Literature DB >> 24178885

Conformational studies of chemotactic HCO-Met-Leu-Phe-OMe analogues.

G Vertuani1, M Boggian, A Breveglieri, G Cavicchioni, S Spisani, A Scatturin.   

Abstract

In order to investigate the proper peptide backbone conformation able to elicit a biological activity, HCO-Met-Pro-Phe-OMe, HCO-Met-Ψ[COO]Leu-Phe-OMe, and HCO-Met-OLeu-Phe-OMe, analogues of the prototypical chemotactic peptide HCO-Met-Leu-Phe-OMe, were studied by CD and IR techniques. The results obtained comparing biological and conformational data evidence the critical presence of (i) the NH group at position 2, (ii) a rather flexible backbone, (iii) the chemical structure of the central residue which can affect the stability of a possible active conformer.

Entities:  

Year:  1995        PMID: 24178885     DOI: 10.1007/BF00807274

Source DB:  PubMed          Journal:  Amino Acids        ISSN: 0939-4451            Impact factor:   3.520


  14 in total

1.  Circular dichroism of biological membranes. I. Mitochondria and red blood cell ghosts.

Authors:  D W Urry; L Masotti; J R Krivacic
Journal:  Biochim Biophys Acta       Date:  1971-08-13

2.  Structural requirements for formyl homooligopeptide chemoattractants.

Authors:  C Toniolo; G M Bonora; H Showell; R J Freer; E L Becker
Journal:  Biochemistry       Date:  1984-02-14       Impact factor: 3.162

3.  Synthetic homo-oligomethionine chemoattractants. Conformation-activity study.

Authors:  C Bismara; G M Bonora; C Toniolo; E L Becker; R J Freer
Journal:  Int J Pept Protein Res       Date:  1985-11

4.  Further studies on the structural requirements for synthetic peptide chemoattractants.

Authors:  R J Freer; A R Day; J A Radding; E Schiffmann; S Aswanikumar; H J Showell; E L Becker
Journal:  Biochemistry       Date:  1980-05-27       Impact factor: 3.162

5.  Crystal structure, conformation, and potential energy calculations of the chemotactic peptide N-formyl-L-Met-L-Leu-L-Phe-OMe.

Authors:  E Gavuzzo; F Mazza; G Pochetti; A Scatturin
Journal:  Int J Pept Protein Res       Date:  1989-11

6.  Conformation and dynamics of the chemotactic peptide formyl-L-methionyl-L-leucyl-L-phenylalanine in solution.

Authors:  G Valensin; A Lepri; F L Pasini; A Orrico; L Ceccatelli; P L Capecchi; T Di Perri
Journal:  Int J Pept Protein Res       Date:  1986-10

7.  Synthetic formyl-methionyl chemoattractants: a conformation-activity study of oxidized tripeptides.

Authors:  C Toniolo; G M Bonora; R J Freer; S P Kennedy; K L Pittenger; E L Becker
Journal:  Peptides       Date:  1988 Nov-Dec       Impact factor: 3.750

8.  Conformational studies of synthetic tripeptide chemoattractants.

Authors:  G Vertuani; S Spisani; M Boggian; S Traniello; A Scatturin
Journal:  Int J Pept Protein Res       Date:  1987-04

9.  Synthesis, biological activity, conformational analysis by NMR and molecular modeling of N-formyl-L-Met-L-Pro-L-Phe-OMe, a proline analogue of the chemotactic peptide N-formyl-L-Met-L-Leu-L-Phe-OH.

Authors:  H Dugas; M Laroche; M Ptak; H Labbé
Journal:  Int J Pept Protein Res       Date:  1993-06

10.  The structure-activity relations of synthetic peptides as chemotactic factors and inducers of lysosomal secretion for neutrophils.

Authors:  H J Showell; R J Freer; S H Zigmond; E Schiffmann; S Aswanikumar; B Corcoran; E L Becker
Journal:  J Exp Med       Date:  1976-05-01       Impact factor: 14.307

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