X-RAY CONFORMATIONAL STUDY OF HYDRAZINO PEPTIDE ANALOGS

被引:42
作者
AUBRY, A
BAYEUL, D
MANGEOT, JP
VIDAL, J
STERIN, S
COLLET, A
LECOQ, A
MARRAUD, M
机构
[1] ECOLE NORMALE SUPER LYON,CNRS,UM 117,F-69364 LYONS 07,FRANCE
[2] INST NATL POLYTECH LORRAINE,ECOLE NATL SUPER IND CHIM,CNRS,URA 494,F-54001 NANCY,FRANCE
关键词
D O I
10.1002/bip.360310625
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
We have solved the crystal structures of nine pseudo-peptide analogues deriving from the hydrazino analogue of glycine or valine (N-beta-H-2-N-alpha-H-C-alpha-HR-CO2H, R = H or iPr) or proline (N-beta-H-2-N-alpha-C-alpha-H-CO2H) and containing the hydrazide (CO-N-beta-H-N-alpha <) or N-beta-Z-aminoamide [GRAPHICS] [CO-N-alpha(N-beta-HZ)] peptidomimetic link. This study gives access to the average geometry of these two links, to their inter- and intramolecular interaction modes, and to their influence on the conformational properties of the molecules.
引用
收藏
页码:793 / 801
页数:9
相关论文
共 20 条
[1]   PIVALOYL-L-PROLYL-N'-ISOPROPYLGLYCINAMIDE [J].
AUBRY, A ;
PROTAS, J ;
BOUSSARD, G ;
MARRAUD, M .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1980, 36 (NOV) :2822-2824
[2]  
BENEDETTI E, 1983, INT J PEPT PROT RES, V21, P163
[3]  
BENEDETTI E, 1977, PEPTIDES, P257
[4]   ALPHA-HYDRAZINOALIPHATIC ACIDS .1. ALPHA-HYDRAZINOALIPHATIC ACIDS AND ALPHA-(1-METHYLHYDRAZINO)ALIPHATIC ACIDS [J].
CARMI, A ;
POLLAK, G ;
YELLIN, H .
JOURNAL OF ORGANIC CHEMISTRY, 1960, 25 (01) :44-46
[5]  
Carpino L.A., 1986, J ORG CHEM, V51, P3734
[6]   STEREOSELECTIVE AMINATION OF CHIRAL ENOLATES - A NEW APPROACH TO THE ASYMMETRIC-SYNTHESIS OF ALPHA-HYDRAZINO AND ALPHA-AMINO-ACID DERIVATIVES [J].
EVANS, DA ;
BRITTON, TC ;
DOROW, RL ;
DELLARIA, JF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (20) :6395-6397
[7]  
Genari C., 1986, J AM CHEM SOC, V108, P6394
[8]   HYDRAZINVERBINDUNGEN ALS HETEROBESTANDTEILE IN PEPTIDEN .X. SYNTHESE EINES ELEDOISIN-HETEROOCTAPEPTIDES MIT L-ALPHA-HYDRAZINO-BETA-PHENYL-PROPIONSAURE (NHPHE) STATT PHENYLALANIN [J].
GRUPE, R ;
NIEDRICH, H .
CHEMISCHE BERICHTE-RECUEIL, 1967, 100 (10) :3283-&
[9]   ISOLATION CHARACTERIZATION AND SYNTHESIS OF LINATINE . A VITAMIN B6 ANTAGONIST FROM FLAXSEED (LINUM USITATISSIMUM) [J].
KLOSTERMAN, HJ ;
LAMOUREUX, GL ;
PARSONS, JL .
BIOCHEMISTRY, 1967, 6 (01) :170-+
[10]  
MAIN P, 1980, MULTAN SYSTEM COMPUT