Chemistry Reference
In-Depth Information
Scheme 10.3 Synthesis of quadruple H bonded b-sheet peptidomimetic monomer.
the protected DCL monomer as a mixture of E/Z double bond isomers (Clark and
Ghadiri 1995). Hydrogenation reduced the double bonds and removed the benzyl pro-
tecting groups simultaneously, affording DCL monomer 11 (Scheme 10.4).
Polymerization reactions were performed by mixing equimolar amounts of the
DCL monomer and 4,4
0
-methylenebis(phenyl-isocyanate) in chloroform at 45 8C.
Gel permeation chromatography analysis showed the number-average molecular
weights for the DCL polymers were as high as 89 000 g/mol (Scheme 10.4).
Scheme 10.4 Synthesis of peptidomimetic double-closed loop (DCL) monomer and modular
polymer.
