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- Title
Synthesis of (3S,3'S)- and meso-Stereoisomers of Alloxanthin and Determination of Absolute Configuration of Alloxanthin Isolated from Aquatic Animals.
- Authors
Yumiko Yamano; Takashi Maoka; Akimori Wada
- Abstract
In order to determine the absolute configuration of naturally occurring alloxanthin, a HPLC analytical method for three stereoisomers 1a-c was established by using a chiral column. Two authentic samples, (3S,3'S)- and meso-stereoisomers 1b and 1c, were chemically synthesized according to the method previously developed for (3R,3'R)-alloxanthin (1a). Application of this method to various alloxanthin specimens of aquatic animals demonstrated that those isolated from shellfishes, tunicates, and crucian carp are identical with (3R,3'R)-stereoisomer 1a, and unexpectedly those from lake shrimp, catfish, biwa goby, and biwa trout are mixtures of three stereoisomers of 1a-c.
- Subjects
AQUATIC animals; STEREOISOMERS; XANTHINE; CHEMICAL synthesis; HIGH performance liquid chromatography; CHIRALITY
- Publication
Marine Drugs, 2014, Vol 12, Issue 5, p2623
- ISSN
1660-3397
- Publication type
Article
- DOI
10.3390/md12052623