title: Efficient enzymatic synthesis of L-rhamnulose and L-fuculose.
abstract: L-Rhamnulose (6-deoxy-L-arabino-2-hexulose) and L-fuculose (6-deoxy-L-lyxo-2-hexulose) were prepared from L-rhamnose and L-fucose by a two-step strategy. In the first reaction step, isomerization of L-rhamnose to L-rhamnulose, or L-fucose to L-fuculose was combined with a targeted phosphorylation reaction catalyzed by L-rhamnulose kinase (RhaB). The by-products (ATP and ADP) were selectively removed by silver nitrate precipitation method. In the second step, the phosphate group was hydrolyzed to produce L-rhamnulose or L-fuculose with purity exceeding 99% in more than 80% yield (gram scale).
authors.affiliation: Department of Chemistry and Center for Therapeutics and Diagnostics, Georgia State University, Atlanta, GA 30303, USA.
authors.forename: Liuqing
authors.initials: L
authors.lastname: Wen
authors.affiliation: Tianjin Key Laboratory on Technologies Enabling Development of Clinical Therapeutics and Diagnostics (Theranostics), School of Pharmacy, Tianjin Medical University, Tianjin 300070, China.
authors.forename: Lanlan
authors.initials: L
authors.lastname: Zang
authors.affiliation: Department of Chemistry and Center for Therapeutics and Diagnostics, Georgia State University, Atlanta, GA 30303, USA.
authors.forename: Kenneth
authors.initials: K
authors.lastname: Huang
authors.affiliation: Department of Chemistry and Center for Therapeutics and Diagnostics, Georgia State University, Atlanta, GA 30303, USA.
authors.forename: Shanshan
authors.initials: S
authors.lastname: Li
authors.affiliation: Tianjin Key Laboratory on Technologies Enabling Development of Clinical Therapeutics and Diagnostics (Theranostics), School of Pharmacy, Tianjin Medical University, Tianjin 300070, China. Electronic address: wangrunling@tmu.edu.cn.
authors.forename: Runling
authors.initials: R
authors.lastname: Wang
authors.affiliation: Department of Chemistry and Center for Therapeutics and Diagnostics, Georgia State University, Atlanta, GA 30303, USA. Electronic address: pwang11@gsu.edu.
authors.forename: Peng George
authors.initials: PG
authors.lastname: Wang
mesh_terms: D055162:Biocatalysis; D011232:Chemical Precipitation; D002851:Chromatography, High Pressure Liquid; D005643:Fucose / Q000378:metabolism; D006601:Hexoses / Q000096:biosynthesis* / Q000737:chemistry / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D017853:Phosphotransferases (Alcohol Group Acceptor) / Q000378:metabolism; D012210:Rhamnose / Q000031:analogs & derivatives* / Q000096:biosynthesis* / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D012835:Silver Nitrate / Q000737:chemistry
chemical_list: D006601:Hexoses; C519898:fuculose; D005643:Fucose; D012835:Silver Nitrate; D017853:Phosphotransferases (Alcohol Group Acceptor); C062877:rhamnulokinase; D012210:Rhamnose
keywords: De-phosphorylation; Enzymatic synthesis; Phosphorylation; l-Fuculose; l-Rhamnulose