unusual peptide bond cleavages were observed under mild conditions, and reaction mechanisms have been proposed. (literal)

Prodotto di

• Institute of biomolecular chemistry (ICB) (Istituto)

Autore CNR

• MARCO CRISMA (Unità di personale interno)

Incoming links:

Autore CNR di

• MARCO CRISMA (Unità di personale interno)

Prodotto

• Institute of biomolecular chemistry (ICB) (Istituto)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• European journal of organic chemistry (Rivista)