Abstract
AbstractSyndiotactic poly(2‐methallyl alcohol) (sPMA) is esterified with Nα‐protected (L)‐α‐amino acids by the DCC/HOBT method. The resulting polymer is deprotected by HBr/glacial acetic acid. A second Nα‐protected (L)‐α‐amino acid is condensed to the free α‐NH2 of the amino acid already bound to the sPMA by a water‐soluble carbodiimide in mixed aqueous/organic solution. The formed Nα‐protected dipeptide polymers were hydrazinolized to yield the Nα‐protected dipeptide hydrazides. Alternatively, the dipeptidate polymers were Nα‐deprotected and then hydrolyzed by aqueous KOH at pH = 11.0 to yield the deprotected dipeptides. All polymers and the dipeptides were characterized by 1H‐ and 13C‐NMR and the water‐soluble Nα‐deprotected polymers in addition by potentiometry. The synthetic procedures open a path to defined tactic polymers with chiral oligopeptide side chains and, after their cleavage, also to oligopeptides. During synthesis, the oligopeptide is bound to a dissolved polymer chain of relatively extended macroconformation which facilitates both the accessibility and reactivity of the reaction centers as well as the precipitation and filtration after each synthesis step. © 1995 John Wiley & Sons, Inc.
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