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Total synthesis and membrane modifying properties of the lipopeptaibol trikoningin KB II and its analogues with acyl chains of different length at the N- and C-termini

✍ Scribed by Claudia Piazza; Fernando Formaggio; Marco Crisma; Claudio Toniolo; Johan Kamphuis; Bernard Kaptein; Quirinus B. Broxterman


Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
95 KB
Volume
5
Category
Article
ISSN
1075-2617

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✦ Synopsis


Trikoningin KB II, a ten-amino acid residue lipopeptaibol blocked at the N-terminus by the n-octanoyl group and at the C-terminus by the 1,2-amino alcohol L-leucinol, and extracted from the fungus Trichoderma koningii, exhibits membrane-modifying properties. We have synthesized by solution-phase methods trikoningin KB II and several analogues with acyl chains of different length at the N-and C-termini. Permeability measurements showed that an appropriate length of the linear acyl chain is a more important characteristic for the onset of significant membrane-modifying activity than its position in the peptide chain.