648927-89-3Relevant academic research and scientific papers
Multimodal switching of conformation and solubility in homocysteine derived polypeptides
Kramer, Jessica R.,Deming, Timothy J.
supporting information, p. 5547 - 5550 (2014/05/06)
We report the design and synthesis of poly(S-alkyl-l-homocysteine)s, which were found to be a new class of readily prepared, multiresponsive polymers that possess the unprecedented ability to respond in different ways to different stimuli, either through
Glycopolypeptides with a redox-triggered helix-to-coil transition
Kramer, Jessica R.,Deming, Timothy J.
supporting information; experimental part, p. 4112 - 4115 (2012/04/10)
Conformation-switchable glycopolypeptides were prepared by the living polymerization of glycosylated l-cysteine-N-carboxyanhydride (glyco-C NCA) monomers. These new monomers were prepared in high yield by coupling of alkene-terminated C-linked glycosides of d-galactose or d-glucose to l-cysteine using thiol-ene "click" chemistry, followed by their conversion to the corresponding glyco-C NCAs. The resulting glycopolypeptides were found to be water-soluble and α-helical in solution. Aqueous oxidation of the side-chain thioether linkages in these polymers to sulfone groups resulted in disruption of the α-helical conformations without loss of water solubility. The ability to switch chain conformation and remain water-soluble is unprecedented in synthetic polymers, and allows new capabilities to control presentation of sugar functionality in subtly different contexts.
