Regioselective synthesis of photolabile P(1,2)- and P(4,5)-(o-nitrobenzyl) esters of myo-inositol 1,2,3,4,5,6-hexakisphosphate

被引：10

作者：

Chen, JA ^{[1
]}

Prestwich, GD ^{[1
]}

机构：

[1] SUNY STONY BROOK, DEPT CHEM, STONY BROOK, NY 11794 USA

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 06期

关键词：

D O I：

10.1016/S0040-4039(96)02501-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The regioselective synthesis of four caged InsP(6) derivatives is described. The synthesis employed allyl ester protecting groups, and Rh(I) could selectively deprotect all allyl phosphates in a single step without affecting the photolabile moieties. (C) 1997, Elsevier Science Ltd.

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页码：969 / 972

页数：4

相关论文

共 29 条

[1] CONTROLLING CELL CHEMISTRY WITH CAGED COMPOUNDS [J].

ADAMS, SR ;

TSIEN, RY .

ANNUAL REVIEW OF PHYSIOLOGY, 1993, 55 :755-784

[2] BIS(ALLYLOXY)(DIISOPROPYLAMINO)PHOSPHINE AS A NEW PHOSPHINYLATION REAGENT FOR THE PHOSPHORYLATION OF HYDROXY FUNCTIONS [J].

BANNWARTH, W ;

KUNG, E .

TETRAHEDRON LETTERS, 1989, 30 (32) :4219-4222

[3] A SIMPLE AND EFFECTIVE CHEMICAL PHOSPHORYLATION PROCEDURE FOR BIOMOLECULES [J].

BANNWARTH, W ;

TRZECIAK, A .

HELVETICA CHIMICA ACTA, 1987, 70 (01) :175-186

[4] PHOTOCHEMICAL RELEASE OF ATP FROM CAGED-ATP STUDIED BY TIME-RESOLVED INFRARED-SPECTROSCOPY [J].

BARTH, A ;

HAUSER, K ;

MANTELE, W ;

CORRIE, JET ;

TRENTHAM, DR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (41) :10311-10316

[5] A ROLE FOR A PERTUSSIS-TOXIN-SENSITIVE TRIMERIC G-PROTEIN IN STORE-OPERATED CA2+ INFLOW IN HEPATOCYTES [J].

BERVEN, LA ;

BARRITT, GJ .

FEBS LETTERS, 1994, 346 (2-3) :235-240

[6]

BIRD GS, 1992, J BIOL CHEM, V267, P17722

[7]

BIRD GSJ, 1993, J BIOL CHEM, V268, P8425

[8] Asymmetric total synthesis of D-myo-inositol 1,2,4,5-tetrakisphosphate and its P-2-(O-aminopropyl) derivative [J].

Chen, J ;

Dorman, G ;

Prestwich, GD .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (01) :393-397

[9] SELECTIVE CLEAVAGE OF ALLYL ETHERS UNDER MILD CONDITIONS BY TRANSITION-METAL REAGENTS [J].

COREY, EJ ;

SUGGS, JW .

JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (18) :3224-3224

[10] SYNTHESIS AND STRUCTURE OF CELLULAR MEDIATORS - INOSITOL POLYPHOSPHATE DIPHOSPHATES [J].

FALCK, JR ;

REDDY, KK ;

YE, JH ;

SAADY, M ;

MIOSKOWSKI, C ;

SHEARS, SB ;

TAN, Z ;

SAFRANY, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (49) :12172-12175