New syntheses for 11-(mercaptoundecyl)triethylene glycol and mercaptododecyltriethyleneoxy biotin amide

被引：15

作者：

Canaria, CA

Smith, JO

Yu, CJ

Fraser, SE

Lansford, R

机构：

[1] CALTECH, Dept Biol, Pasadena, CA 91125 USA

[2] CALTECH, Dept Chem, Pasadena, CA 91125 USA

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 28期

关键词：

self-assembled monolayer; SAM; biotin; alkyl thiol; streptavidin; biofunctionalization;

D O I：

10.1016/j.tetlet.2005.04.091

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel syntheses for mercaptododecyltriethyleneoxy biotin amide and 11-(mercaptoundecyl)triethylene glycol are presented here. Such alkyl thiols are popular components in creating monolayers capable of specifically binding proteins. The development of a variety of functionalized alkyl thiol compounds has a great impact on biosensor substrate design. In our synthesis of mercaptododecyltriethylencoxy biotin amide, we couple aminotriethyleneoxydodecane disulfide to the NHS-activated biotin; this technique is amenable to attaching a carboxylated molecule of interest in order to create the functionalized alkyl thiol of choice. The 11-(mercaptoundecyl)triethylene glycol synthesis presented here is an alternative method easily completed in three steps. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：4813 / 4816

页数：4

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