GENERAL-SYNTHESIS OF PHOSPHATIDYLINOSITOL 3-PHOSPHATES

被引:49
作者
BRUZIK, KS
KUBIAK, RJ
机构
[1] Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago, Chicago
关键词
D O I
10.1016/0040-4039(95)00317-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Uniform synthetic approach to phosphatidylinositol 3-phosphate, 3,4-bisphosphate and 3,4,5-trisphosphate has been elaborated starting from 1D-1-O-tert-butyldiphenylsilyl- and 1,6-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-myo-inositols using regioselective benzoylation at the 3-, 3,4- and 3,4,5-positions of inositol.
引用
收藏
页码:2415 / 2418
页数:4
相关论文
共 24 条
[1]   THE SYNTHESIS OF SPECIFIC RIBONUCLEOTIDES AND UNRELATED PHOSPHORYLATED BIOMOLECULES BY THE PHOSPHORAMIDITE METHOD [J].
BEAUCAGE, SL ;
IYER, RP .
TETRAHEDRON, 1993, 49 (46) :10441-10488
[2]   INOSITOL PHOSPHATES AND CELL SIGNALING [J].
BERRIDGE, MJ ;
IRVINE, RF .
NATURE, 1989, 341 (6239) :197-205
[3]  
Bruzik K S, 1994, Bioorg Med Chem, V2, P49, DOI 10.1016/S0968-0896(00)82002-7
[4]   PHOSPHOLIPIDS CHIRAL AT PHOSPHORUS - STEREOCHEMICAL MECHANISM FOR THE FORMATION OF INOSITOL 1-PHOSPHATE CATALYZED BY PHOSPHATIDYLINOSITOL-SPECIFIC PHOSPHOLIPASE-C [J].
BRUZIK, KS ;
MOROCHO, AM ;
JHON, DY ;
RHEE, SG ;
TSAI, MD .
BIOCHEMISTRY, 1992, 31 (22) :5183-5193
[5]   PRACTICAL SYNTHESIS OF ENANTIOMERICALLY PURE MYOINOSITOL DERIVATIVES [J].
BRUZIK, KS ;
MYERS, J ;
TSAI, MD .
TETRAHEDRON LETTERS, 1992, 33 (08) :1009-1012
[6]   EFFICIENT AND SYSTEMATIC SYNTHESES OF ENANTIOMERICALLY PURE AND REGIOSPECIFICALLY PROTECTED MYOINOSITOLS [J].
BRUZIK, KS ;
TSAI, MD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (16) :6361-6374
[7]   PHOSPHOINOSITIDE 3-KINASE - A NEW EFFECTOR IN SIGNAL TRANSDUCTION [J].
DOWNES, CP ;
CARTER, AN .
CELLULAR SIGNALLING, 1991, 3 (06) :501-513
[8]   SYNTHESIS OF 1-0-(1,2-DI-0-PALMITOYL-SN-GLYCERO-3-PHOSPHO)-D-MYO-INOSITOL 4,5-BISPHOSPHATE - AN ANALOG OF NATURALLY-OCCURRING (PTD)INS(4,5)P2 [J].
DREEF, CE ;
ELIE, CJJ ;
HOOGERHOUT, P ;
VANDERMAREL, GA ;
VANBOOM, JH .
TETRAHEDRON LETTERS, 1988, 29 (49) :6513-6516
[9]  
FALCK JR, 1991, ACS SYM SER, V463, P145
[10]   IMPROVED SYNTHESES OF INOSITOL PHOSPHOLIPID ANALOGS [J].
JONES, M ;
RANA, KK ;
WARD, JG ;
YOUNG, RC .
TETRAHEDRON LETTERS, 1989, 30 (39) :5353-5356