Constituents of holothuroidea, 16. Determination of Absolute configuration of the branched methyl group in ante-iso type side chain moiety on long chain base of glucocerebroside from the sea cucumber Holothuria leucospilota.
The absolute configuration of the branched methyl group in ante-iso type side chain moiety on the long chain base of glucocerebroside, HLC-2-A, which was isolated from the sea cucumber Holothuria leucospilota was determined. Oxidation of the glucocerebroside with ozone afforded C13-fragment including the ante-iso moiety. The optically active C13-fragment was synthesized asymmetrically by using the Wittig reaction from chiral synton for comparison with the natural fragment.
Yamada
Koji
K
Faculty of Pharmaceutical Sciences, Kyushu University, Fukuoka, Japan.
Onaka
Hiroyuki
H
Tanaka
Masakazu
M
Inagaki
Masanori
M
Higuchi
Ryuichi
R
D000818:Animals; D005963:Glucosylceramides / Q000737:chemistry* / Q000302:isolation & purification; D047332:Holothuria / Q000737:chemistry*; D008968:Molecular Conformation
D005963:Glucosylceramides