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Hybrid α/β-peptides: For-Met-Leu-Phe-OMe analogues containing geminally disubstituted β2,2- and β3,3-amino acids at the central position

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Summary.

The two fMLF-OMe analogues For-Met-β3hAc6c-Phe-OMe (6) and For-Met-β2hAc6c-Phe-OMe (12) and their corresponding N-Boc derivatives 5 and 11 have been synthesized and their biological activity towards human neutrophils evaluated. The N-formyl peptides 6 and 12 exhibit good activity as chemoattractans and 12 is highly active in superoxide anion production. The preferred solution conformation of the two N-formyl derivatives has been discussed.

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Authors and Affiliations

  1. Dipartimento di Studi Farmaceutici, Università degli Studi di Roma “La Sapienza”, Rome, Italy

    A. Mollica, M. Paglialunga Paradisi, D. Torino & G. Lucente

  2. Istituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, Università degli Studi di Roma “La Sapienza”, Rome, Italy

    M. Paglialunga Paradisi & G. Lucente

  3. Dipartimento di Biochimica e Biologia Molecolare, Università di Ferrara, Ferrara, Italy

    S. Spisani

Authors
  1. A. Mollica
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  2. M. Paglialunga Paradisi
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  3. D. Torino
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  4. S. Spisani
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  5. G. Lucente
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Mollica, A., Paglialunga Paradisi, M., Torino, D. et al. Hybrid α/β-peptides: For-Met-Leu-Phe-OMe analogues containing geminally disubstituted β2,2- and β3,3-amino acids at the central position. Amino Acids 30, 453–459 (2006). https://doi.org/10.1007/s00726-006-0260-y

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  • DOI: https://doi.org/10.1007/s00726-006-0260-y

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