GLYCOSYLIMIDATES .50. GLYCOSYLATION WITH HIGHLY REACTIVE GLYCOSYL DONORS - EFFICIENCY OF THE INVERSE PROCEDURE

被引:175
作者
SCHMIDT, RR
TOEPFER, A
机构
[1] Fakultät Chemie, Universität Konstanz, D-7750 Konstanz
关键词
D O I
10.1016/S0040-4039(00)92704-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alpha-Fucosylation with the reactive trichloroacetimidate 1 as donor and disaccharides 2 and 4 as acceptors led to a remarkable increase in yield under ''inverse conditions'', i.e. addition of the donor to an acceptor/catalyst solution. Thus, acceptor/catalyst complex formation enforcing the generation of the glycosylating species in the vicinity of the acceptor is favored yielding building blocks for antigen determinant synthesis
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页码:3353 / 3356
页数:4
相关论文
共 35 条
[1]   STREPTOCOCCUS-PNEUMONIAE TYPE-XIV POLYSACCHARIDE - SYNTHESIS OF A REPEATING BRANCHED TETRASACCHARIDE WITH DIOXA-TYPE SPACER-ARMS [J].
AMVAMZOLLO, PH ;
SINAY, P .
CARBOHYDRATE RESEARCH, 1986, 150 (01) :199-212
[2]  
BOMMER R, 1990, THESIS U KONSTANZ
[3]   GLYCOSPHINGOLIPIDS AND ANTITUMOR IMMUNITY [J].
DYATLOVITSKAYA, EV ;
BERGELSON, LD .
BIOCHIMICA ET BIOPHYSICA ACTA, 1987, 907 (02) :125-143
[5]   CARBOHYDRATE STRUCTURES OF GLYCOPROTEINS AND GLYCOLIPIDS AS DIFFERENTIATION ANTIGENS, TUMOR-ASSOCIATED ANTIGENS AND COMPONENTS OF RECEPTOR SYSTEMS [J].
FEIZI, T ;
CHILDS, RA .
TRENDS IN BIOCHEMICAL SCIENCES, 1985, 10 (01) :24-29
[6]  
HAKOMORI S, 1964, J BIOL CHEM, V239, P3606
[7]  
HAKOMORI S, 1985, CANCER RES, V45, P2405
[8]   TUMOR-ASSOCIATED CARBOHYDRATE ANTIGENS [J].
HAKOMORI, S .
ANNUAL REVIEW OF IMMUNOLOGY, 1984, 2 :103-126
[9]   THE HAPTEN STRUCTURE OF A DEVELOPMENTALLY REGULATED GLYCOLIPID ANTIGEN (SSEA-1) ISOLATED FROM HUMAN-ERYTHROCYTES AND ADENOCARCINOMA - A PRELIMINARY NOTE [J].
HAKOMORI, S ;
NUDELMAN, E ;
LEVERY, S ;
SOLTER, D ;
KNOWLES, BB .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1981, 100 (04) :1578-1586
[10]  
HAKOMORI S, 1986, SCI AM, V254, P32