5-O-(alpha-D-galactopyranosyl)-D-glycero-pent-2-enono-1,4-lactone: characterization in the oxalate-producing fungus, Sclerotinia sclerotiorum.
Extracts of sclerotia from Sclerotinia sclerotiorum, a fungal phytopathogen, contain two electrochemically-active constituents, D-glycero-pent-2-enono-1,4-lactone (trivial name: D-erythroascorbic acid), and a previously unidentified compound, here characterized as 5-O-(alpha-D-galactopyranosyl)-D-glycero-pent-2-enono-1,4-lactone on the basis of its physical and chemical properties and its two hydrolytic products, D-galactose and D-erythroascorbic acid. Treatment of this galactoside with alkaline hydrogen peroxide produces oxalic acid as observed earlier with erythroascorbic acid.
Keates
S E
SE
Department of Botany, Washington State University, Pullman 99164, USA.
Loewus
F A
FA
Helms
G L
GL
Zink
D L
DL
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D001203:Ascomycota / Q000737:chemistry*; D005697:Galactosides / Q000737:chemistry / Q000302:isolation & purification*; D006861:Hydrogen Peroxide / Q000737:chemistry; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D010084:Oxidation-Reduction
C116946:5-O-galactopyranosyl-glycero-pent-2-enono-1,4-lactone; D005697:Galactosides; D006861:Hydrogen Peroxide; D015107:4-Butyrolactone