Solid-phase synthesis of a glycopeptide from the homophilic recognition domain of epithelial cadherin 1 using a O-pentafluorophenyluronium salt

被引：30

作者：

Habermann, J ^{[1
]}

Kunz, H ^{[1
]}

机构：

[1] Univ Mainz, Inst Organ Chem, D-55099 Mainz, Germany

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 3-4期

关键词：

D O I：

10.1016/S0040-4039(97)10569-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The beta-turn forming glycopeptide 6 from the homophilic recognition domain of mouse epithelial cadherin 1 carrying a T-N-antigen side chain was synthesised on solid phase using an allylic anchor and the new coupling reagent N,N-N',N'-bis(tetramethylene)-O-pentafluorophenyluronium hexafluorophosphate 3. (C) 1997 Elsevier Science Ltd. All rights reserved.

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页码：265 / 268

页数：4

相关论文

共 24 条

[1]

Bayer E., 1986, CHEM PEPTIDES PROTEI, V3, P3

[2] E-CADHERIN AS A TUMOR (INVASION) SUPPRESSOR GENE [J].

BIRCHMEIER, W .

BIOESSAYS, 1995, 17 (02) :97-99

[3] 1-HYDROXY-7-AZABENZOTRIAZOLE - AN EFFICIENT PEPTIDE COUPLING ADDITIVE [J].

CARPINO, LA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) :4397-4398

[4]

CIOMMER M, 1991, SYNLETT, P593

[5]

DOURTOGLOU V, 1978, TETRAHEDRON LETT, P1269

[6] O-BENZOTRIAZOLYL-N,N,N',N'-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE AS COUPLING REAGENT FOR THE SYNTHESIS OF PEPTIDES OF BIOLOGICAL INTEREST [J].

DOURTOGLOU, V ;

GROSS, B ;

LAMBROPOULOU, V ;

ZIOUDROU, C .

SYNTHESIS-STUTTGART, 1984, (07) :572-574

[7]

KISFALUDY L, 1983, SYNTHESIS-STUTTGART, P325

[8] NEW COUPLING REAGENTS IN PEPTIDE CHEMISTRY [J].

KNORR, R ;

TRZECIAK, A ;

BANNWARTH, W ;

GILLESSEN, D .

TETRAHEDRON LETTERS, 1989, 30 (15) :1927-1930

[9] ON OPTICAL PURITY OF PEPTIDE ACTIVE ESTERS PREPARED BY N,N'-DICYCLOHEXYLCARBODIIMIDE AND COMPLEXES OF N,N' -DICYCLOHEXYLCARBODIIMIDE-PENTACHLOROPHENOL AND N,N'-DICYCLOHEXYLCARBODIIMIDE-PENTAFLUOROPHENOL [J].

KOVACS, J ;

KISFALUDY, L ;

CEPRINI, MQ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (01) :183-+

[10] THE ALLYL GROUP AS MILDLY AND SELECTIVELY REMOVABLE CARBOXY-PROTECTING GROUP FOR THE SYNTHESIS OF LABILE O-GLYCOPEPTIDES [J].

KUNZ, H ;

WALDMANN, H .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1984, 23 (01) :71-72