A SINGLE-POINT CHIRAL INVERSION THAT SELFORGANIZES A RANDOMCOIL PEPTIDE - APOLAR SOLVENT CONFORMATION OF BOC-(L-BACKSLASH-D)-GLU-ALA-LEU-LYSNHME

Authors
BOBDE V BERI S RAWALE S SATYANARAYANA CVV DURANI S
Citation
V. Bobde et al., A SINGLE-POINT CHIRAL INVERSION THAT SELFORGANIZES A RANDOMCOIL PEPTIDE - APOLAR SOLVENT CONFORMATION OF BOC-(L-BACKSLASH-D)-GLU-ALA-LEU-LYSNHME, Tetrahedron, 51(10), 1995, pp. 3077-3086
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
10
Year of publication
1995
Pages
3077 - 3086
Database
ISI
SICI code
0040-4020(1995)51:10<3077:ASCITS>2.0.ZU;2-W
Abstract
The tetrapeptide Boc-L-Glu-Ala-Leu-LysNHMe (1) reveals a random coil c onformation, based on its Glu(gamma) and Lys(epsilon) methylene proton aniosotropic shift, GluNH chemical shift, NOEs in chloroform-DMSO (6: 1), and its amide proton temperature coefficients in DMSO, while on si milar considerations, the diastereomer Boc-D-Glu-Ala-Leu-LysNHMe (2) i s characterized as a highly ordered 3/10 type distorted protohelix wit h a remarkably stable intramolecular salt bridge under these solvent c onditions.