Unexpected reactivity of the 2′-carboxyl functionality in rhodamine dyes

被引：7

作者：

Haack, Richard A. ^{[1
]}

Gayda, Susan ^{[2
]}

Himmelsbach, Richard J. ^{[1
]}

Tetin, Sergey Y. ^{[2
]}

机构：

[1] Abbott Labs, Abbott Diagnost Div, Organ Chem Proc Design, 100 Abbott Pk Rd, Abbott Pk, IL 60064 USA

[2] Abbott Labs, Abbott Diagnost Div, Mol Binding Characterizat, 100 Abbott Pk Rd, Abbott Pk, IL 60064 USA

来源：

TETRAHEDRON LETTERS | 2017年 / 58卷 / 18期

关键词：

Rhodamine; Bioconjugation; Fluorescent; Fluorescein; Xanthene; FLUORESCENCE; FORMS;

D O I：

10.1016/j.tetlet.2017.03.054

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Contrary to previous literature reports, the reactivity of the 2' carboxylic acid in rhodamine dyes was found to be much more reactive than anticipated. Typically, the 4'- or 5'-carboxy functionality in dicaboxyrhodamines is targeted for bioconjugation use due to the supposed unreactivity of the 2' carboxylic acid. Reactive esters of 2'-carboxyrhodamine dyes lacking the 4'(5')-carboxy substitutions permit a simplified synthesis of single isomer dyes but possess similar reactivities useful for labeling studies. (C) 2017 Elsevier Ltd. All rights reserved.

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页码：1733 / 1737

页数：5

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