title: Sequential One-Pot Multienzyme Chemoenzymatic Synthesis of Glycosphingolipid Glycans.
abstract: Glycosphingolipids are a diverse family of biologically important glycolipids. In addition to variations on the lipid component, more than 300 glycosphingolipid glycans have been characterized. These glycans are directly involved in various molecular recognition events. Several naturally occurring sialic acid forms have been found in sialic acid-containing glycosphingolipids, namely gangliosides. However, ganglioside glycans containing less common sialic acid forms are currently not available. Herein, highly effective one-pot multienzyme (OPME) systems are used in sequential for high-yield and cost-effective production of glycosphingolipid glycans, including those containing different sialic acid forms such as N-acetylneuraminic acid (Neu5Ac), N-glycolylneuraminic acid (Neu5Gc), 2-keto-3-deoxy-d-glycero-d-galacto-nononic acid (Kdn), and 8-O-methyl-N-acetylneuraminic acid (Neu5Ac8OMe). A library of 64 structurally distinct glycosphingolipid glycans belonging to ganglio-series, lacto-/neolacto-series, and globo-/isoglobo-series glycosphingolipid glycans is constructed. These glycans are essential standards and invaluable probes for bioassays and biomedical studies.
authors.affiliation: Glycohub, Inc. , 4070 Truxel Road, Sacramento, California 95834, United States.|Department of Chemistry, University of California , One Shields Avenue, Davis, California 95616, United States.
authors.forename: Hai
authors.initials: H
authors.lastname: Yu
authors.affiliation: Glycohub, Inc. , 4070 Truxel Road, Sacramento, California 95834, United States.|Department of Chemistry, University of California , One Shields Avenue, Davis, California 95616, United States.
authors.forename: Yanhong
authors.initials: Y
authors.lastname: Li
authors.affiliation: Department of Chemistry, University of California , One Shields Avenue, Davis, California 95616, United States.|School of Food Science, Henan Institute of Science and Technology , Xinxiang, Henan 453003, China.
authors.forename: Jie
authors.initials: J
authors.lastname: Zeng
authors.affiliation: Department of Chemistry, University of California , One Shields Avenue, Davis, California 95616, United States.
authors.forename: Vireak
authors.initials: V
authors.lastname: Thon
authors.affiliation: Department of Chemistry, University of California , One Shields Avenue, Davis, California 95616, United States.
authors.forename: Dung M
authors.initials: DM
authors.lastname: Nguyen
authors.affiliation: Department of Chemistry, University of California , One Shields Avenue, Davis, California 95616, United States.
authors.forename: Thao
authors.initials: T
authors.lastname: Ly
authors.affiliation: Department of Chemistry, University of California , One Shields Avenue, Davis, California 95616, United States.
authors.forename: Hui Yu
authors.initials: HY
authors.lastname: Kuang
authors.affiliation: Department of Chemistry, University of California , One Shields Avenue, Davis, California 95616, United States.
authors.forename: Alice
authors.initials: A
authors.lastname: Ngo
authors.affiliation: Department of Chemistry, University of California , One Shields Avenue, Davis, California 95616, United States.
authors.forename: Xi
authors.initials: X
authors.lastname: Chen
mesh_terms: D066241:Carbon-13 Magnetic Resonance Spectroscopy; D006028:Glycosphingolipids / Q000737:chemistry*; D009097:Multienzyme Complexes / Q000737:chemistry*; D011134:Polysaccharides / Q000138:chemical synthesis*; D066244:Proton Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D006028:Glycosphingolipids; D009097:Multienzyme Complexes; D011134:Polysaccharides