Use of controlled pore glass in solid phase oligosaccharide synthesis. Application to the semiautomated synthesis of a glyconucleotide conjugate

被引：27

作者：

Adinolfi, M ^{[1
]}

Barone, G ^{[1
]}

De Napoli, L ^{[1
]}

Iadonisi, A ^{[1
]}

Piccialli, G ^{[1
]}

机构：

[1] Univ Naples, Dipartimento Chim Organ & Biol, I-80134 Naples, Italy

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 14期

关键词：

D O I：

10.1016/S0040-4039(98)00103-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three polymeric supports (polystyrene, Tentagel and controlled pore glass) have been tested for solid phase synthesis of oligosaccharides based on the trichloroacetimidate methodology, Controlled pore glass has been found to yield satisfactory results with TMSOTf as the glycosylation promoter. An application to the on-line preparation of a glyconucleotide is also reported. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：1953 / 1956

页数：4

共 18 条

[1] Solid phase synthesis of oligosaccharides [J].

Adinolfi, M ;

Barone, G ;

DeNapoli, L ;

Iadonisi, A ;

Piccialli, G .

TETRAHEDRON LETTERS, 1996, 37 (28) :5007-5010

[2] SYNTHESIS OF MONOMANNOSIDE AND DIMANNOSIDE PHOSPHORAMIDITE DERIVATIVES FOR SOLID-PHASE CONJUGATION TO OLIGONUCLEOTIDES [J].

AKHTAR, S ;

ROUTLEDGE, A ;

PATEL, R ;

GARDINER, JM .

TETRAHEDRON LETTERS, 1995, 36 (40) :7333-7336

[3]

AKHTAR S, 1997, 9 EUR CARB S UTR NET, P229

[4] A STRATEGY FOR THE SOLID-PHASE SYNTHESIS OF OLIGOSACCHARIDES [J].

DANISHEFSKY, SJ ;

MCCLURE, KF ;

RANDOLPH, JT ;

RUGGERI, RB .

SCIENCE, 1993, 260 (5112) :1307-1309

[5] AUTOMATED SOLID-PHASE SYNTHESIS OF CYCLIC OLIGONUCLEOTIDES - A FURTHER IMPROVEMENT [J].

DENAPOLI, L ;

GALEONE, A ;

MAYOL, L ;

MESSERE, A ;

MONTESARCHIO, D ;

PICCIALLI, G .

BIOORGANIC & MEDICINAL CHEMISTRY, 1995, 3 (10) :1325-1329

[6]

DENAPOLI L, 1996, CHIM IT, V112, P755

[7]

DENAPOLI L, 1997, IN PRESS J ORG CHEM

[8]

GAIT MJ, 1984, OLIGONUCLEOTIDE SYNT

[9] Solid-phase synthesis of 6-deoxyoligosaccharides [J].

Hunt, JA ;

Roush, WR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (41) :9998-9999

[10] Parallel synthesis and screening of a solid phase carbohydrate library [J].

Liang, R ;

Yan, L ;

Loebach, J ;

Ge, M ;

Uozumi, Y ;

Sekanina, K ;

Horan, N ;

Gildersleeve, J ;

Thompson, C ;

Smith, A ;

Biswas, K ;

Still, WC ;

Kahne, D .

SCIENCE, 1996, 274 (5292) :1520-1522

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