The occurrence of the cis/trans geometric isomerism of myxoxanthophyll and 4-ketomyxoxanthophyll in the cyanobacterium Anabaena sp. PCC7120

2022
journal article
article
1
dc.abstract.enThe 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.affiliationWydział Biochemii, Biofizyki i Biotechnologii : Zakład Fizjologii i Biochemii Roślinpl
dc.contributor.authorŻbik, Paweł - 250218 pl
dc.contributor.authorMalec, Przemysław - 130259 pl
dc.date.accessioned2022-09-22T11:22:53Z
dc.date.available2022-09-22T11:22:53Z
dc.date.issued2022pl
dc.date.openaccess0
dc.description.accesstimew momencie opublikowania
dc.description.additionalBibliogr. s. 528-529pl
dc.description.number3pl
dc.description.physical523-529pl
dc.description.versionostateczna wersja wydawcy
dc.description.volume69pl
dc.identifier.doi10.18388/abp.2020_6449pl
dc.identifier.eissn1734-154Xpl
dc.identifier.issn0001-527Xpl
dc.identifier.urihttps://ruj.uj.edu.pl/xmlui/handle/item/299978
dc.languageengpl
dc.language.containerengpl
dc.rightsUdzielam licencji. Uznanie autorstwa - Użycie niekomercyjne - Na tych samych warunkach 4.0 Międzynarodowa*
dc.rights.licenceCC-BY-NC-SA
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/4.0/legalcode.pl*
dc.share.typeotwarte czasopismo
dc.subject.encarotenoid glycosidespl
dc.subject.engeometric isomerspl
dc.subject.enHPLCpl
dc.subject.enLC/MSpl
dc.subject.encyanobacteriapl
dc.subject.enAnabaenapl
dc.subtypeArticlepl
dc.titleThe occurrence of the cis/trans geometric isomerism of myxoxanthophyll and 4-ketomyxoxanthophyll in the cyanobacterium Anabaena sp. PCC7120pl
dc.title.journalActa Biochimica Polonicapl
dc.typeJournalArticlepl
dspace.entity.typePublication
dc.abstract.enpl
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.affiliationpl
Wydział Biochemii, Biofizyki i Biotechnologii : Zakład Fizjologii i Biochemii Roślin
dc.contributor.authorpl
Żbik, Paweł - 250218
dc.contributor.authorpl
Malec, Przemysław - 130259
dc.date.accessioned
2022-09-22T11:22:53Z
dc.date.available
2022-09-22T11:22:53Z
dc.date.issuedpl
2022
dc.date.openaccess
0
dc.description.accesstime
w momencie opublikowania
dc.description.additionalpl
Bibliogr. s. 528-529
dc.description.numberpl
3
dc.description.physicalpl
523-529
dc.description.version
ostateczna wersja wydawcy
dc.description.volumepl
69
dc.identifier.doipl
10.18388/abp.2020_6449
dc.identifier.eissnpl
1734-154X
dc.identifier.issnpl
0001-527X
dc.identifier.uri
https://ruj.uj.edu.pl/xmlui/handle/item/299978
dc.languagepl
eng
dc.language.containerpl
eng
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.enpl
carotenoid glycosides
dc.subject.enpl
geometric isomers
dc.subject.enpl
HPLC
dc.subject.enpl
LC/MS
dc.subject.enpl
cyanobacteria
dc.subject.enpl
Anabaena
dc.subtypepl
Article
dc.titlepl
The occurrence of the cis/trans geometric isomerism of myxoxanthophyll and 4-ketomyxoxanthophyll in the cyanobacterium Anabaena sp. PCC7120
dc.title.journalpl
Acta Biochimica Polonica
dc.typepl
JournalArticle
dspace.entity.type
Publication
Affiliations

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