SYNTHESIS OF (+/-)-3-O-ALKYLATED MYOINOSITOL 1,4,5-TRISPHOSPHATE ANALOGS AS POTENT RECEPTOR LIGANDS AND ENZYME-INHIBITORS

被引：10

作者：

LIU, CS ^{[1
]}

POTTER, BVL ^{[1
]}

机构：

[1] UNIV BATH,SCH PHARM & PHARMACOL,DEPT MED CHEM,BATH BA2 7AY,AVON,ENGLAND

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 45期

关键词：

D O I：

10.1016/S0040-4039(00)74432-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of novel analogues of myo-inositol 1,4,5-trisphosphate alkylated at the 3-position from myo-inositol is described using a protection/deprotection sequence employing allyl, benzyl and p-methoxybenzyl groups.

引用

页码：8457 / 8460

页数：4

共 19 条

[1]

BERRIDGE MJ, 1987, ANNU REV BIOCHEM, V56, P159, DOI 10.1146/annurev.bi.56.070187.001111

[2] INOSITOL TRISPHOSPHATE AND CALCIUM SIGNALING [J].

BERRIDGE, MJ .

NATURE, 1993, 361 (6410) :315-325

[3] SYNTHESIS OF DL-MYO-INOSITOL 1,4,5-TRISPHOSPHATE [J].

COOKE, AM ;

POTTER, BVL ;

GIGG, R .

TETRAHEDRON LETTERS, 1987, 28 (20) :2305-2308

[4] PURIFIED INOSITOL 1,4,5-TRISPHOSPHATE RECEPTOR MEDIATES CALCIUM FLUX IN RECONSTITUTED LIPID VESICLES [J].

FERRIS, CD ;

HUGANIR, RL ;

SUPATTAPONE, S ;

SNYDER, SH .

NATURE, 1989, 342 (6245) :87-89

[5] PRIMARY STRUCTURE AND FUNCTIONAL EXPRESSION OF THE INOSITOL 1,4,5-TRISPHOSPHATE-BINDING PROTEIN-P400 [J].

FURUICHI, T ;

YOSHIKAWA, S ;

MIYAWAKI, A ;

WADA, K ;

MAEDA, N ;

MIKOSHIBA, K .

NATURE, 1989, 342 (6245) :32-38

[6] (+/-)-1,2-4,5-DI-O-ISOPROPYLIDENE-MYO-INOSITOL [J].

GIGG, J ;

GIGG, R ;

PAYNE, S ;

CONANT, R .

CARBOHYDRATE RESEARCH, 1985, 142 (01) :132-134

[7] THE ALLYL GROUP FOR PROTECTION IN CARBOHYDRATE-CHEMISTRY .20. SYNTHESIS OF 1L-1-O-METHYL-MYO-INOSITOL [(+)-BORNESITOL] BY RESOLUTION OF (+/-)-1,2,4-TRI-O-BENZYL-MYO-INOSITOL [J].

GIGG, J ;

GIGG, R ;

PAYNE, S ;

CONANT, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (08) :1757-1762

[8]

Irvine Robin F., 1992, Advances in Second Messenger and Phosphoprotein Research, V26, P161

[9] DEOXYGENATED INOSITOL 1,4,5-TRISPHOSPHATE ANALOGS AND THEIR INTERACTION WITH METABOLIC ENZYMES - (1R,2R,4R)-CYCLOHEXANE-1,2,4-TRIS(METHYLENESULFONATE) - A POTENT SELECTIVE 5-PHOSPHATASE INHIBITOR [J].

KOZIKOWSKI, AP ;

OGNYANOV, VI ;

CHEN, CP ;

FAUD, AH ;

SAFRANY, ST ;

WILCOX, RA ;

NAHORSKI, SR .

JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (20) :3035-3038

[10] SYNTHESIS OF THE 1ST OPTICALLY PURE, FLUORINATED INOSITOL 1,4,5-TRISPHOSPHATE OF MYOINOSITOL STEREOCHEMISTRY AND ITS EFFECT ON CA-2+ RELEASE IN SWISS 3T3 CELLS [J].

KOZIKOWSKI, AP ;

FAUQ, AH ;

AKSOY, IA ;

SEEWALD, MJ ;

POWIS, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (20) :7403-7404

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