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

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

Research output: Contribution to journalArticle

58 Citations (Scopus)

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
Pages (from-to)302-308
Number of pages7
JournalBiomacromolecules
Volume8
Issue number1
DOIs
Publication statusPublished - 2007 Jan 1
Externally publishedYes

Fingerprint

Hydrogen Bonding
Stars
Hydrogen bonds
Hydrogen
Molar mass
Polymers
Thymine
Job analysis
Nuclear magnetic resonance
Adenine
Stoichiometry
Nuclear magnetic resonance spectroscopy
DNA
Association reactions
Viscosity
Base Pairing
poly(lactide)
Magnetic Resonance Spectroscopy
Complementary DNA
Temperature

ASJC Scopus subject areas

  • Organic Chemistry
  • Biochemistry, Genetics and Molecular Biology(all)
  • Polymers and Plastics
  • Materials Chemistry

Cite this

Association of star-shaped poly(D,L-lactide)s containing nucleobase multiple hydrogen bonding. / Karikari, Afia S.; Mather, Brian D.; Long, Timothy Edward.

In: Biomacromolecules, Vol. 8, No. 1, 01.01.2007, p. 302-308.

Research output: Contribution to journalArticle

Karikari, Afia S. ; Mather, Brian D. ; Long, Timothy Edward. / Association of star-shaped poly(D,L-lactide)s containing nucleobase multiple hydrogen bonding. In: Biomacromolecules. 2007 ; Vol. 8, No. 1. pp. 302-308.
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