PEPTIDES FROM CHIRAL C(ALPHA,ALPHA)-DISUBSTITUTED GLYCINES - SYNTHESIS AND CONFORMATIONAL-ANALYSIS OF HOMOCHIRAL (ALPHA-ME) LEU ALA MODEL PEPTIDES/

Authors
KAMPHUIS J BOESTEN WHJ SCHOEMAKER HE AUBRY A BAYEUL D DAUTANT A PANTANO M FORMAGGIO F CRISMA M BONORA GM TONIOLO C
Citation
J. Kamphuis et al., PEPTIDES FROM CHIRAL C(ALPHA,ALPHA)-DISUBSTITUTED GLYCINES - SYNTHESIS AND CONFORMATIONAL-ANALYSIS OF HOMOCHIRAL (ALPHA-ME) LEU ALA MODEL PEPTIDES/, Recueil des travaux chimiques des Pays-Bas, 113(1), 1994, pp. 29-34
Citations number
38
Categorie Soggetti
Chemistry
Journal title
Recueil des travaux chimiques des Pays-Bas → ACNP
ISSN journal
01650513
Volume
113
Issue
1
Year of publication
1994
Pages
29 - 34
Database
ISI
SICI code
0165-0513(1994)113:1<29:PFCCG->2.0.ZU;2-0
Abstract
Homochiral (alphaMe)Leu/Ala and Leu/Ala model peptides were synthesize d by solution methods and fully characterized. A solution conformation al analysis of the tripeptides was carried out using FT-IR absorption and H-1 NMR. The crystal-state structure of Z-D-(alphaMe)Leu-(D-Ala)2- OMe monohydrate was resolved by X-ray diffraction. The results obtaine d support the conclusion that the tendency of the non-coded (alphaMe)L eu residue to fold into beta-bends and helical structures is markedly higher than that of its unmethylated protein counterpart (Leu).