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Modifications of the amide bond at position 3 in fMLP analogs select neutrophil functions.
The results indicate that this amide bond is required for optimal chemotactic activity, but not for superoxide anion production.
The Importance of the Peptide Bond at Position 2 in HCO‐Met‐Leu‐Phe‐OMe Analogues as shown by Studies on Human Neutrophils
The formylpeptides formyl‐methionyl‐Nmethylleucyl‐ phenylaline methyl ester and analogue 2 were synthesized in order to investigate the role of the amide bond at position 2 on biological activities on human neutrophils.
Design and Synthesis of 1-Aminocycloalkane-1-carboxylic Acid-Substituted Deltorphin Analogues: Unique δ and μ Opioid Activity in Modified Peptides
Deltorphin analogues were substituted by a series of achiral Cα,α-dialkyl cyclic α-amino acids (1-aminocycloalkane-1-carboxylic acids, Acxc) in position 2, 3, 4, or 2 and 3 in deltorphin C, and both peptides yielded peptides with decreased Kiδ, such that the latter peptide was essentially inactive.
Design and synthesis of 1-aminocycloalkane-1-carboxylic acid-substituted deltorphin analogues: unique delta and mu opioid activity in modified peptides.
The data confirmed that delta selectivity occurs in the absence of D-chirality at position 2, (i) the aromaticity of Phe3 is replaceable by an achiral residue with a hydrophobic ring-saturated side chain, and (ii) the acquisition of dual high-affinity analogues occurs through the elimination of the anionic function at position 4 and replacement by an amino acid with a Hydrophobic side chain.
Conformational studies of chemotactic HCO-Met-Leu-Phe-OMe analogues
The results obtained comparing biological and conformational data evidence the critical presence of the NH group at position 2, a rather flexible backbone, and the chemical structure of the central residue which can affect the stability of a possible active conformer.
Biological Properties of the fMLP Analog Containing an Iodomethylated Methionine Residue
The formylpeptide HCO-Met-Leu-Phe-OMe methylsulphonium iodide (fMLP-OMe•MSl) was synthesized in order to clarify the role of the charge on Met sulphur atom in biological activities of human
Synthesis and biological activity of a conformationally constrained chemotactic gamma-lactam formyl tetrapeptide.
The tetrapeptide evidences chemotactic activity as well as superoxide anion production and lysozyme release, although with lower efficacy when compared with the parent tripeptide.