N-terminus FITC labeling of peptides on solid support: the truth behind the spacer

被引：80

作者：

Jullian, Magali ^{[3
]}

Hernandez, Anays ^{[3
]}

Maurras, Amelie ^{[3
]}

Puget, Karine ^{[3
]}

Amblard, Muriel ^{[1
,2
]}

Martinez, Jean ^{[1
,2
]}

Subra, Gilles ^{[1
,2
]}

机构：

[1] Univ Montpellier I, CNRS, UMR 5247, Inst Biomol Max Mousseron, F-34093 Montpellier 5, France

[2] Univ Montpellier 2, CNRS, UMR 5247, Inst Biomol Max Mousseron, F-34093 Montpellier 5, France

[3] Genepep ZA Les Baronnes, F-34730 Prades Le Lez, France

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 03期

关键词：

FITC; Fluorescein isothiocyanante; Peptide labeling; SPPS; HMBA linker; Thiohydantoin; Peptide synthesis; Side reaction; ISOTHIOCYANATE;

D O I：

10.1016/j.tetlet.2008.10.141

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

Fluorescein isothiocyanate (FITC) is an amine reactive derivative of fluorescein dye that has wide ranging application in biochemistry. It has been extensively used to label peptides and proteins. However, its use in solid phase peptide synthesis is restricted. Indeed, in acidic conditions required for linker cleavage, N-ter FITC-labeled peptides undergo a cyclization leading to the formation of a fluorescein with subsequent removal of the last amino acid. This can be avoided when a spacer such as amino hexanoic acid is used or if non-acidic cleavage is operated to release targeted peptide from the resin. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：260 / 263

页数：4

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