HELICAL SCREW SENSE OF HOMO-OLIGOPEPTIDES OF C-ALPHA-METHYLATED ALPHA-AMINO ACIDS AS DETERMINED WITH VIBRATIONAL CIRCULAR-DICHROISM

被引：28
|
作者：
YODER, G
KEIDERLING, TA
FORMAGGIO, F
CRISMA, M
TONIOLO, C
KAMPHUIS, J
机构：
[1] UNIV ILLINOIS,DEPT CHEM,CHICAGO,IL 60607
[2] UNIV PADUA,DEPT ORGAN CHEM,CNR,BIOPOLYMER RES CTR,I-35131 PADUA,ITALY
[3] DSM RES BV,BIOORGAN CHEM SECT,6160 MD GELEEN,NETHERLANDS
来源：
TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 03期
关键词：
D O I：
10.1016/0957-4166(95)00062-T
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Vibrational circular dichroism spectra for three homo-oligopeptides, p-BrBz-[D-(alpha Me)Phe](4,5)-OtBu and p-BrBz-(D-Iva)(5)-OtBu, are presented and interpreted to show that the C-alpha-methylated alpha-amino acids (alpha Me)Phe and Iva of the same optical configuration favor helical conformations of the opposite screw sense. The D-(alpha Me)Phe tetra- and pentapeptides are folded in a right-handed 3(10)-helix, which is consistent with previous findings regarding homo-oligomers of C alpha-methylated amino acids with gamma-branched side chains. On the other hand, the pentapeptide of D-Iva, with a linear side chain, is folded in a left-handed helical sense, in agreement with the behavior of peptides based on the D-enantiomers of protein amino acids.
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页码：687 / 690
页数：4
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