Fluorinated Carbohydrates as Lectin Ligands: Versatile Sensors in 19F-Detected Saturation Transfer Difference NMR Spectroscopy

被引：55

作者：

Diercks, Tammo ^{[2
]}

Ribeiro, Joao P. ^{[1
]}

Canada, F. Javier ^{[1
]}

Andre, Sabine ^{[3
]}

Jimenez-Barbero, Jesus ^{[1
]}

Gabius, Hans-Joachim ^{[3
]}

机构：

[1] CSIC, Ctr Invest Biol, Madrid 28040, Spain

[2] CiC bioGUNE, NMR Fac, Derio 48160, Spain

[3] Univ Munich, Inst Physiol Chem, Tierarztliche Fak, D-80539 Munich, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2009年 / 15卷 / 23期

关键词：

carbohydrates; drug design; fluorinated ligands; glycoconjugates; NMR spectroscopy; CONFORMATIONAL-ANALYSIS; MOLECULAR-DYNAMICS; CONCANAVALIN-A; BINDING; GLYCOCLUSTERS; PRINCIPLES; DISCOVERY; LIBRARIES; GLYCANS; PLANT;

D O I：

10.1002/chem.200900168

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A 19F-observed Saturation Transfer Difference (STD) approach that yielded a maximally simplified, background-free spectrum of the α and β anomers of 2-fluoro-2-deoxy-d-glucose (2-FDG) was presented. The pulse sequence used a 19F, instead of 1H, 90° read-out pulse after selective 1H saturation, which left all 1H polarization undisturbed except during 1H decoupling. It was observed that by matching the decoupler pulse length to n full supercycles of the decoupler sequence during 19F observation, 1H polarization was flipped back for water, protein, and ligand. The new 19F-observed STD techniques offered significant resolution, sensitivity, and specificity, while provided a new method to study the typically weak binding of carbohydrates and glycomimetics to lectins.

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收藏

页码：5666 / 5668

页数：3

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