advantage in this SPSS approach lies in the use of primary amines to introduce the
substituent. In contrast to protected amino acids, these are not only readily available
in a large variety, but are also often rather inexpensive. Early on, Zuckermann
et al. investigated peptoids with side chains that are found at the C α in amino acids
(Fig. 2) but also introduced side chains, which have no counterpart in proteinogenic
amino acids (Fig. 3).
Using this method, uniformity with respect to chain length (Ð ¼ 1, 0 ) and
monomer sequence is possible, in theory. In reality, purities !95% are regularly
Fig. 1 Synthetic approaches towards peptoids by either (a) solid-phase submonomer synthesis or
(b–d) ring-opening polymerization initiated by nucleophiles such as (b) amines in solution, (c)
amines on solid-phase resins, or (d) N-heterocyclic carbenes in solution
Peptoids for Biomimetic Hierarchical Structures
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