title: Enzymatic synthesis of 3-deoxy-d-manno-octulosonic acid (KDO) and its application for LPS assembly.
abstract: The studies of 3-deoxy-d-manno-octulosonic acid (KDO) have been hindered due to its limited availability. Herein, an efficient enzymatic system for the facile synthesis of KDO from easy-to-get starting materials is described. In this one-pot three-enzyme (OPME) system, d-ribulose 5-phosphate, which was prepared from d-xylose, was employed as starting materials. The reaction process involves the isomerization of d-ribulose 5-phosphate to d-arabinose 5-phosphate catalyzed by d-arabinose 5-phosphate isomerase (KdsD), the aldol condensation of d-arabinose 5-phosphate and phosphoenolpyruvate (PEP) catalyzed by KDO 8-phosphate synthetase (KdsA), and the hydrolysis of KDO-8-phosphate catalyzed by KDO 8-phosphate phosphatase (KdsC). By using this OPME system, 72% isolated yield was obtained. The obtained KDO was further transferred to lipid A by KDO transferase from Escherichia coli (WaaA).
authors.affiliation: Department of Chemistry, Georgia State University, Atlanta, GA 30303, USA.
authors.forename: Liuqing
authors.initials: L
authors.lastname: Wen
authors.affiliation: Department of Chemistry, Georgia State University, Atlanta, GA 30303, USA.
authors.forename: Yuan
authors.initials: Y
authors.lastname: Zheng
authors.affiliation: Department of Chemistry, Georgia State University, Atlanta, GA 30303, USA. Electronic address: tli8@gsu.edu.
authors.forename: Tiehai
authors.initials: T
authors.lastname: Li
authors.affiliation: Department of Chemistry, Georgia State University, Atlanta, GA 30303, USA. Electronic address: pwang11@gsu.edu.
authors.forename: Peng George
authors.initials: PG
authors.lastname: Wang
mesh_terms: D000446:Aldehyde-Lyases / Q000378:metabolism*; D019747:Aldose-Ketose Isomerases / Q000378:metabolism*; D004926:Escherichia coli / Q000201:enzymology; D029968:Escherichia coli Proteins / Q000378:metabolism*; D008070:Lipopolysaccharides / Q000096:biosynthesis* / Q000737:chemistry; D015394:Molecular Structure; D010744:Phosphoric Monoester Hydrolases / Q000378:metabolism*; D013400:Sugar Acids / Q000737:chemistry / Q000378:metabolism*
chemical_list: D029968:Escherichia coli Proteins; D008070:Lipopolysaccharides; D013400:Sugar Acids; C002532:2-keto-3-deoxyoctonate; C020011:2-dehydro-3-deoxyphosphooctonate aldolase; D010744:Phosphoric Monoester Hydrolases; C024329:3-deoxy-manno-octulosonate-8-phosphatase; D000446:Aldehyde-Lyases; D019747:Aldose-Ketose Isomerases; C477520:D-arabinose 5-phosphate isomerase, E coli
keywords: Biocatalysis; Enzymatic synthesis; KDO; LPS; One-pot multienzyme