Quantification of cation-π interactions in protein-ligand complexes:: Crystal-structure analysis of factor Xa bound to a quaternary ammonium ion ligand

被引：89

作者：

Schärer, K

Morgenthaler, M

Paulini, R

Obst-Sander, U

Banner, DW ^{[1
]}

Schlatter, D

Benz, J

Stihle, M

Diederich, F

机构：

[1] F Hoffmann La Roche & Cie AG, Praklin Forsch, Div Pharma, CH-4070 Basel, Switzerland

[2] ETH Honggerberg, Organ Chem Lab, HCI, CH-8093 Zurich, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 28期

关键词：

cation-pi interactions; factor Xa; inhibitors; molecular recognition; thrombin;

D O I：

10.1002/anie.200500883

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) The aromatic box formed by the side chains Phe174, Tyr99, and Trp215 in the S4-pocket of Factor Xa is a very effective onium binding site (see picture; red O, blue N, green Cligand, gray Cprotein). The free enthalpy increment for cation-π interactions between quaternary ammonium ions and aromatic groups in this box is determined to be ΔΔG = 2.8 kcal mol-1. Database searches reveal that similar cation binding sites are not uncommon in biological systems. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：4400 / 4404

页数：5

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