An improved chemical and enzymatic synthesis of new fructose derivatives for import studies by the glucose transporter in parasites

被引：24

作者：

Page, P ^{[1
]}

Blonski, C ^{[1
]}

Perie, J ^{[1
]}

机构：

[1] UNIV TOULOUSE 3,GRP CHIM ORGAN BIOL,CNRS,F-31062 TOULOUSE,FRANCE

来源：

TETRAHEDRON | 1996年 / 52卷 / 05期

关键词：

D O I：

10.1016/0040-4020(95)01001-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This paper presents the chemoenzymatic synthesis of D-fructose analogues substitued at position C6. These compounds are the unique products of rabbit muscle aldolase catalyzed aldolisation of D-glyceraldehyde analogues (obtained by stereospecific chemical synthesis) with DHAP, followed by a dephosphorylation step with acid phosphatase.

引用

页码：1557 / 1572

页数：16

共 29 条

[11] THE SYNTHETIC METHODOLOGY OF NONRACEMIC GLYCIDOL AND RELATED 2,3-EPOXY ALCOHOLS [J].

HANSON, RM .

CHEMICAL REVIEWS, 1991, 91 (04) :437-475

[12] CHEMOENZYMATIC SYNTHESIS OF 6-DEOXY-D-FRUCTOSE AND 6-DEOXY-L-SORBOSE USING TRANSKETOLASE [J].

HECQUET, L ;

BOLTE, J ;

DEMUYNCK, C .

TETRAHEDRON, 1994, 50 (29) :8677-8684

[13]

Horecker B. L., 1972, ENZYMES, V7, P213, DOI DOI 10.1016/S1874-6047(08)60450-3

[14] ALPHA-AMINO ALDEHYDE EQUIVALENTS AS SUBSTRATES FOR RABBIT MUSCLE ALDOLASE - SYNTHESIS OF 1,4-DIDEOXY-D-ARABINITOL AND 2(R),5(R)-BIS(HYDROXYMETHYL)-3(R),4(R)-DIHYDROXYPYRROLIDINE [J].

HUNG, RR ;

STRAUB, JA ;

WHITESIDES, GM .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (12) :3849-3855

[15] PARA-NITROBENZOATE ESTERS OF EPOXY ALCOHOLS - CONVENIENT SYNTHONS FOR WATER-SOLUBLE EPOXY ALCOHOLS [J].

KO, SY ;

MASAMUNE, H ;

SHARPLESS, KB .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (04) :667-671

[16] A GENERAL AND FACILE SYNTHESIS OF BETA-HYDROXY AND GAMMA-HYDROXY PHOSPHONATES FROM EPOXIDES [J].

LI, ZG ;

RACHA, S ;

DAN, L ;

ELSUBBAGH, H ;

ABUSHANAB, E .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (21) :5779-5783

[17] FRUCTOSE 1,6-DIPHOSPHATE ALDOLASE-CATALYZED STEREOSELECTIVE C-C BOND FORMATION [J].

LIU, KKC ;

PEDERSON, RL ;

WONG, CH .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (11) :2669-2673

[18]

Meyerhof O, 1936, BIOCHEM Z, V286, P319

[19] STEREOSELECTIVE AND STEREOSPECIFIC REACTIONS .3. BENZOYLATION, CYCLIZATION, AND EPIMERIZATION OF DIOLS [J].

MITSUNOBU, O ;

KIMURA, J ;

IIIZUMI, K ;

YANAGIDA, N .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1976, 49 (02) :510-513

[20] COMPARTMENTATION OF CARBOHYDRATE-METABOLISM IN TRYPANOSOMES [J].

OPPERDOES, FR .

ANNUAL REVIEW OF MICROBIOLOGY, 1987, 41 :127-151

← 1 2 3 →