Mild oxidation of Cytidine-sialic acid phosphite derivatives using dimethyldioxirane

被引:11
作者
Chappell, MD [1 ]
Halcomb, RL [1 ]
机构
[1] Univ Colorado, Dept Biochem & Chem, Boulder, CO 80309 USA
关键词
dimethyldioxirane; CMP-Neu5Ac;
D O I
10.1016/S0040-4039(98)80002-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The dimethyldioxirane oxidation of several Cytidine-Neu5Ac phosphite analogs is described. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1 / 4
页数:4
相关论文
共 11 条
[1]   SPECTRAL AND CHEMICAL-PROPERTIES OF DIMETHYLDIOXIRANE AS DETERMINED BY EXPERIMENT AND ABINITIO CALCULATIONS [J].
ADAM, W ;
CHAN, YY ;
CREMER, D ;
GAUSS, J ;
SCHEUTZOW, D ;
SCHINDLER, M .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (13) :2800-2803
[2]   Synthesis of CMP-sialic acid conjugates: Substrates for the enzymatic synthesis of natural and designed sialyl oligosaccharides [J].
Chappell, MD ;
Halcomb, RL .
TETRAHEDRON, 1997, 53 (32) :11109-11120
[3]   Enzyme-catalyzed synthesis of oligosaccharides that contain functionalized sialic acids [J].
Chappell, MD ;
Halcomb, RL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (14) :3393-3394
[4]   DIOXIRANE OXIDATIONS - TAMING THE REACTIVITY-SELECTIVITY PRINCIPLE [J].
CURCI, R ;
DINOI, A ;
RUBINO, MF .
PURE AND APPLIED CHEMISTRY, 1995, 67 (05) :811-822
[5]   Glycobiology: Toward understanding the function of sugars [J].
Dwek, RA .
CHEMICAL REVIEWS, 1996, 96 (02) :683-720
[6]   ENZYME-CATALYZED SYNTHESIS OF SIALYL OLIGOSACCHARIDE WITH INSITU REGENERATION OF CMP-SIALIC ACID [J].
ICHIKAWA, Y ;
SHEN, GJ ;
WONG, CH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (12) :4698-4700
[7]   OVERPRODUCTION OF CMP-SIALIC ACID SYNTHETASE FOR ORGANIC-SYNTHESIS [J].
LIU, JLC ;
SHEN, GJ ;
ICHIKAWA, Y ;
RUTAN, JF ;
ZAPATA, G ;
VANN, WF ;
WONG, CH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (10) :3901-3910
[8]   CHEMISTRY OF DIOXIRANES .12. DIOXIRANES [J].
MURRAY, RW .
CHEMICAL REVIEWS, 1989, 89 (05) :1187-1201
[9]   GLYCOBIOLOGY [J].
RADEMACHER, TW ;
PAREKH, RB ;
DWEK, RA .
ANNUAL REVIEW OF BIOCHEMISTRY, 1988, 57 :785-838
[10]   HIGH-EFFICIENCY SYNTHESIS OF SIALYLOLIGOSACCHARIDES AND SIALOGLYCOPEPTIDES [J].
UNVERZAGT, C ;
KUNZ, H ;
PAULSON, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (25) :9308-9309