Work

Design, Synthesis, and Structural Analysis of d , l -Mixed Polypyrrolinones. 1. From Nonpeptide Peptidomimetics to Nanotubes

Year: 2010

Type: article

Abstract: To expand the potential conformational space available to the polypyrroline structural motif, an open chain, D,L-alternating hexapyrrolinone was designed and synthesized. Structural studies, including solution NMR and X-ray crystallographic analysis, revealed that the hexapyrrolinone adopts a turn conformation both in solution and in the solid state, with aggregation in solution and a nanotube-like quaternary structure in the crystal.

Source: Organic Letters

DOI: 10.1021/ol101007n

Authors: Amos B. Smith, III, Wenyong Wang, Adam K. Charnley, Patrick J. Carroll, Craig S. Kenesky, Ralph Hirschmann

Institution: University of Pennsylvania

Language: English

Topic: Chemical Synthesis and Analysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Institute of General Medical Sciences, National Institute of Allergy and Infectious Diseases

Awards: Design and Synthesis of HIV-1 Protease Inhibitors, Structure and Function of Metalloenzymes