A Synthetic Host-guest System Achieves Avidin-biotin Affinity by Overcoming Enthalpy-entropy Compensation

Overview

Journal Proc Natl Acad Sci U S A

Specialty Science

Date 2007 Dec 21

PMID 18093926

Citations 105

Authors

Mikhail V Rekharsky

Tadashi Mori

Cheng Yang

Young Ho Ko

N Selvapalam

Hyunuk Kim

David Sobransingh

Angel E Kaifer

Simin Liu

Lyle Isaacs

Wei Chen

Sarvin Moghaddam

Michael K Gilson

Kimoon Kim

Yoshihisa Inoue

Affiliations

Soon will be listed here.

Abstract

The molecular host cucurbit[7]uril forms an extremely stable inclusion complex with the dicationic ferrocene derivative bis(trimethylammoniomethyl)ferrocene in aqueous solution. The equilibrium association constant for this host-guest pair is 3 x 10(15) M(-1) (K(d) = 3 x 10(-16) M), equivalent to that exhibited by the avidin-biotin pair. Although purely synthetic systems with larger association constants have been reported, the present one is unique because it does not rely on polyvalency. Instead, it achieves its extreme affinity by overcoming the compensatory enthalpy-entropy relationship usually observed in supramolecular complexes. Its disproportionately low entropic cost is traced to extensive host desolvation and to the rigidity of both the host and the guest.

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