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

d-arabinose isomerase d-erythrose d-tagatose 3-epimerase d-threose l-rhamnose isomerase

Journal

Bioscience, biotechnology, and biochemistry
ISSN: 1347-6947
Titre abrégé: Biosci Biotechnol Biochem
Pays: England
ID NLM: 9205717

Informations de publication

Date de publication:
24 Jul 2023
Historique:
received: 08 02 2023
accepted: 02 05 2023
medline: 25 7 2023
pubmed: 9 5 2023
entrez: 8 5 2023
Statut: ppublish

Résumé

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.

Identifiants

pubmed: 37156528
pii: 7157095
doi: 10.1093/bbb/zbad058
doi:

Substances chimiques

erythrulose 40031-31-0
Tetroses 0
Hexoses 0
Isomerases EC 5.-
Aldose-Ketose Isomerases EC 5.3.1.-
Racemases and Epimerases EC 5.1.-

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

850-856

Informations de copyright

© The Author(s) 2023. Published by Oxford University Press on behalf of Japan Society for Bioscience, Biotechnology, and Agrochemistry.

Auteurs

Shunsuke Tomino (S)

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

Akihide Yoshihara (A)

Department of Applied Biological Science, Faculty of Agriculture, Kagawa University, 2393 Ikenobe, Miki, Kagawa 761-0795, Japan.
International Institute of Rare Sugar Research and Education, Kagawa University, 2393 Ikenobe, Miki, Kagawa 761-0795, Japan.

George W J Fleet (GWJ)

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

Ken Izumori (K)

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

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Classifications MeSH