Technologies
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WARF: P06009US

Method for Synthesizing Beta-Polypeptides from Functionalized Beta-Lactam Monomers


INVENTORS -

Samuel Gellman, Sarah Lee, Mehmet Ilker, Bernard Weisblum, Shannon Stahl, Denis Kissounko

The Wisconsin Alumni Research Foundation (WARF) is seeking commercial partners interested in developing a robust method for the large-scale synthesis of beta-peptides.
OVERVIEWOligomers and polymers comprised of beta-amino acids, known as beta-peptides, can adopt stable secondary structures that mimic natural peptides. These non-natural compounds are resistant to enzymatic degradation and often exhibit important biological activity. However, large-scale synthesis of beta-peptides is difficult because standard methods involve step-wise, residue-by-residue synthesis.
THE INVENTIONUW-Madison researchers have developed a robust method for making large quantities of poly-beta-peptides under mild and controllable conditions. The method involves polymerizing beta-lactams in an organic solvent. At least one of the monomers may comprise a fused, bicyclic beta-lactam moiety. A base initiator and a non-metal-containing co-initiator, such as an anhydride, are also present. This process was successfully used to synthesize a series of beta-peptide homopolymers and co-polymers, many of which exhibited antimicrobial activity.
APPLICATIONS
  • Large-scale synthesis of beta-peptides, which potentially are useful as antimicrobial coatings, anti-viral agents and disinfectants/household cleaners, and for gene delivery and water treatment
KEY BENEFITS
  • Allows rapid synthesis of large quantities of small- to medium-molecular weight poly-beta-peptides
  • Constitutes a versatile and robust synthetic method
  • Uses common, inexpensive reagents
  • Allows precise control over polymerization process and resulting product
  • May be used to synthesize beta-peptides of different architectures, including homopolymers, random and block co-polymers, and terminally-functionalized polymers
  • Enables systematic fabrication of random and block co-polymers using different combinations of beta-lactam monomers
  • Provides an efficient means for optimizing the biological activity of beta-peptides
  • Provides poly-beta-polypeptides that contain a variety of functionalized side chains
  • Provides poly-beta-peptides with controlled solubility properties and narrow molecular weight distributions
  • Provides polymers with good antibacterial activity which do not lyse, or destroy, red blood cells
Contact Information
For current licensing status, please contact Rafael Diaz at rdiaz@warf.org or 608-960-9847.
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