H-1-NMR STUDY OF GLYCOPEPTIDES WITH THE TRIPLET SEQUENCE ASN-GLY-SER

被引:12
作者
ISHII, H
INOUE, Y
CHUJO, R
机构
[1] Tokyo Inst of Technology, Dep of, Polymer Chemistry, Tokyo, Jpn, Tokyo Inst of Technology, Dep of Polymer Chemistry, Tokyo, Jpn
关键词
CONFORMATION - GLYCOPEPTIDES - NMR - TRIPLET SEQUENCE;
D O I
10.1295/polymj.17.693
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The conformation and intramolecular interactions in solution were investigated for the glycopeptides, Boc-Asn(GlcNac)-OMe, Boc-Asn(GlcNAc)-Gly-OMe, and Boc-Asn(GlcNAc)-Gly-Ser-OMe with the aids of **1H NMR. There are no specific intramolecular interactions in glycopeptides and the hydrogen bond between the side chains of Asn and Ser was not found in Boc-Asn(GlcNAc)-Gly-Ser-OMe contrary to that in Boc-Asn-Gly-Ser-OMe. The side chain conformation of the triplet sequence is considerably affected by N-glycosylation.
引用
收藏
页码:693 / 700
页数:8
相关论文
共 19 条
[1]   CARBOHYDRATE-PEPTIDE LINKAGE IN GLYCOPROTEINS [J].
AUBERT, JP ;
BISERTE, G ;
LOUCHEUXLEFEBVRE, MH .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1976, 175 (02) :410-418
[2]   CONFORMATIONAL ASPECTS OF N-GLYCOSYLATION OF PROTEINS - STUDIES WITH LINEAR AND CYCLIC-PEPTIDES AS PROBES [J].
BAUSE, E ;
HETTKAMP, H ;
LEGLER, G .
BIOCHEMICAL JOURNAL, 1982, 203 (03) :761-768
[3]   THE ROLE OF THE HYDROXY AMINO-ACID IN THE TRIPLET SEQUENCE ASN-XAA-THR(SER) FOR THE N-GLYCOSYLATION STEP DURING GLYCOPROTEIN-BIOSYNTHESIS [J].
BAUSE, E ;
LEGLER, G .
BIOCHEMICAL JOURNAL, 1981, 195 (03) :639-644
[4]   PEPTIDE CHAIN CONFORMATION AND GLYCOSYLATION OF GLYCOPROTEINS [J].
BEELEY, JG .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1977, 76 (04) :1051-1055
[5]   A general procedure of the peptide synthesis. [J].
Bergmann, M ;
Zervas, L .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1932, 65 (07) :1192-1201
[6]   HERSTELLUNG VON ALPHA-AMINOSAUREESTERN DURCH ALKOHOLYSE DER METHYLESTER [J].
BRENNER, M ;
HUBER, W .
HELVETICA CHIMICA ACTA, 1953, 36 (05) :1109-1115
[7]   CONFORMATION OF THE GLYCOPEPTIDE LINKAGE IN ASPARAGINE-LINKED GLYCOPROTEINS [J].
BUSH, CA ;
DUBEN, A ;
RALAPATI, S .
BIOCHEMISTRY, 1980, 19 (03) :501-504
[8]  
DESLAURIERS R, 1980, BIOL MAGN RESON, V2, P243
[9]   MONTE-CARLO CALCULATIONS ON THE CONFORMATIONS OF MODELS FOR THE GLYCOPEPTIDE LINKAGE OF GLYCOPROTEINS [J].
DUBEN, AJ ;
BUSH, CA .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1983, 225 (01) :1-15
[10]   IMPROVED COMPONENT VICINAL COUPLING-CONSTANTS FOR CALCULATING SIDE-CHAIN CONFORMATIONS IN AMINO-ACIDS [J].
FEENEY, J .
JOURNAL OF MAGNETIC RESONANCE, 1976, 21 (03) :473-478