Antibacterial peptides
AssigneeSpiderbiotech S.R.A.
InventorsAndrea Giuliani, Giovanna Pirri, Silvia Fabiole Nicoletto
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Abstract
The present invention relates to monomeric and multimeric peptidic compounds which have antimicrobial activity, particularly against Gram-positive and Gram-negative bacteria. Further, the present invention refers to compositions comprising said peptidic compounds for medical use, for use as a disinfectant and/or detergent or for use as a preservative.
Claims30
A peptidic compound having a length of up to 35 amino acid residues comprising an amino acid sequence represented by the general formula (Ib):
- Z-[K]n-K-I-R-V-R-L-S-A
- (SEQ ID NO:
- 26)
- wherein K is a lysine or another amino acid residue with a positively charged side chain,
- I is an isoleucine,
- R is an arginine or an amino acid residue with an N-alkyl substituted guanidine side chain,
- V is a valine,
- S is a serine,
- A is an alanine,
- L is a leucine,
- wherein one of the amino acid residues K, I, R, L, V and S may be replaced by an alanine,
- Z is the N-terminal group of the peptidic compound which comprises at least one amino acid residue and is selected from
- (i) an aromatic amino acid residue or a di-, tri- or tetrapeptidyl group comprising at least one aromatic amino acid residue, wherein the aromatic amino acid residue is particularly selected from tryptophane, N-methyltryptophane, phenylalanine, β-phenylalanine, naphthylalanine, β-naphthylalanine, β-diphenylalanine,β-(4,4′-biphenyl)alanine, β-anthracen-9-ylalanine and β-indol-3-ylalanine,
- (ii) a branched aliphatic amino acid residue or a di-, tri-, tetrapeptidyl group comprising at least one aliphatic amino acid residue, wherein the aliphatic residue is α-amino acid residue comprising a branched aliphatic side chain of at least 3 C-atoms,
- (iii) combinations of any one of (i)-(ii), and n is 0 or 1,
- and wherein the peptidic compound comprises L- and/or D-amino acid residue building blocks, which are selected from α-amino carboxylic acids, β-amino carboxylic acids, or ω-amino carboxylic acids.
A peptidic compound having the amino acid sequence selected from the group consisting of:
- WKKIRVRLSA
- (SEQ ID NO:
- 6)
- pyrEWKIRVRLSA
- (SEQ ID NO:
- 27)
- GQWKIRVRLSA.
- (SEQ ID NO:
- 14)
- Acetyl-QWKIRVRLSA
- (SEQ ID NO:
- 12)
- Aoa-QWKIRVRLSA
- (SEQ ID NO:
- 16)
- and
- (GQWKIRVRLSA)2 K-β-Ala
- (SEQ ID NO:
- 19)
- wherein pryE is a pyroglutamic acid residue, Aoa is an 8-amino octanoic acid residue, β-Ala is a β-alanine residue and wherein said peptides are optionally amidated at their C-termini.
Dependencies are inferred from the claim text.