α-Peptide/ß-Peptoid Chimeras
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α-Peptide/ß-Peptoid Chimeras. / Olsen, Christian Adam; Bonke, Gitte ; Vedel, Line; Adsersen, Anne; Witt, Matthias; Franzyk, Henrik; Jaroszewski, Jerzy W.
In: Organic Letters, Vol. 9, No. 8, 2007, p. 1549–1552.Research output: Contribution to journal › Journal article › Research › peer-review
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TY - JOUR
T1 - α-Peptide/ß-Peptoid Chimeras
AU - Olsen, Christian Adam
AU - Bonke, Gitte
AU - Vedel, Line
AU - Adsersen, Anne
AU - Witt, Matthias
AU - Franzyk, Henrik
AU - Jaroszewski, Jerzy W.
PY - 2007
Y1 - 2007
N2 - We describe the synthesis and characterization of the first generation of oligomers consisting of alternating repeats of a-amino acids and chiral N-alkyl-ß-alanine (ß-peptoid) residues. These chimeras are stable toward proteolysis, non-hemolytic, and possess antibacterial activity comparable to well-known antimicrobial agents. Moreover, the chimeras exhibit length-dependent, concentration-dependent, solvent-dependent, and ion-strength-dependent ellipticity, indicating the presence of a secondary structure in solution. Thus, a-peptide/ß-peptoid oligomers represent a promising novel peptidomimetic backbone construct for biologically active ligands.
AB - We describe the synthesis and characterization of the first generation of oligomers consisting of alternating repeats of a-amino acids and chiral N-alkyl-ß-alanine (ß-peptoid) residues. These chimeras are stable toward proteolysis, non-hemolytic, and possess antibacterial activity comparable to well-known antimicrobial agents. Moreover, the chimeras exhibit length-dependent, concentration-dependent, solvent-dependent, and ion-strength-dependent ellipticity, indicating the presence of a secondary structure in solution. Thus, a-peptide/ß-peptoid oligomers represent a promising novel peptidomimetic backbone construct for biologically active ligands.
KW - Former Faculty of Pharmaceutical Sciences
U2 - 10.1021/ol070316c
DO - 10.1021/ol070316c
M3 - Journal article
VL - 9
SP - 1549
EP - 1552
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 8
ER -
ID: 2432955