Production of d-aldotetrose from l-erythrulose using various isomerases

Author:

Tomino Shunsuke1,Yoshihara Akihide12,Fleet George W J3,Izumori Ken2

Affiliation:

1. Department of Applied Biological Science, Faculty of Agriculture, Kagawa University , 2393 Ikenobe, Miki, Kagawa 761-0795, Japan

2. International Institute of Rare Sugar Research and Education, Kagawa University , 2393 Ikenobe, Miki, Kagawa 761-0795, Japan

3. Chemistry Research Laboratory, Department of Chemistry, University of Oxford , 8 Oxford , OX1 3TA, UK

Abstract

ABSTRACT d-Aldotetroses are rare sugars that are obtained via chemical synthesis in low yield. In this study, we demonstrated that d-aldotetroses could be produced using 3 isomerases. First, l-erythrulose was epimerized using d-tagatose 3-epimerase from Pseudomonas cichorii ST-24. The specific optical rotation of the reaction solution gradually decreased to zero, indicating that approximately 50% of the l-erythrulose was converted to d-erythrulose. d, l-Erythrulose mixture was isomerized with d-arabinose isomerase from Klebsiella pneumoniae 40bXX to produce d-threose, resulting in a conversion rate of 9.35%. d-Erythrose production using l-rhamnose isomerase from Pseudomonas stutzeri LL172 resulted in a conversion rate of 12.9%. Because of the low purity of the purchased d-erythrose, the product was reduced by the Raney nickel catalyst compared with authentic erythritol. We confirmed the products using HPLC and 13C-NMR spectra. This is the first report of d-aldotetrose production using an enzymatic reaction.

Publisher

Oxford University Press (OUP)

Subject

Organic Chemistry,Molecular Biology,Applied Microbiology and Biotechnology,General Medicine,Biochemistry,Analytical Chemistry,Biotechnology

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