THE 1ST TOTAL SYNTHESIS OF THE ANTITHROMBIN-III BINDING-SITE OF PORCINE MUCOSA HEPARIN

被引:21
作者
DUCHAUSSOY, P
LEI, PS
PETITOU, M
SINAY, P
LORMEAU, JC
CHOAY, J
机构
[1] SANOFI RECH,CTR CHOAY,9 RUE PRESIDENT SALVADOR ALLENDE,F-94256 GENTILLY,FRANCE
[2] ECOLE NORM SUPER,CNRS,CHIM LAB,F-75231 PARIS 05,FRANCE
关键词
D O I
10.1016/S0960-894X(00)80239-5
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The synthesis of a pentasaccharide containing a N-acetyl-glucosamine unit and corresponding to the major natural sequence required in heparin for binding to antithrombin III is reported for the first time. This compound elicits anti-factor Xa activity and high affinity for antithrombin III.
引用
收藏
页码:99 / 102
页数:4
相关论文
共 15 条
[1]  
ANWER MK, 1980, SYNTHESIS-STUTTGART, P929
[2]  
ANWER MK, 1981, TETRAHEDRON LETT, P4369
[3]   MECHANISM OF THE ANTICOAGULANT ACTION OF HEPARIN [J].
BJORK, I ;
LINDAHL, U .
MOLECULAR AND CELLULAR BIOCHEMISTRY, 1982, 48 (03) :161-182
[4]  
CERNY M, 1965, COLLECT CZECH CHEM C, V30, P1151
[5]   EVIDENCE FOR CONFORMATIONAL EQUILIBRIUM OF THE SULFATED L-IDURONATE RESIDUE IN HEPARIN AND IN SYNTHETIC HEPARIN MONOSACCHARIDES AND OLIGOSACCHARIDES - NMR AND FORCE-FIELD STUDIES [J].
FERRO, DR ;
PROVASOLI, A ;
RAGAZZI, M ;
TORRI, G ;
CASU, B ;
GATTI, G ;
JACQUINET, JC ;
SINAY, P ;
PETITOU, M ;
CHOAY, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (21) :6773-6778
[6]  
LANE DA, 1989, HEPARIN, P65
[7]   STRUCTURAL VARIATION IN THE ANTITHROMBIN-III BINDING-SITE REGION AND ITS OCCURRENCE IN HEPARIN FROM DIFFERENT SOURCES [J].
LOGANATHAN, D ;
WANG, HM ;
MALLIS, LM ;
LINHARDT, RJ .
BIOCHEMISTRY, 1990, 29 (18) :4362-4368
[8]  
PAULSEN H, 1973, CHEM BER, V111, P2334
[9]   SYNTHESIS OF HEPARIN FRAGMENTS - A CHEMICAL SYNTHESIS OF THE PENTASACCHARIDE O-(2-DEOXY-2-SULFAMIDO-6-O-SULFO-ALPHA-DEUTERIUM-GLUCOPYRANOSYL)-(1-]4)-O-(BETA-DEUTERIUM-GLUCOPYRANOSYLURONIC ACID)-(1-]4)-O-(2-DEOXY-2-SULFAMIDO-3,6-DI-O-SULFO-ALPHA-DEUTERIUM-GLUCOPYRANOSYL)-(1-]4)-O-(2-O-SULFO-ALPHA-L-IDOPYRANOSYLURONIC ACID)-(1-]4)-2-DEOXY-2-SULFAMIDO-6-O-SULFO-DEUTERIUM-GLUCOPYRANOSE DECASODIUM SALT, A HEPARIN FRAGMENT HAVING HIGH-AFFINITY FOR ANTITHROMBIN-IIIA [J].
PETITOU, M ;
DUCHAUSSOY, P ;
LEDERMAN, I ;
CHOAY, J ;
SINAY, P ;
JACQUINET, JC ;
TORRI, G .
CARBOHYDRATE RESEARCH, 1986, 147 (02) :221-236
[10]   SYNTHESIS OF HEPARIN FRAGMENTS - A METHYL ALPHA-PENTAOSIDE WITH HIGH-AFFINITY FOR ANTITHROMBIN-III [J].
PETITOU, M ;
DUCHAUSSOY, P ;
LEDERMAN, I ;
CHOAY, J ;
JACQUINET, JC ;
SINAY, P ;
TORRI, G .
CARBOHYDRATE RESEARCH, 1987, 167 :67-75