Quantification of cation-pi interactions in protein-ligand complexes: crystal-structure analysis of Factor Xa bound to a quaternary ammonium ion ligand.

Schärer K; Morgenthaler M; Paulini R; Obst-Sander U; Banner DW; Schlatter D; Benz J; Stihle M; Diederich F

doi:10.1002/anie.200500883

Quantification of cation-pi interactions in protein-ligand complexes: crystal-structure analysis of Factor Xa bound to a quaternary ammonium ion ligand.

Benz J ,

Affiliations

1. Laboratorium für Organische Chemie, ETH Hönggerberg, HCI, 8093 Zürich, Switzerland.
Authors
Schärer K¹
(1 author)

Angewandte Chemie (International ed. in English), 01 Jul 2005, 44(28):4400-4404
https://doi.org/10.1002/anie.200500883 PMID: 15952226

Abstract

No abstract provided.

Full text links

Read article at publisher's site: https://doi.org/10.1002/anie.200500883

References

Articles referenced by this article (41)

Medicinal chemistry in academia: molecular recognition with biological receptors.
Hof F, Diederich F
Chem Commun (Camb), (5):477-480 2004
MED: 14973570
Cation-pi interactions in ligand recognition and catalysis.
Zacharias N, Dougherty DA
Trends Pharmacol Sci, (6):281-287 2002
MED: 12084634
The Cationminus signpi Interaction.
Ma JC, Dougherty DA
Chem Rev, (5):1303-1324 1997
MED: 11851453
Cation-pi interactions in chemistry and biology: a new view of benzene, Phe, Tyr, and Trp.
Dougherty DA
Science, (5246):163-168 1996
MED: 8539615
Acetylcholine binding by a synthetic receptor: implications for biological recognition.
Dougherty DA, Stauffer DA
Science, (4987):1558-1560 1990
MED: 2274786
Title not supplied
Meyer
Angew. Chem. 2003
Interactions with aromatic rings in chemical and biological recognition.
Meyer EA, Castellano RK, Diederich F
Angew Chem Int Ed Engl, (11):1210-1250 2003
MED: 12645054
Cation-pi interactions in structural biology.
Gallivan JP, Dougherty DA
Proc Natl Acad Sci U S A, (17):9459-9464 1999
MED: 10449714
Title not supplied
Schärer
Helv. Chim. Acta 2004
Title not supplied
Olsen
Angew. Chem. 2003

Show 10 more references (10 of 41)

Citations & impact

Impact metrics

Citations

Jump to Citations

Data citations

Jump to Data

Citations of article over time

Smart citations by scite.ai
Explore citation contexts and check if this article has been supported or disputed.
https://scite.ai/reports/10.1002/anie.200500883

Supporting

Mentioning

Contrasting

Article citations

Trimethyllysine Reader Proteins Exhibit Widespread Charge-Agnostic Binding via Different Mechanisms to Cationic and Neutral Ligands.
Travis CR, Kean KM, Albanese KI, Henriksen HC, Treacy JW, Chao EY, Houk KN, Waters ML
J Am Chem Soc, 146(5):3086-3093, 24 Jan 2024
Cited by: 1 article | PMID: 38266163
Illuminating a Solvent-Dependent Hierarchy for Aromatic CH/π Complexes with Dynamic Covalent Glyco-Balances.
Díaz-Casado L, Villacampa A, Corzana F, Jiménez-Barbero J, Gómez AM, Santana AG, Asensio JL
JACS Au, 4(2):476-490, 02 Jan 2024
Cited by: 0 articles | PMID: 38425929 | PMCID: PMC10900200
This article is in the Europe PMC Open access subset. Refer to the copyright information in the article for licensing details.
Free full text in Europe PMC
Controlling Doxorubicin Release from a Peptide Hydrogel through Fine-Tuning of Drug-Peptide Fiber Interactions.
Elsawy MA, Wychowaniec JK, Castillo Díaz LA, Smith AM, Miller AF, Saiani A, Saiani A
Biomacromolecules, 23(6):2624-2634, 11 May 2022
Cited by: 13 articles | PMID: 35543610 | PMCID: PMC9198986
This article is in the Europe PMC Open access subset. Refer to the copyright information in the article for licensing details.
Free full text in Europe PMC
Accurate determination of protein:ligand standard binding free energies from molecular dynamics simulations.
Fu H, Chen H, Blazhynska M, Goulard Coderc de Lacam E, Szczepaniak F, Pavlova A, Shao X, Gumbart JC, Dehez F, Roux B, Cai W, Chipot C
Nat Protoc, 17(4):1114-1141, 11 Mar 2022
Cited by: 26 articles | PMID: 35277695 | PMCID: PMC10082674
Review Free full text in Europe PMC
Sodium-site in serine protease domain of human coagulation factor IXa: evidence from the crystal structure and molecular dynamics simulations study.
Vadivel K, Schreuder HA, Liesum A, Schmidt AE, Goldsmith G, Bajaj SP
J Thromb Haemost, 17(4):574-584, 06 Mar 2019
Cited by: 10 articles | PMID: 30725510 | PMCID: PMC6443445
Free full text in Europe PMC

