Expand Menu
Oligomers of a 5-Carboxy-methanopyrrolidine beta-Amino Acid. A Search for Order
Tue, 11/27/2012 - 11:47am — root
| Title | Oligomers of a 5-Carboxy-methanopyrrolidine beta-Amino Acid. A Search for Order |
| Publication Type | Journal Article |
| Year of Publication | 2010 |
| Authors | Krow, GR, Liu, N, Sender, M, Lin, G, Centafont, R, Sonnet, PE, DeBrosse, C, Ross, Charles W., III, Carroll, PJ, Shoulders, MD, Raines, RT |
| Journal | Organic Letters |
| Volume | 12 |
| Pagination | 5438-5441 |
| Date Published | Dec |
| Accession Number | ISI:000284555600021 |
| Keywords | Bonds, Chemistry, Organic, derivatives, foldamers, peptides, Poly-l-proline, stability |
| 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 beta-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 beta-amino acid could prove useful in the ongoing development of well-defined foldamers. |
| Short Title | Org. Lett |
Contact Us
1101 University Avenue
Madison, WI 53706
Phone: 608.262.1483
Email: chemdept@chem.wisc.edu
Get Directions
