Hexane-soluble octadecadepsipeptide forming hydrophobic α-helical rod end-capped by the C-terminal γ-turn
✍ Scribed by Ryoichi Katakai; Kyoko Kobayashi; Noriyuki Yonezawa; Masaru Yoshida
- Book ID
- 101240555
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1998
- Tongue
- English
- Weight
- 355 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0006-3525
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✦ Synopsis
Chemists have sometimes encountered apparently strange observations that on closer inspection reveal themselves as unique situations. We noticed that a depsipeptide system' consisting of repeating sequences of leucyl-leucyl-lactyl residues becomes easily soluble in hexane: a typical nonpolar hydrocarbon cannot dissolve peptides but does take our octadecadepsipeptide into solution.
The octadecadepsipeptide dissolved in hexane has a primary structure characterized by a sequence of two successive leucine residues followed by a lactic acid residue, so that the compound consists of repeating successive two amide linkages and an ester linkage: Boc-Leu '-Leu2-Lac3 -k u 4 -
5 -
Leu7 -Leu 8 -Lac9 -Leu '0-Leu ' I -