http://www.cnr.it/ontology/cnr/individuo/prodotto/ID11239
Tetrahydroisoquinoline derivatives of enkephalins: synthesis and properties (Articolo in rivista)
- Type
- Label
- Tetrahydroisoquinoline derivatives of enkephalins: synthesis and properties (Articolo in rivista) (literal)
- Anno
- 2002-01-01T00:00:00+01:00 (literal)
- Alternative label
Foppoli C., Coccia R., Blarzino C., Cini C., Rosei M.A. (2002)
Tetrahydroisoquinoline derivatives of enkephalins: synthesis and properties
in Biochemical pharmacology
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- Foppoli C., Coccia R., Blarzino C., Cini C., Rosei M.A. (literal)
- Pagina inizio
- Pagina fine
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- Rivista
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- Attivit` di ricerca n.31 Responsabile Chiara Cini (literal)
- Note
- ISI Web of Science (WOS) (literal)
- Titolo
- Tetrahydroisoquinoline derivatives of enkephalins: synthesis and properties (literal)
- Abstract
- Tetrahydroisoquinolines (TIQs) are endogenous alkaloid compounds deriving
from the non-enzymatic Pictet-Spengler condensation of catecholamines with
aldehydes. These compounds are able to unsettle catecholamines uptake and
release from synaptosomes and have been detected in urine and in post-
mortem Parkinsonian brains. We have obtained in vitro, by the reaction of
dopa-enkephalin (dopa-Gly-Gly-Phe-Leu) with acetaldehyde in the presence
of rameic ions, a TIQ derivative of Leu-enkephalin. The isolation and the
recovery of the peptide was obtained by HPLC. The acid hydrolysis and the
subsequent analysis of the peptide lysate by the Amino acid analyser
clearly revealed the absence of dopa, while the electrospray ionisation
mass spectrometry showed that the sequence of the enkephalin derivative
was the following: 3-carboxy-salsolinol-Gly-Gly-Phe-Leu (TIQ-enkephalin).
This compound was not a good substrate for microsomal aminopeptidase and
pronase with respect to Leu-enkephalin. Tested in the binding assay, the
TIQ-enkephalin exhibited a very poor affinity toward the enkephalin
receptors. When the TIQ-enkephalin was incubated with tyrosinase or
peroxidase/H(2)O(2), the formation of TIQ-opio-melanins occurred.
(literal)
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