Association of star-shaped poly(D,L-lactide)s containing nucleobase multiple hydrogen bonding

Afia S. Karikari, Brian D. Mather, Timothy E. Long

Research output: Contribution to journalArticlepeer-review

60 Scopus citations

Abstract

A new family sociating polymers based on four-arm, star-shaped poly(D,L-lactide) (PDLLA) containing peripheral complementary hydrogen-bonding sites is described. Hydroxy-terminated, four-arm, star-shaped PDLLAs of controlled molar mass were functionalized with complementary DNA base pairs, adenine (A) and thymine (T), to obtain PDLLA-A and PDLLA-T, respectively. 1H NMR spectroscopy confirmed quantitative functionalization and the subsequent formation of PDLLA-A and PDILLA-T hydrogen-bonded complexes. Job's analysis revealed a 1:1 optimal stoichiometry for the hydrogen-bonded complexes, and the association constant (Ka) that was determined using the 1H NMR-based Benesi-Hildebrand treatment was 84 M-1 for the low molar mass complementary polymers. Furthermore, the PDLLA-based hydrogen-bonded complexes exhibited higher solution viscosities compared to the corresponding non-hydrogen-bonded precursors, which further confirmed strong complementary multiple-hydrogen-bonding associations between the star-shaped polymers with terminal adenine and thymine groups. Moreover, variable-temperature 1H NMR studies demonstrated the thermoreversibility of the hydrogen-bonded PDLLA-based complexes in solution.

Original languageEnglish (US)
Pages (from-to)302-308
Number of pages7
JournalBiomacromolecules
Volume8
Issue number1
DOIs
StatePublished - Jan 2007
Externally publishedYes

ASJC Scopus subject areas

  • Bioengineering
  • Biomaterials
  • Polymers and Plastics
  • Materials Chemistry

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