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Adsorption and discrimination of alanine and alanyl-alanine enantiomers by allophane

Published online by Cambridge University Press:  09 July 2018

H. Hashizume ,
B. K. G. Theng  and
A. Yamagishi
H. Hashizume
Affiliation:
National Institute for Materials Science, Tsukuba 305-0044, Japan
B. K. G. Theng*
Affiliation:
Landcare Research, Private Bag 11052, Palmerston North, New Zealand
A. Yamagishi
Affiliation:
Division of Biological Sciences, Graduate School of Science, Hokkaido University, Sapporo 060-0810, Japan
*
*E-mail: thengb@landcare.cri.nz
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Abstract

We have investigated the adsorption of D- and L-alanine, and their respective dimers, by three allophanes with different Al/Si ratios. The Kanuma (Al/Si = 1.2) and Kitakami (Al/ Si = 1.5) allophanes were from Japan whereas the Te Kuiti (Al/Si = 1.6) sample came from New Zealand. The three allophanes differed in their capacity for adsorbing alanine but none of the samples showed a clear preference for either the D- or the L-form. In the case of alanyl-alanine both Kanuma and Kitakami allophanes gave a hint of preferring the L- to the D-enantiomer. On the other hand, the allophane sample from Te Kuiti showed a clear preference for L-alanyl-L-alanine. In keeping with this observation, circular dichroic spectrometry indicated that solutions of a racemic mixture of alanyl-alanine, after equilibration with Te Kuiti allophane, became relatively enriched in the Denantiomer. The size, intra-molecular charge separation, and surface orientation, of L-alanyl-Lalanine zwitterions apparently combine to confer ‘structural chirality’ to the complex (adduct) with Te Kuiti allophane. As a result, the mineral-organic complex develops a preference for the L-form of alanyl-alanine. This finding points to a possible role of certain allophanes in the origin of biochirality.

Keywords

adsorptionalaninealanyl-alanineallophaneenantiomers
Type
Research Article
Information
Clay Minerals , Volume 37 , Issue 3 , September 2002 , pp. 551 - 557
Copyright
Copyright © The Mineralogical Society of Great Britain and Ireland 2002

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