Biomedical Engineering Reference
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Fig. 7 Few examples of designer lipid-like peptides. These peptides behave like lipids and surfac-
tants that can undergo self-assembly in water to form well-ordered structures. They can also stabi-
lize diverse membrane proteins and membrane protein complexes. The amino acids are one-letter
codes, the number refers to the number of amino acid residues. Color code: red oxygen; blue nitro-
gen; teal carbon; white hydrogen
Several lipid-like peptides have been designed using nature's lipid as a guide. These
peptides have a hydrophobic tail with various degrees of hydrophobicity and a
hydrophilic head; either negatively charged aspartic and glutamic acids or positively
charged lysine or histidine (Fig. 7 ). These peptide monomers contain 7-8 amino
acid residues and have a hydrophilic head composed of aspartic acid and a tail of
hydrophobic amino acids, such as alanine, valine or leucine. The length of each
peptide is approximately 2 nm, similar to that of biological phospholipids (Vauthey
et al. 2002 ; Santoso et al. 2002 ; von Maltzahn et al. 2003 ; Yang and Zhang 2006 ;
Nagai et al. 2007 ; Yaghmur et al. 2007 ). The length can also be varied by adding
more amino acids, one at a time to a desired length as shown in Fig. 8 .
Although individually these lipid-like peptides have completely different com-
position and sequences, they share a common feature: the hydrophilic heads have
1-2 charged amino acids and the hydrophobic tails have four or more consecutive
hydrophobic amino acids. For example, A 6 D (ac-AAAAAAD), V 6 D (ac-VVVVVVD)
peptide has six hydrophobic alanine or valine residues from the N-terminus fol-
lowed by one negatively charged aspartic acid residues, thus having two negative
charges, one from the side chain and the other from the C terminus. In contrast,
V 6 K 2 (ac-VVVVVVKK) or V 6 R 2 has six valines as the hydrophobic tail followed by
two positively charged lysines or arginines as the hydrophilic head (Vauthey et al.
2002 ; Santoso et al. 2002 ; von Maltzahn et al. 2003 ; Yang and Zhang 2006 ; Nagai
et al. 2007 ; Yaghmur et al. 2007 ).
Since these lipid-like peptides are not directly relevant to tissue regeneration, we
will not elaborate on them further. Their applications in material sciences sprout
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