The tryptophans of gramicidin are essential for the lipid structure modulating effect of the peptide.
It is shown that N-formylation of the tryptophan residues of gramicidin completely and reversibly blocks the hexagonal HII phase-inducing ability of the peptide in dioleoylphosphatidylcholine model membranes.
J A
JA
Killian
J W
JW
Timmermans
S
S
Keur
B
B
de Kruijff
D000595:Amino Acid Sequence; D055598:Chemical Phenomena; D002621:Chemistry; D005561:Formates; D006096:Gramicidin / Q000494:pharmacology*; D008051:Lipid Bilayers; D008081:Liposomes; D009682:Magnetic Resonance Spectroscopy; D008563:Membrane Lipids / Q000502:physiology*; D010713:Phosphatidylcholines; D013329:Structure-Activity Relationship; D014364:Tryptophan
D005561:Formates; D008051:Lipid Bilayers; D008081:Liposomes; D008563:Membrane Lipids; D010713:Phosphatidylcholines; C030544:formic acid; D006096:Gramicidin; D014364:Tryptophan; C017251:1,2-oleoylphosphatidylcholine