Loading...
Please wait, while we are loading the content...
Similar Documents
Design and synthesis of trans-3-aminopyran-2-carboxylic acid (APyC) and α/β-peptides with 9/11-helix.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Sharma, Gangavaram V. M. Reddy, Kodeti Srinivas Basha, Shaik Jeelani Reddy, Kondreddi Ravinder Sarma, Akella Venkata Subrahmanya |
| Copyright Year | 2011 |
| Abstract | A new β-amino acid, trans-3-aminopyran-2-carboxylic acid (APyC), was designed and synthesized from (R)-glyceraldehyde derivative and used in the synthesis of α/β-peptides in a 1 : 1 alternating pattern with d-Ala. The presence of oxygen atom at the Cβ(2)-position in APyC was envisaged to provide opportunity for additional interaction. These hybrid peptides have shown the presence of 9/11-helix through extensive NMR and MD studies. The amide protons of d-Ala, in addition to participating in 9-mr H-bonding with CO of succeeding β-residue, were also involved in additional electrostatic interaction with pyran ring oxygen of preceding β-residue, which facilitated further stabilization to the 9/11-mixed helix. The study thus results in a new 'motif' for a 9/11-helix, and the first example from a cyclic β-amino acid. |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/c1ob06279d |
| PubMed reference number | 22012558 |
| Journal | Medline |
| Volume Number | 9 |
| Issue Number | 23 |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/ob/c1/c1ob06279d/c1ob06279d.pdf |
| Alternate Webpage(s) | https://doi.org/10.1039/c1ob06279d |
| Journal | Organic & biomolecular chemistry |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
