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The occurrence of the cis/trans geometric isomerism of myxoxanthophyll and 4-ketomyxoxanthophyll in the cyanobacterium Anabaena sp. PCC7120
carotenoid glycosides
geometric isomers
HPLC
LC/MS
cyanobacteria
Anabaena
Bibliogr. s. 528-529
The cyanobacteria of the genus Anabaena have recently been recognized as a potential source of secondary metabolites of pharmacological and biotechnological importance. In particular, myxoxanthophylls – specific carotenoid glycosides that accumulate in cyanobacterial cells, are attracting increasing interest. Anabaena (Nostoc) sp. PCC7120, a filamentous, mesophilic, nitrogen-fixing cyanobacterium, is a model organism used in biochemical and genetic studies. The carotenoid pool of Anabaena sp. PCC7120 consists of five main species of pigments, namely β-carotene, echinenone, canthaxanthin and two derivatives of myxoxanthophyll: myxoxanthophyll ((3R,2‘S)-myxol 2’-fucoside) and 4-ketomyxoxanthophyll ((3S,2’S)-4-ketomyxol 2’-fucoside). Recent findings show that the carotenoid biosynthesis pathway functions in Anabaena sp. PCC7120 cells are affected by environmental factors. Specifically, the balance between β-carotene and ketocarotenoids alters according to the temperature conditions. In this study, a new method, based on single-step liquid adsorption chromatography was developed and applied to separate a fraction containing myxoxanthophyll and 4-ketomyxoxanthophyll from Anabaena sp. PCC7120 cells. It was found that this method allowed a high purity fraction of carotenoid glycosides to be obtained from pigment pools as extracted from cyanobacterial cells. The subsequent analysis using the methods HPLC and LC/MS demonstrated that this fraction consists of a mixture of compounds with different retention times. On the basis of their fragmentation spectra and optical properties, these compounds were identified as geometrical isomers of myxoxanthophyll and 4-ketomyxoxanthophyll, including the dominant all-trans forms and less abundant cis forms. Proposals regarding the structures of myxoxanthophyll isomers are made.
dc.abstract.en | The cyanobacteria of the genus Anabaena have recently been recognized as a potential source of secondary metabolites of pharmacological and biotechnological importance. In particular, myxoxanthophylls – specific carotenoid glycosides that accumulate in cyanobacterial cells, are attracting increasing interest. Anabaena (Nostoc) sp. PCC7120, a filamentous, mesophilic, nitrogen-fixing cyanobacterium, is a model organism used in biochemical and genetic studies. The carotenoid pool of Anabaena sp. PCC7120 consists of five main species of pigments, namely β-carotene, echinenone, canthaxanthin and two derivatives of myxoxanthophyll: myxoxanthophyll ((3R,2‘S)-myxol 2’-fucoside) and 4-ketomyxoxanthophyll ((3S,2’S)-4-ketomyxol 2’-fucoside). Recent findings show that the carotenoid biosynthesis pathway functions in Anabaena sp. PCC7120 cells are affected by environmental factors. Specifically, the balance between β-carotene and ketocarotenoids alters according to the temperature conditions. In this study, a new method, based on single-step liquid adsorption chromatography was developed and applied to separate a fraction containing myxoxanthophyll and 4-ketomyxoxanthophyll from Anabaena sp. PCC7120 cells. It was found that this method allowed a high purity fraction of carotenoid glycosides to be obtained from pigment pools as extracted from cyanobacterial cells. The subsequent analysis using the methods HPLC and LC/MS demonstrated that this fraction consists of a mixture of compounds with different retention times. On the basis of their fragmentation spectra and optical properties, these compounds were identified as geometrical isomers of myxoxanthophyll and 4-ketomyxoxanthophyll, including the dominant all-trans forms and less abundant cis forms. Proposals regarding the structures of myxoxanthophyll isomers are made. | pl |
dc.affiliation | Wydział Biochemii, Biofizyki i Biotechnologii : Zakład Fizjologii i Biochemii Roślin | pl |
dc.contributor.author | Żbik, Paweł - 250218 | pl |
dc.contributor.author | Malec, Przemysław - 130259 | pl |
dc.date.accessioned | 2022-09-22T11:22:53Z | |
dc.date.available | 2022-09-22T11:22:53Z | |
dc.date.issued | 2022 | pl |
dc.date.openaccess | 0 | |
dc.description.accesstime | w momencie opublikowania | |
dc.description.additional | Bibliogr. s. 528-529 | pl |
dc.description.number | 3 | pl |
dc.description.physical | 523-529 | pl |
dc.description.version | ostateczna wersja wydawcy | |
dc.description.volume | 69 | pl |
dc.identifier.doi | 10.18388/abp.2020_6449 | pl |
dc.identifier.eissn | 1734-154X | pl |
dc.identifier.issn | 0001-527X | pl |
dc.identifier.uri | https://ruj.uj.edu.pl/xmlui/handle/item/299978 | |
dc.language | eng | pl |
dc.language.container | eng | pl |
dc.rights | Udzielam licencji. Uznanie autorstwa - Użycie niekomercyjne - Na tych samych warunkach 4.0 Międzynarodowa | * |
dc.rights.licence | CC-BY-NC-SA | |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-sa/4.0/legalcode.pl | * |
dc.share.type | otwarte czasopismo | |
dc.subject.en | carotenoid glycosides | pl |
dc.subject.en | geometric isomers | pl |
dc.subject.en | HPLC | pl |
dc.subject.en | LC/MS | pl |
dc.subject.en | cyanobacteria | pl |
dc.subject.en | Anabaena | pl |
dc.subtype | Article | pl |
dc.title | The occurrence of the cis/trans geometric isomerism of myxoxanthophyll and 4-ketomyxoxanthophyll in the cyanobacterium Anabaena sp. PCC7120 | pl |
dc.title.journal | Acta Biochimica Polonica | pl |
dc.type | JournalArticle | pl |
dspace.entity.type | Publication |
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