AI Article Synopsis
- Researchers designed a new foldamer that mimics the structure of an extended beta-sheet using 2,2-disubstituted-indolin-3-one groups connected by an alkyne spacer.
- The unique configuration features an intramolecular hydrogen bond that helps maintain a conformation similar to beta-strand side chain arrangements.
- This innovative design could lead to the development of longer oligomers aimed at disrupting important protein-protein interactions relevant to disease treatment.
Article Abstract
The design, synthesis, and structural analysis of a new foldamer that mimics an extended beta-sheet are presented. The nonpeptidic mimetic is based on a series of 2,2-disubstituted-indolin-3-one groups linked through their 4,7-positions by an alkyne spacer. An intramolecular hydrogen bond between the carbonyl of one indolinone subunit and the proximal NH of another subunit imposes a conformation that mimics the side chain positioning on a beta-strand. X-ray crystallographic studies support the presence of this intramolecular hydrogen bond. The described approach allows extension of the scaffold to longer oligomers that will form the basis of new mimetics for the disruption of therapeutically relevant protein-protein interactions that rely on the contacts of side chain residues on two beta-strands.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2767320 | PMC |
| http://dx.doi.org/10.1021/ja809245t | DOI Listing |
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