| Literature DB >> 21043445 |
Grant R Krow1, Nian Liu, Matthew Sender, Guoliang Lin, Ryan Centafont, Philip E Sonnet, Charles DeBrosse, Charles W Ross, Patrick J Carroll, Matthew D Shoulders, Ronald T Raines.
Abstract
CD spectra for homooligomers (n = 4, 6, 8) of (1S,4R,5R)-5-syn-carboxy-2-azabicyclo[2.1.1]hexane (MPCA), a methano-bridged pyrrolidine β-carboxylic acid, suggest an ordered secondary structure. Even in the absence of internal hydrogen bonding, solution NMR, X-ray, and in silico analyses of the tetramer are indicative of conformations with trans-amides and C(5)-amide-carbonyls oriented toward the C(4) bridgehead. This highly constrained β-amino acid could prove useful in the ongoing development of well-defined foldamers.Entities:
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Year: 2010 PMID： 21043445 PMCID： PMC2993784 DOI： 10.1021/ol1022917
Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005