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Well-Defined Homopolypeptides, Copolypeptides and Hybrids of Poly(L-proline).
MedLine Citation:
PMID:  21568310     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
L-proline is the only, out of twenty essential, amino acid which contains a cyclized substituted α-amino group (is formally an imino acid), which restricts its conformational shape. The synthesis of well-defined homo- and copolymers of L-proline has been plagued either by the low purity of the monomer, or the inability of most initiating species to polymerize the corresponding N-carboxy anhydride (NCA), since they require a hydrogen on the 3-N position of the 5-member ring of the NCA, which is missing. Herein, highly pure L-proline NCA was synthesized by using the Boc-protected, rather than the free amino acid. The protection of the amine group as well as the efficient purification method utilized, resulted in the synthesis of highly pure L-proline NCA. The high purity of the monomer and the use of an amino initiator, which does not require the presence of the 3-N hydrogen, led for the first time, to well-defined poly(L-proline) (PLP) homopolymers, poly(ethylene oxide)-b-poly(L-proline) and poly(L-proline)-b-poly(ethylene oxide)-b-poly(L-proline) hybrids, along with poly(γ-benzyl-L-glutamate)-b-poly(L-proline) and poly(Boc-L-lysine)-b-poly(L-proline) copolypeptides. The combined characterization (NMR, FTIR and MS) results for the L-proline NCA revealed its high purity. In addition all synthesized polymers exhibit high molecular and compositional homogeneity.
Authors:
Manos Gkikas; Hermis Iatrou; Nikolaos S Thomaidis; Paschalis Alexandridis; Nikos Hadjichristidis
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2011-5-13
Journal Detail:
Title:  Biomacromolecules     Volume:  -     ISSN:  1526-4602     ISO Abbreviation:  -     Publication Date:  2011 May 
Date Detail:
Created Date:  2011-5-16     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100892849     Medline TA:  Biomacromolecules     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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