Synthesis of glycosylated peptides by NCA polymerization for recognition of human T-cells

被引：32

作者：

Stoehr, Thomas ^{[1
]}

Blaudszun, Andre-Rene ^{[2
]}

Steinfeld, Ute ^{[2
]}

Wenz, Gerhard ^{[1
]}

机构：

[1] Univ Saarland, D-66123 Saarbrucken, Germany

[2] Univ Saarland, KIST Europe, D-66123 Saarbrucken, Germany

来源：

POLYMER CHEMISTRY | 2011年 / 2卷 / 10期

关键词：

BETA-CYCLODEXTRIN; L-LYSINE; BINDING; CHEMISTRY; PROTEIN; GUEST; POLYPEPTIDES; ACTIVATION; EXPRESSION; DESIGN;

D O I：

10.1039/c1py00187f

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Peracetylated sugars (glucose, mannose, galactose) were attached via a thiourea linker to the 3-amino group of alpha-BOC-lysine and alpha-Z-lysine. After transformation to the N-carboxyanhydride (NCA), the product was copolymerized with both PEGylated lysine-NCA and epsilon-TFA-lysine-NCA by both tertiary amine and nickel complex catalysts. The resulting statistical copolypeptides are water-soluble after global deprotection and show an alpha-helical secondary structure. Fluorescein isothiocyanate (FITC) was then coupled to the free epsilon-NH2 groups of the lysine repeating units. The galactosylated fluorescent peptides are specifically incorporated in human T lymphocytes at 37 degrees C, as shown by flow cytometry and fluorescence microscopy. Therefore they are potentially useful for selective staining of cells or targeted drug delivery.

引用

页码：2239 / 2248

页数：10

共 52 条

[21] Optimization of N-carboxyanhydride (NCA) polymerization by variation of reaction temperature and pressure [J].