Micelles for delivery of nitric oxide

Yun Suk Jo, Andréj Van Der Vlies, Jay Gantz, Tyler N. Thacher, Sasa Antonijevic, Simone Cavadini, Davide Demurtas, Nikolaos Stergiopulos, Jeffrey A. Hubbell

Research output: Contribution to journalArticlepeer-review

88 Scopus citations


We designed block copolymer pro-amphiphiles and amphiphiles for providing very long-term release of nitric oxide (NO). A block copolymer of N-acryloylmorpholine (AM, as a hydrophile) and N-acryloyl-2,5-dimethylpiperazine (AZd, as a hydrophilic precursor) was synthesized. The poly(N-acryloyl-2,5- dimethylpiperazine) (PAZd) is water-soluble, but chemical reaction of the secondary amines with NO to form a N-diazeniumdiolate (NONOate) converts the hydrophilic PAZd into a hydrophobic poly(sodium-1-(N-acryloyl-2,5- dimethylpiperazin-1-yl)diazen-1-ium-1,2-diolate) (PAZd·NONOate), driving aggregation. The PAM block guides this process toward micellization, rather than precipitation, yielding ca. 50 nm spherical micelles. The hydrophobic core of the micelle shielded the NONOate from the presence of water, and thus protons, which are required for NO liberation, delaying release to a remarkable 7 d half-life. Release of the NO returned the original soluble polymer. The very small NO-loaded micelles were able to penetrate complex tissue structures, such as the arterial media, opening up a number of tissue targets to NO-based therapy.

Original languageEnglish (US)
Pages (from-to)14413-14418
Number of pages6
JournalJournal of the American Chemical Society
Issue number40
StatePublished - Oct 14 2009

All Science Journal Classification (ASJC) codes

  • Catalysis
  • General Chemistry
  • Biochemistry
  • Colloid and Surface Chemistry


Dive into the research topics of 'Micelles for delivery of nitric oxide'. Together they form a unique fingerprint.

Cite this