Structure-based prediction and identification of 4-epimerization activity of phosphate sugars in class II aldolases

Abstract Sugar 4-epimerization reactions are important for the production of rare sugars and their derivatives, which have various potential industrial applications. For example, the production of tagatose, a functional sweetener, from fructose by sugar 4-epimerization is currently constrained becau...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Seon-Hwa Lee, Seung-Hye Hong, Jung-Ung An, Kyoung-Rok Kim, Dong-Eun Kim, Lin-Woo Kang, Deok-Kun Oh
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2017
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/0109bfab378e46ba9788c70b01dfed5c
Etiquetas:	Agregar Etiqueta Sin Etiquetas, Sea el primero en etiquetar este registro!

id	oai:doaj.org-article:0109bfab378e46ba9788c70b01dfed5c
record_format	dspace
spelling	oai:doaj.org-article:0109bfab378e46ba9788c70b01dfed5c2021-12-02T11:41:22ZStructure-based prediction and identification of 4-epimerization activity of phosphate sugars in class II aldolases10.1038/s41598-017-02211-32045-2322https://doaj.org/article/0109bfab378e46ba9788c70b01dfed5c2017-05-01T00:00:00Zhttps://doi.org/10.1038/s41598-017-02211-3https://doaj.org/toc/2045-2322Abstract Sugar 4-epimerization reactions are important for the production of rare sugars and their derivatives, which have various potential industrial applications. For example, the production of tagatose, a functional sweetener, from fructose by sugar 4-epimerization is currently constrained because a fructose 4-epimerase does not exist in nature. We found that class II d-fructose-1,6-bisphosphate aldolase (FbaA) catalyzed the 4-epimerization of d-fructose-6-phosphate (F6P) to d-tagatose-6-phosphate (T6P) based on the prediction via structural comparisons with epimerase and molecular docking and the identification of the condensed products of C3 sugars. In vivo, the 4-epimerization activity of FbaA is normally repressed. This can be explained by our results showing the catalytic efficiency of d-fructose-6-phosphate kinase for F6P phosphorylation was significantly higher than that of FbaA for F6P epimerization. Here, we identified the epimerization reactions and the responsible catalytic residues through observation of the reactions of FbaA and l-rhamnulose-1-phosphate aldolases (RhaD) variants with substituted catalytic residues using different substrates. Moreover, we obtained detailed potential epimerization reaction mechanism of FbaA and a general epimerization mechanism of the class II aldolases l-fuculose-1-phosphate aldolase, RhaD, and FbaA. Thus, class II aldolases can be used as 4-epimerases for the stereo-selective synthesis of valuable carbohydrates.Seon-Hwa LeeSeung-Hye HongJung-Ung AnKyoung-Rok KimDong-Eun KimLin-Woo KangDeok-Kun OhNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 7, Iss 1, Pp 1-9 (2017)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Seon-Hwa Lee Seung-Hye Hong Jung-Ung An Kyoung-Rok Kim Dong-Eun Kim Lin-Woo Kang Deok-Kun Oh Structure-based prediction and identification of 4-epimerization activity of phosphate sugars in class II aldolases
description	Abstract Sugar 4-epimerization reactions are important for the production of rare sugars and their derivatives, which have various potential industrial applications. For example, the production of tagatose, a functional sweetener, from fructose by sugar 4-epimerization is currently constrained because a fructose 4-epimerase does not exist in nature. We found that class II d-fructose-1,6-bisphosphate aldolase (FbaA) catalyzed the 4-epimerization of d-fructose-6-phosphate (F6P) to d-tagatose-6-phosphate (T6P) based on the prediction via structural comparisons with epimerase and molecular docking and the identification of the condensed products of C3 sugars. In vivo, the 4-epimerization activity of FbaA is normally repressed. This can be explained by our results showing the catalytic efficiency of d-fructose-6-phosphate kinase for F6P phosphorylation was significantly higher than that of FbaA for F6P epimerization. Here, we identified the epimerization reactions and the responsible catalytic residues through observation of the reactions of FbaA and l-rhamnulose-1-phosphate aldolases (RhaD) variants with substituted catalytic residues using different substrates. Moreover, we obtained detailed potential epimerization reaction mechanism of FbaA and a general epimerization mechanism of the class II aldolases l-fuculose-1-phosphate aldolase, RhaD, and FbaA. Thus, class II aldolases can be used as 4-epimerases for the stereo-selective synthesis of valuable carbohydrates.
format	article
author	Seon-Hwa Lee Seung-Hye Hong Jung-Ung An Kyoung-Rok Kim Dong-Eun Kim Lin-Woo Kang Deok-Kun Oh
author_facet	Seon-Hwa Lee Seung-Hye Hong Jung-Ung An Kyoung-Rok Kim Dong-Eun Kim Lin-Woo Kang Deok-Kun Oh
author_sort	Seon-Hwa Lee
title	Structure-based prediction and identification of 4-epimerization activity of phosphate sugars in class II aldolases
title_short	Structure-based prediction and identification of 4-epimerization activity of phosphate sugars in class II aldolases
title_full	Structure-based prediction and identification of 4-epimerization activity of phosphate sugars in class II aldolases
title_fullStr	Structure-based prediction and identification of 4-epimerization activity of phosphate sugars in class II aldolases
title_full_unstemmed	Structure-based prediction and identification of 4-epimerization activity of phosphate sugars in class II aldolases
title_sort	structure-based prediction and identification of 4-epimerization activity of phosphate sugars in class ii aldolases
publisher	Nature Portfolio
publishDate	2017
url	https://doaj.org/article/0109bfab378e46ba9788c70b01dfed5c
work_keys_str_mv	AT seonhwalee structurebasedpredictionandidentificationof4epimerizationactivityofphosphatesugarsinclassiialdolases AT seunghyehong structurebasedpredictionandidentificationof4epimerizationactivityofphosphatesugarsinclassiialdolases AT jungungan structurebasedpredictionandidentificationof4epimerizationactivityofphosphatesugarsinclassiialdolases AT kyoungrokkim structurebasedpredictionandidentificationof4epimerizationactivityofphosphatesugarsinclassiialdolases AT dongeunkim structurebasedpredictionandidentificationof4epimerizationactivityofphosphatesugarsinclassiialdolases AT linwookang structurebasedpredictionandidentificationof4epimerizationactivityofphosphatesugarsinclassiialdolases AT deokkunoh structurebasedpredictionandidentificationof4epimerizationactivityofphosphatesugarsinclassiialdolases
_version_	1718395380689797120

Structure-based prediction and identification of 4-epimerization activity of phosphate sugars in class II aldolases

Ejemplares similares