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  • Chemotactic peptide analogues. Synthesis and chemotactic activity of N-formyl-Met-Leu-Phe analogues containing (S)-phenylalaninol derivatives.

Chemotactic peptide analogues. Synthesis and chemotactic activity of N-formyl-Met-Leu-Phe analogues containing (S)-phenylalaninol derivatives.

Archiv der Pharmazie (1995-09-01)
G P Zecchini, M P Paradisi, I Torrini, S Spisani
ABSTRACT

The synthesis and the biological activity towards human neutrophils of some N-formyl-Met-Leu-Phe-OMe analogues containing (S)-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 biological activity, its esters 3 and 5, although inactive as chemoattractants, are able to strongly stimulate superoxide production and are active with a lower efficacy in the lysozyme release.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
(S)-(−)-2-Amino-3-phenyl-1-propanol, 98%, optical purity ee: 99% (HPLC)
Sigma-Aldrich
(R)-(+)-2-Amino-3-phenyl-1-propanol, 98%