|
|
|
|
LEADER |
01407 am a22001933u 4500 |
001 |
375710 |
042 |
|
|
|a dc
|
100 |
1 |
0 |
|a Aillard, Boris
|e author
|
700 |
1 |
0 |
|a Kilburn, Jeremy D.
|e author
|
700 |
1 |
0 |
|a Blaydes, Jeremy P.
|e author
|
700 |
1 |
0 |
|a Tizzard, Graham J.
|e author
|
700 |
1 |
0 |
|a Findlow, I.Stuart C.
|e author
|
700 |
1 |
0 |
|a Werner, Jörn M.
|e author
|
700 |
1 |
0 |
|a Bloodworth, Sally
|e author
|
245 |
0 |
0 |
|a Synthesis and evaluation of a (3R, 6S, 9S)-2-oxo-1-azabicyclo[4.3.0]nonane scaffold as a mimic of Xaa-transPro in poly-L-proline type II helix conformation
|
260 |
|
|
|c 2015-03-10.
|
856 |
|
|
|z Get fulltext
|u https://eprints.soton.ac.uk/375710/1/OBC2015.pdf
|
520 |
|
|
|a We describe the development of a small-molecule mimic of Xaa-trans-Pro dipeptide in poly-L-proline type II helix conformation, based upon a (3R,6S,9S)-2-oxo-1-azabicyclo[4.3.0]nonane core structure. Stereoselective synthesis of the mimic from L-pyroglutamic acid is achieved in twelve linear steps and 9.9% yield. Configurational and conformational analyses are conducted using a combination of 1H NMR spectroscopy, X-ray crystallography and circular dichroism spectroscopy; and evaluation of the mimic as a promising surrogate dipeptide, in a protein-protein interaction between the SH3 domain of human Fyn kinase (Fyn SH3) and peptidomimetics of its biological ligand, are conducted by 1H-15N HSQC NMR titration experiments.
|
655 |
7 |
|
|a Article
|