Go to all (43) article citations

Data

Data that cites the article

This data has been provided by curated databases and other sources that have cited the article.

Proteins in UniProt

Coagulation factor X(UniProt - P00742)

Protein structures in PDBe

factor xa - cation(PDB - 2bok)
View structure

Search life-sciences literature (45,103,589 articles, preprints and more)

Quantification of cation-pi interactions in protein-ligand complexes: crystal-structure analysis of Factor Xa bound to a quaternary ammonium ion ligand.

Affiliations

Authors

Abstract

Full text links

References

Medicinal chemistry in academia: molecular recognition with biological receptors.

Cation-pi interactions in ligand recognition and catalysis.

The Cationminus signpi Interaction.

Cation-pi interactions in chemistry and biology: a new view of benzene, Phe, Tyr, and Trp.

Acetylcholine binding by a synthetic receptor: implications for biological recognition.

Title not supplied

Interactions with aromatic rings in chemical and biological recognition.

Cation-pi interactions in structural biology.

Title not supplied

Title not supplied

Citations & impact

Impact metrics

Citations of article over time

Smart citations by scite.ai
Explore citation contexts and check if this article has been supported or disputed.
https://scite.ai/reports/10.1002/anie.200500883

Article citations

Trimethyllysine Reader Proteins Exhibit Widespread Charge-Agnostic Binding via Different Mechanisms to Cationic and Neutral Ligands.

Illuminating a Solvent-Dependent Hierarchy for Aromatic CH/π Complexes with Dynamic Covalent Glyco-Balances.

Controlling Doxorubicin Release from a Peptide Hydrogel through Fine-Tuning of Drug-Peptide Fiber Interactions.

Accurate determination of protein:ligand standard binding free energies from molecular dynamics simulations.

Sodium-site in serine protease domain of human coagulation factor IXa: evidence from the crystal structure and molecular dynamics simulations study.

Data

Data that cites the article

Proteins in UniProt

Protein structures in PDBe

Similar Articles

Cation-pi interactions at the active site of factor Xa: dramatic enhancement upon stepwise N-alkylation of ammonium ions.

Urethanyl-3-amidinophenylalanine derivatives as inhibitors of factor Xa. X-ray crystal structure of a trypsin/inhibitor complex and modeling studies.

E-novo: an automated workflow for efficient structure-based lead optimization.

Cation-pi bonding and amino-aromatic interactions in the biomolecular recognition of substituted ammonium ligands.

Partnerships & funding

Similar Articles

Cation-pi interactions at the active site of factor Xa: dramatic enhancement upon stepwise N-alkylation of ammonium ions.
Angew Chem Int Ed Engl, 48(4):811-814, 01 Jan 2009

Urethanyl-3-amidinophenylalanine derivatives as inhibitors of factor Xa. X-ray crystal structure of a trypsin/inhibitor complex and modeling studies.
Biol Chem, 381(4):321-329, 01 Apr 2000

E-novo: an automated workflow for efficient structure-based lead optimization.
J Chem Inf Model, 49(7):1797-1809, 01 Jul 2009

Cation-pi bonding and amino-aromatic interactions in the biomolecular recognition of substituted ammonium ligands.

Search life-sciences literature (45,103,589 articles, preprints and more)

Quantification of cation-pi interactions in protein-ligand complexes: crystal-structure analysis of Factor Xa bound to a quaternary ammonium ion ligand.

Author information

Affiliations

Authors

Abstract

Full text links

References

Title not supplied

Title not supplied

Title not supplied

Citations & impact

Impact metrics

Citations of article over time

Article citations

Data

Data that cites the article

Proteins in UniProt

Protein structures in PDBe

Similar Articles

Partnerships & funding