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Synthesis and Chemotactic Activity of the fMLP Analog HCO-Hmb-Leu-Phe-OMe

✍ Scribed by Giampiero Pagani Zecchini; Mario Paglialunga Paradisi; Ines Torrini; Gino Lucente; Serena Traniello; Susanna Spisani

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
361 KB
Volume
326
Category
Article
ISSN
0365-6233

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✦ Synopsis

Synthese und chemotaktische Aktivitat des fMLP-Anatogen HCO-

Hmb-Leu-Phe-OMe

The new fMLP analog HCO-Hmb-Leu-Phe-OMe (l), containing ( 0 2hydroxy-4-(methylthio)butyric acid (Hmb) in place of L-methionine at the N-terminal position, has been synthesized and fully characterized. The peptide 1 has been designed in order to improve the understanding of the role exerted by the formamido group in the binding interaction with the formylpeptide chemotactic receptors. Chemotaxis, superoxide anion production, and lysozyme release have been measured for both 1 and its deformylated analog Hmb-Leu-Phe-OMe 2. Results indicate that a strong hydrogen bond of the OH.*..O=C type may complement a weak H-bonding interaction involving the formylic proton as H-bond donor.

πŸ“œ SIMILAR VOLUMES

Chemotactic Peptide Analogues. Synthesis
Chemotactic Peptide Analogues. Synthesis and Chemotactic Activity of N-Formyl-Met-Leu-Phe Analogues Containing (S)-Phenylalaninol Derivatives
✍ Giampiero Pagani Zecchini; Mario Paglialunga Paradisi; Ines Torrini; Susanna Spi πŸ“‚ Article πŸ“… 1995 πŸ› John Wiley and Sons 🌐 English βš– 402 KB πŸ‘ 1 views

The synthesis and the biological activity towards human neutrophils of some N-formyl-Met-Leu-Phe-OMe analogues containing (9-phenylalaninol (Pheol) or its derivatives in place of the native phenylalanine are reported. While the analogue containing Pheol (4) was found to be devoid of significant biol