Polymer-bound reagents for the introduction of spacer-modified biotin labels

被引：6
作者：
Herforth, C
Heidler, P
Franke, S
Link, A
机构：
[1] Univ Marburg, Fac Pharm, D-35032 Marburg, Germany
[2] Univ Hamburg, Fac Chem, D-20146 Hamburg, Germany
来源：
BIOORGANIC & MEDICINAL CHEMISTRY | 2004年 / 12卷 / 11期
关键词：
D O I：
10.1016/j.bmc.2004.03.038
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：
We have developed a method for the chemoselective introduction of spacer modified biotin labels into unprotected multifunctional amines. A range of novel biotin spacer conjugates attached to a polymer-bound sulfonamide anchor was prepared using established amide bond forming procedures. After chemical transformation of the attachment site by alkylation, the resulting reactive species were utilized as N-selective polymer-supported biotinylation reagents. The labeled compounds, obtained in good to excellent yield and purity, are free of residual biotin and possess a custom tailored distance from the immobilization site being especially suited for the immobilization on streptavidin-functionalized dextran layers of surface plasmon resonance detector chips. In addition, derivatives displaying a phenyl group were synthesized in order to demonstrate the versatility of the procedure for the simultaneous introduction of spacer-modified biotin and a UV-light absorbing moiety. The formation of biotin sulfoxides in the presence of in situ generated peroxides was investigated and is discussed. Our results suggest that this derivatization technique is a useful addition to the existing biotin labeling protocols. (C) 2004 Elsevier Ltd. All rights reserved.
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收藏
页码：2895 / 2902
页数：8
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