Issue 4, 1994

Chiral discrimination of monosaccharides by monolayers of a steroidal boronic acid

Abstract

The relationship between molecular structure and physical properties of monolayers of complexes between an amphiphilic, steroidal cholesterol-substituted phenylboronic acid (1) and mono-saccharides was studied at the air–water interface. Phase transition, compressibility and limiting molecular area of monolayers of 1 in the presence of monosaccharides are correlated with the calculated structures of the phenylboronic acid–monosaccharide complexes. The monolayer of 1 exhibits chiral discrimination towards optical isomers of monosaccharides. The phase transition during compression of monolayers of 1 is discussed to reflect rearranged binding positions between the boronic acid and monosaccharides.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1994, 697-702

Chiral discrimination of monosaccharides by monolayers of a steroidal boronic acid

R. Ludwig, T. Harada, K. Ueda, T. D. James and S. Shinkai, J. Chem. Soc., Perkin Trans. 2, 1994, 697 DOI: 10.1039/P29940000697

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements