Synthesis of new galactosyl and lactosyl carbamate-containing glycolipids

被引：5

作者：

Azoulay, M

Escriou, V

Florent, JC

Monneret, C

机构：

[1] Inst Curie, CNRS, UMR 176, Sect Rech, F-75248 Paris 05, France

[2] CRVA, CNRS Aventis Gencell, UMR 7001, F-94403 Vitry Sur Seine, France

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 2001年 / 20卷 / 09期

关键词：

D O I：

10.1081/CAR-100108661

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

An efficient synthesis of mono-, di- and tetrasaccharides linked to a lipid has been developed. Galactose or lactose was covalently coupled to a glycyldioctadecylamide, via well-defined chemical steps, in both an alpha and beta anomeric configuration. The multiantennary galactosyl ligands were obtained using 1,3-diamino-2-propanol as a scaffold.

引用

收藏

页码：841 / 853

页数：13

相关论文

共 23 条

[1] PROSPECTS FOR HUMAN-GENE THERAPY [J].

ANDERSON, WF .

SCIENCE, 1984, 226 (4673) :401-409

[2] A NEW, EFFICIENT METHOD FOR HYDROLYSIS OF THE ANOMERIC ACETYL GROUP IN SUBSTITUTED HEXOPYRANOSES [J].

BANASZEK, A ;

CORNET, XB ;

ZAMOJSKI, A .

CARBOHYDRATE RESEARCH, 1985, 144 (02) :342-345

[3] EFFICIENT GENE-TRANSFER INTO MAMMALIAN PRIMARY ENDOCRINE-CELLS WITH LIPOPOLYAMINE-COATED DNA [J].

BEHR, JP ;

DEMENEIX, B ;

LOEFFLER, JP ;

MUTUL, JP .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1989, 86 (18) :6982-6986

[4] Size reduction of galactosylated PEI/DNA complexes improves lectin-mediated gene transfer into hepatocytes [J].

Bettinger, T ;

Remy, JS ;

Erbacher, P .

BIOCONJUGATE CHEMISTRY, 1999, 10 (04) :558-561

[5] SELECTIVE CLEAVAGE OF ANOMERIC ACETYL GROUPS OF ACETYLATED GLYCOSYL RESIDUES BY HYDRAZINE [J].

EXCOFFIER, G ;

GAGNAIRE, D ;

UTILLE, JP .

CARBOHYDRATE RESEARCH, 1975, 39 (02) :368-373

[6] SYNTHESIS AND CHARACTERIZATION OF A TRIGALACTOSYLATED BISACRIDINE COMPOUND TO TARGET DNA TO HEPATOCYTES [J].

HAENSLER, J ;

SZOKA, FC .

BIOCONJUGATE CHEMISTRY, 1993, 4 (01) :85-93

[7] ENZYMES IN CARBOHYDRATE SYNTHESIS - LIPASE-CATALYZED SELECTIVE ACYLATION AND DEACYLATION OF FURANOSE AND PYRANOSE DERIVATIVES [J].

HENNEN, WJ ;

SWEERS, HM ;

WANG, YF ;

WONG, CH .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (21) :4939-4945

[8] Asialoglycoprotein receptor-mediated gene transfer using novel galactosylated cationic liposomes [J].

Kawakami, S ;

Yamashita, F ;

Nishikawa, M ;

Takakura, Y ;

Hashida, M .

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1998, 252 (01) :78-83

[9] Regioselective deacetylation of fully acetylated mono- and di-saccharides with hydrazine hydrate [J].

Khan, R ;

Konowicz, PA ;

Gardossi, L ;

Matulova, M ;

deGennaro, S .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1996, 49 (03) :293-298

[10] ANOMERIC O-ALKYLATION OF O-ACETYL-PROTECTED SUGARS [J].

KLOTZ, W ;

SCHMIDT, RR .

JOURNAL OF CARBOHYDRATE CHEMISTRY, 1994, 13 (08) :1093-1101