DEFECT PEPTIDE CHEMISTRY - PERTURBATIONS IN THE STRUCTURE OF A HOMOPENTAPEPTIDE INDUCED BY A GUEST RESIDUE INTERRUPTING SIDE-CHAIN REGULARITY

被引:20
作者
BENEDETTI, E
PEDONE, C
PAVONE, V
DIBLASIO, B
SAVIANO, M
FATTORUSSO, R
CRISMA, M
FORMAGGIO, F
BONORA, GM
TONIOLO, C
KACZMAREK, K
REDLINSKI, AS
LEPLAWY, MT
机构
[1] UNIV PADUA,CNR,CTR BIOPOLYMER RES,DEPT ORGAN CHEM,I-35131 PADUA,ITALY
[2] TECH UNIV LODZ,INST ORGAN CHEM,PL-90924 LODZ,POLAND
关键词
D O I
10.1002/bip.360341012
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The fully blocked pentapeptide Tfa-(Deg),(2)-L-Abu-(Deg)(2)-OtBu (Tfa:triflouroacetyl; Deg: C-alpha,C-alpha-diethylglycine; OtBu: tert-butoxy) adopts in the crystal state a regular, right-handed 3(10)-helical structure stabilized by three N-H...O=C intramolecular 1 <-- 4 (or Clo) H bonds, as determined by an x-ray diffraction analysis. However, a Fourier transform ir absorption and H-1-nmr study strongly supports the view that in deuterochloroform solution the four Deg residues at both termini of the peptide main chain are involved in successive, fully extended C-5 forms. A comparison with the stable, fully developed, multiple Cg conformation of Tfa-(Deg)(5)-OtBu indicates that incorporation of an Abu guest residue, interrupting the side-chain uniformity of the host (Deg)(5) homopeptide, while altering only marginally the conformation in a solvent of low polarity, is responsible for a dramatic perturbation of the crystal-state structure. (C) 1994 John Wiley and Sons, Inc.
引用
收藏
页码:1409 / 1418
页数:10
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