Cation-π interactions in ligand recognition and catalysis

被引：400

作者：

Zacharias, N ^{[1
]}

Dougherty, DA ^{[1
]}

机构：

[1] CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA

来源：

TRENDS IN PHARMACOLOGICAL SCIENCES | 2002年 / 23卷 / 06期

关键词：

D O I：

10.1016/S0165-6147(02)02027-8

中图分类号：

R9 [药学];

学科分类号：

1007 ;

摘要：

The cation-pi interaction is a potent, general noncovalent binding force that is observed in a wide range of biological contexts. Here, we present an overview of well documented cases in which a cation-pi interaction makes an important contribution to small-molecule recognition at a protein binding site. From these and other studies it is clear that, in addition to the hydrophobic effect, hydrogen bonding and ion pairing, the cation-it interaction must be considered when evaluating drug-receptor interactions.

引用

页码：281 / 287

页数：7

共 77 条

[61] Chemically reactive immunogens lead to functional convergence of the immune response [J].

Shulman, H ;

Makarov, C ;

Ogawa, AK ;

Romesberg, F ;

Keinan, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (44) :10743-10753

[62] A glia-derived acetylcholine-binding protein that modulates synaptic transmission [J].

Smit, AB ;

Syed, NI ;

Schaap, D ;

van Minnen, J ;

Klumperman, J ;

Kits, KS ;

Lodder, H ;

van der Schors, RC ;

van Elk, R ;

Sorgedrager, B ;

Brejc, K ;

Sixma, TK ;

Geraerts, WPM .

NATURE, 2001, 411 (6835) :261-268

[63] Escherichia coli dimethylallyl diphosphate:tRNA dimethylallyltransferase:: Site-directed mutagenesis of highly conserved residues [J].

Soderberg, T ;

Poulter, CD .

BIOCHEMISTRY, 2001, 40 (06) :1734-1740

[64] The role of tryptophan residues in the 5-hydroxytryptamines receptor ligand binding domain [J].

Spier, AD ;

Lummis, SCR .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2000, 275 (08) :5620-5625

[65]

St Charles R, 2000, PROTEIN SCI, V9, P265

[66] Crystal structure of the B7-1/CTLA-4 complex that inhibits human immune responses [J].

Stamper, CC ;

Zhang, Y ;

Tobin, JF ;

Erbe, DV ;

Ikemizu, S ;

Davis, SJ ;

Stahl, ML ;

Seehra, J ;

Somers, WS ;

Mosyak, L .

NATURE, 2001, 410 (6828) :608-611

[67] Structural basis for cyclic terpene biosynthesis by tobacco 5-epi-aristolochene synthase [J].

Starks, CM ;

Back, KW ;

Chappell, J ;

Noel, JP .

SCIENCE, 1997, 277 (5333) :1815-1820

[68]

Tansey TR, 2001, PROG NUCLEIC ACID RE, V65, P157

[69]

van Veen HW, 2001, J MOL MICROB BIOTECH, V3, P185

[70] Alanine-scanning mutagenesis of transmembrane domain 6 of the M1 muscarinic acetylcholine receptor suggests that Tyr381 plays key roles in receptor function [J].

Ward, SDC ;

Curtis, CAM ;

Hulme, EC .

MOLECULAR PHARMACOLOGY, 1999, 56 (05) :1031-1041

← 1 2 3 4 5 6 7 8 →