Chemoenzymatic synthesis of the microbial elicitor (-)-syringolide via a fructose 1,6-diphosphate aldolase-catalyzed condensation reaction.
Syringolide 2, an elicitor of the bacterial plant pathogen Pseudomonas syringae pv. tomato which triggers a hypersensitive defense response in resistant soybean plants, has been synthesized in five steps via a fructose 1,6-diphosphate aldolase reaction.
Chênevert
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Départment de chimie, Faculté des sciences et de génie, Univerisité Laval, Québec, Canada. robert.chenevert@chm.ulaval.ca
Dasser
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D000478:Alkylation; D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D005634:Fructose-Bisphosphate Aldolase / Q000378:metabolism*; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D018482:Muscle, Skeletal / Q000201:enzymology; D010935:Plant Diseases / Q000382:microbiology; D011549:Pseudomonas / Q000737:chemistry*; D011817:Rabbits; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D013237:Stereoisomerism
D000900:Anti-Bacterial Agents; D006575:Heterocyclic Compounds, 3-Ring; D012717:Sesquiterpenes; C415330:syringolide 2; D005634:Fructose-Bisphosphate Aldolase