Structure elucidation of the algal carotenoid (3S,5R,6R,3'S,5'R,6'S)-13'-cis-7',8'-dihydroneoxanthin-20'-AL 3'-beta-lactoside (P457). Part 2, Nmr studies.
Extensive nmr studies on the algal carotenoid P457 [1], its octaacetate 2, and a heptaacetate 3 resulted in the elucidation of its structure including the C-13'-cis configuration of the cross-conjugated C-20'-al chromophore, the relative stereochemistry of the allenic end group, the presence of an uncommon C-7',C-8'-single bond, the C-5',C-6'-epoxide, and of a beta-lactoside attached to C-3' of the carotenoid. P457 [1] is one of the most structurally complex carotenoids known, and its 1H- and 13C-nmr data have been fully interpreted.
Englert
G
G
F. Hoffmann-La Roche Ltd, Basel, Switzerland.
Aakemann
T
T
Schiedt
K
K
Liaaen-Jensen
S
S
D000818:Animals; D002240:Carbohydrate Sequence; D002338:Carotenoids / Q000031:analogs & derivatives* / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D004141:Dinoflagellida / Q000737:chemistry*; D007785:Lactose / Q000031:analogs & derivatives* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D008969:Molecular Sequence Data
C098372:P457 carotenoid; D002338:Carotenoids; D007785:Lactose