A shape-persistent D,L-dipeptide building block for the assembly of rigidified oligopeptides.
Mannuronic acid (5) was transformed into the densely functionalised D,L-dipeptide mimic 1 and subsequently inserted into the cyclic hexapeptide 3. The gulo-configurated seven-membered lactam 1 exhibits an inverted ring conformation compared to the previously described L,L-dipeptide mimic 2. In spite of this considerable difference, both prefer the same i to i + 1 positions of a beta-turn within a cyclic hexapeptide.
Hörger
Rolf
R
Philipps-Universität Marburg, Fachbereich Chemie, Hans Meerwein Strasse, 35032, Marburg, Germany.
Geyer
Armin
A
D004151:Dipeptides / Q000737:chemistry*; D008958:Models, Molecular; D009842:Oligopeptides / Q000737:chemistry*; D011487:Protein Conformation
D004151:Dipeptides; D009842:Oligopeptides