Identification of β,β-Caroten-2-ol and β,β-Carotene-2,2′-diol in the Stick Insect, Carausius morosus Br.; a Reinvestigation Study
Open Access
- 1 December 1976
- journal article
- research article
- Published by Walter de Gruyter GmbH in Zeitschrift für Naturforschung C
- Vol. 31 (11-12) , 646-651
- https://doi.org/10.1515/znc-1976-11-1203
Abstract
Two major carotenoids of the stick insect were reinvestigated and shown to be .beta.,.beta.-caroten-2-ol and .beta.,.beta.-carotene-2,2''-diol and not isocryptoxanthin (.beta.,.beta.-caroten-4-ol) and isozeaxanthin (.beta.,.beta.-carotene-4,4''-diol). Both pigments are esterified with fatty acids. The identification was based on cochromatography with authentic 2-, 3- and 4-isomers of the mono- and dihydroxy pigment, mass spectra, and chemical behavior. In acid solution .beta.-.beta.-carotene-2,2''-diol was specifically dehydrogenated and rearranged to ketones with retro structures in analogy to the reaction of .beta.,.beta.-caroten-2-ol as recently reported. The final product of the diol was 4,5-dihydro-4,5''-retro-.beta.,.beta.-carotene-2,2''-dione. This is the 1st demonstration of .beta.,.beta.-carotene-2,2''-diol in an animal.Keywords
This publication has 1 reference indexed in Scilit:
- Isolation o f β, β-Caroten-2-ol from an Insect, Cerura vinula (Lepidoptera)Zeitschrift für Naturforschung C, 1976