215181-67-2Relevant academic research and scientific papers
Dynamic Covalent Assembly of Peptoid-Based Ladder Oligomers by Vernier Templating
Wei, Tao,Jung, Jae Hwan,Scott, Timothy F.
supporting information, p. 16196 - 16202 (2016/01/15)
Dynamic covalent chemistry, in conjunction with template-directed assembly, enables the fabrication of extended nanostructures that are both precise and tough. Here we demonstrate the dynamic covalent assembly of peptoid-based molecular ladders with up to 12 rungs via scandium(III)-catalyzed imine metathesis by employing the principle of Vernier templating, where small precursor units with mismatched numbers of complementary functional groups are coreacted to yield larger structures with sizes determined by the respective precursor functionalities. Owing to their monomer diversity and synthetic accessibility, sequence-specific oligopeptoids bearing dynamic covalent pendant groups were employed as precursors for molecular ladder fabrication. The generated structures were characterized using matrix-assisted laser desorption/ionization mass spectrometry and gel permeation chromatography, confirming successful molecular ladder fabrication.
Soluble and reusable poly(norbornene) supports with high loading capacities for peptide synthesis
Naganna, Nimmashetti,Madhavan, Nandita
supporting information, p. 5870 - 5873 (2013/12/04)
Poly(norbornene) supports comprising solubilizing ethylene glycol units and multiple amino acid attachment sites have been developed for peptide synthesis. A variety of amino acids have been efficiently loaded (0.6-1.1 mmol/g) onto the support in high yields (83-98%). Several tripeptides have been synthesized in moderate-to-good overall yields (41-66%) using only 1.2 equiv of coupling reagents/amino acids, and the support could be efficiently recycled up to 3 times.
Design, Synthesis, and Structure-Activity Relationship Studies for a New Imidazole Series of J774 Macrophage Specific Acyl-CoA:Cholesterol Acyltransferase (ACAT) Inhibitors
Maduskuie, Thomas P.,Wilde, Richard G.,Billheimer, Jeffrey T.,Cromley, Debra A.,Germain, Sandra,et al.
, p. 1067 - 1083 (2007/10/02)
Acyl-CoA:cholesterol acyltransferase (ACAT) is the primary enzyme involved in intracellular cholesterol esterification.Arterial wall infiltration by macrophages and subsequent uncontrolled esterification of cholesterol leading to foam cell formation is believed to be an important process which leads to the development of fatty streaks.Inhibitors of the ACAT enzyme may retard this atherogenic process.We have recently discovered a series of imidazoles which are potent in vitro ACAT inhibitors in the J774 macrophage cell culture assay.This paper will describe the design, synthesis, and structure-activity relationship for this very potent series of compounds.
