title: A chemoenzymatic total synthesis of the neurogenic starfish ganglioside LLG-3 using an engineered and evolved synthase.
abstract: An LLG-3 oligosaccharide-fluoride can be assembled chemoenzymatically and readily coupled with various sphingosines by an engineered endoglycoceramidase glycosynthase. The lyso-ganglioside products are acylated to generate the individual isomers identified in the heterogeneous natural isolates, as well as modified glycosphingolipids.
authors: Department of Chemistry, University of British Columbia, Vancouver, BC V6T 1Z1, Canada. jrich@chem.ubc.ca
authors: Jamie R
authors: JR
authors: Rich
authors: Stephen G
authors: SG
authors: Withers
mesh_terms: D000818:Animals; D002240:Carbohydrate Sequence; D005732:Gangliosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006026:Glycoside Hydrolases / Q000737:chemistry* / Q000378:metabolism; D008969:Molecular Sequence Data; D018696:Neuroprotective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D012794:Sialic Acids / Q000737:chemistry; D013215:Starfish; D013237:Stereoisomerism
chemical_list: D005732:Gangliosides; D018696:Neuroprotective Agents; D012794:Sialic Acids; D006026:Glycoside Hydrolases; C050427:endoglycoceramidase