Role of peptide primary sequence in polyphenol-protein recognition: an example with neurotensin.
Polyphenols are known for their impact on health and one of their major properties is the formation of complexes with proteins. To investigate the involvement of polyphenol-protein complexes in health, the interactions between bioactive polyphenols and neurotensin were examined by structural NMR and molecular modeling. Neurotensin is a linear bioactive tridecapeptide and polyphenols seem to affect the NT metabolism. We studied the polyphenols resveratrol and its glucoside the piceid in order to observe the possible role of glucose group and the penta-O-galloyl-D-glucopyranose (PGG). NMR data and molecular modeling showed that interaction occurred with the three polyphenols involving hydrophobic stacking and hydrogen bonds. Moreover, the peptide primary sequence plays a role in the specificity of complex formation.
Richard
T
T
Laboratoire de physique et biophysique, GESVAB EA 3675, Université de Bordeaux 2, 146 rue Léo Saignat, 33076 Bordeaux Cedex, France.
Vitrac
X
X
Merillon
J M
JM
Monti
J P
JP
D000595:Amino Acid Sequence; D005419:Flavonoids / Q000737:chemistry*; D005960:Glucosides / Q000737:chemistry; D047348:Hydrolyzable Tannins / Q000737:chemistry; D008958:Models, Molecular; D009496:Neurotensin / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D010455:Peptides / Q000737:chemistry; D010636:Phenols / Q000737:chemistry*; D059808:Polyphenols; D011506:Proteins / Q000737:chemistry; D011522:Protons; D000077185:Resveratrol; D013267:Stilbenes / Q000737:chemistry
D005419:Flavonoids; D005960:Glucosides; D047348:Hydrolyzable Tannins; D010455:Peptides; D010636:Phenols; D059808:Polyphenols; D011506:Proteins; D011522:Protons; D013267:Stilbenes; D009496:Neurotensin; C435084:pentagalloylglucose; D000077185:Resveratrol; C058229:polydatin