Normal hydrocarbons tumble rapidly in a deep, water-soluble cavitand

被引：44

作者：

Hooley, RJ

Biros, SM

Rebek, J ^{[1
]}

机构：

[1] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

[2] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

来源：

CHEMICAL COMMUNICATIONS | 2006年 / 05期

关键词：

D O I：

10.1039/b515733a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A deep, water-soluble cavitand extracts n-alkanes and other water-insoluble species into its cavity via hydrophobic forces: alkanes bind in a helical manner, and tumble rapidly on the NXR timescale inside the binding pocket.

引用

页码：509 / 510

页数：2

共 12 条

[1] Kinetically stable complexes in water: The role of hydration and hydrophobicity [J].

Biros, SM ;

Ullrich, EC ;

Hof, F ;

Trembleau, L ;

Rebek, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (09) :2870-2876

[2] HOST-GUEST COMPLEXATION .62. SOLVOPHOBIC AND ENTROPIC DRIVING FORCES FOR FORMING VELCRAPLEXES, WHICH ARE 4-FOLD, LOCK-KEY DIMERS IN ORGANIC MEDIA [J].

CRAM, DJ ;

CHOI, HJ ;

BRYANT, JA ;

KNOBLER, CB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (20) :7748-7765

[3] Structural basis of non-specific lipid binding in maize lipid-transfer protein complexes revealed by high-resolution X-ray crystallography [J].

Han, GW ;

Lee, JY ;

Song, HK ;

Chang, CS ;

Min, K ;

Moon, J ;

Shin, DH ;

Kopka, ML ;

Sawaya, MR ;

Yuan, HS ;

Kim, TD ;

Choe, J ;

Lim, D ;

Moon, HJ ;

Suh, SW .

JOURNAL OF MOLECULAR BIOLOGY, 2001, 308 (02) :263-278

[4] Acetylcholine recognition by a deep, biomimetic pocket [J].

Hof, F ;

Trembleau, L ;

Ullrich, EC ;

Rebek, J .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (27) :3150-3153

[5]

HOGBERG AGS, 1980, J AM CHEM SOC, V102, P6046

[6] MOLECULAR RECOGNITION IN AQUEOUS-MEDIA - NEW BINDING-STUDIES PROVIDE FURTHER INSIGHTS INTO THE CATION-PI INTERACTION AND RELATED PHENOMENA [J].

KEARNEY, PC ;

MIZOUE, LS ;

KUMPF, RA ;

FORMAN, JE ;

MCCURDY, A ;

DOUGHERTY, DA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (22) :9907-9919

[7]

KODAMA Y, 1977, TETRAHEDRON LETT, V18, P2105

[8] MACROMODEL - AN INTEGRATED SOFTWARE SYSTEM FOR MODELING ORGANIC AND BIOORGANIC MOLECULES USING MOLECULAR MECHANICS [J].

MOHAMADI, F ;

RICHARDS, NGJ ;

GUIDA, WC ;

LISKAMP, R ;

LIPTON, M ;

CAUFIELD, C ;

CHANG, G ;

HENDRICKSON, T ;

STILL, WC .

JOURNAL OF COMPUTATIONAL CHEMISTRY, 1990, 11 (04) :440-467

[9]

Nishio M., 1998, EVIDENCE NATURE CONS

[10] HYDROPHOBIC BINDING OF WATER-SOLUBLE GUESTS BY HIGH-SYMMETRY, CHIRAL HOSTS - AN ELECTRON-RICH RECEPTOR-SITE WITH A GENERAL AFFINITY FOR QUATERNARY AMMONIUM-COMPOUNDS AND ELECTRON-DEFICIENT PI-SYSTEMS [J].

PETTI, MA ;

SHEPODD, TJ ;

BARRANS, RE ;

DOUGHERTY, DA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (20) :6825-6840

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