Biotin labelling of amines by polymer-assisted solution-phase synthesis

被引：7

作者：

Golisade, A ^{[1
]}

Herforth, C ^{[1
]}

Wieking, K ^{[1
]}

Kunick, C ^{[1
]}

Link, A ^{[1
]}

机构：

[1] Univ Hamburg, Inst Pharm, D-20146 Hamburg, Germany

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2001年 / 11卷 / 13期

关键词：

D O I：

10.1016/S0960-894X(01)00296-7

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

An efficient and simple polymer-assisted approach has been developed to biotinylate multifunctional compounds bearing an amino functionality. Biotin was immobilized on aminomethylated polystyrene via the Kenner safety catch linker, activated and subsequently transferred to the amino function of the target compounds chemoselectively, thus avoiding protecting group operations. This approach holds potential for the introduction of spacer-modified biotin derivatives. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：1783 / 1786

页数：4

相关论文

共 11 条

[1] Activation method to prepare a highly reactive acylsulfonamide ''safety-catch'' linker for solid-phase synthesis [J].

Backes, BJ ;

Virgilio, AA ;

Ellman, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (12) :3055-3056

[2] CARBON-CARBON BOND-FORMING METHODS ON SOLID SUPPORT - UTILIZATION OF KENNER SAFETY-CATCH LINKER [J].

BACKES, BJ ;

ELLMAN, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (24) :11171-11172

[3] Polymer-assisted solution-phase synthesis of 2′-amido-2′-deoxyadenosine derivatives targeted at the NAD+-binding sites of parasite enzymes [J].

Golisade, A ;

Bressi, JC ;

Van Calenbergh, S ;

Gelb, MH ;

Link, A .

JOURNAL OF COMBINATORIAL CHEMISTRY, 2000, 2 (05) :537-544

[4]

Hashimoto M, 2001, CHEMBIOCHEM, V2, P52, DOI 10.1002/1439-7633(20010105)2:1<52::AID-CBIC52>3.3.CO

[5]

2-6

[6] SAFETY CATCH PRINCIPLE IN SOLID PHASE PEPTIDE SYNTHESIS [J].

KENNER, GW ;

MCDERMOT.JR ;

SHEPPARD, RC .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (12) :636-&

[7] Studies on development of sufficiently chemoselective N-acylation reagents:: N-acyl-N-(2,3,4,5,6-pentafluorophenyl)methanesulfonamides [J].

Kondo, K ;

Sekimoto, E ;

Nakao, J ;

Murakami, Y .

TETRAHEDRON, 2000, 56 (32) :5843-5856

[8] Syntheses of biotinylated α-galactosylceramides and their effects on the immune system and CD1 molecules [J].

Sakai, T ;

Naidenko, OV ;

Iijima, H ;

Kronenberg, M ;

Koezuka, Y .

JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (10) :1836-1841

[9] Paullones, a series of cyclin-dependent kinase inhibitors: Synthesis, evaluation of CDK1/cyclin B inhibition, and in vitro antitumor activity [J].

Schultz, C ;

Link, A ;

Leost, M ;

Zaharevitz, DW ;

Gussio, R ;

Sausville, EA ;

Meijer, L ;

Kunick, C .

JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (15) :2909-2919

[10] THE AVIDIN BIOTIN COMPLEX IN BIOANALYTICAL APPLICATIONS [J].

WILCHEK, M ;

BAYER, EA .

ANALYTICAL BIOCHEMISTRY, 1988, 171 (01) :1-32