Structure elucidation of the novel carotenoid gemmatoxanthin from the photosynthetic complex of Gemmatimonas phototrophica AP64

0544992 - MBÚ 2022 RIV DE eng J - Journal Article
Kuzma, Marek - Hájek, Jan - Hrouzek, Pavel - Gardiner, Alastair T. - Lukeš, Martin - Moos, Martin - Šimek, Petr - Koblížek, Michal - Nupur, Nupur
Structure elucidation of the novel carotenoid gemmatoxanthin from the photosynthetic complex of Gemmatimonas phototrophica AP64.
Scientific Reports. Roč. 11, č. 1 (2021), č. článku 15964. ISSN 2045-2322. E-ISSN 2045-2322
R&D Projects: GA ČR(CZ) GX19-28778X
Institutional support: RVO:61388971 ; RVO:60077344
Keywords : energy-transfer * biosynthetic-pathway * ft-ir * raman * bacteriochlorophyll * evolution * strain * synechoxanthin * thiorhodaceae * spectroscopy
OECD category: Microbiology; Biochemistry and molecular biology (BC-A)
Impact factor: 4.997, year: 2021
Method of publishing: Open access
https://www.nature.com/articles/s41598-021-95254-6

Gemmatimonas phototrophica AP64 is the first phototrophic representative of the bacterial phylum Gemmatimonadetes. The cells contain photosynthetic complexes with bacteriochlorophyll a as the main light-harvesting pigment and an unknown carotenoid with a single broad absorption band at 490 nm in methanol. The carotenoid was extracted from isolated photosynthetic complexes, and purified by liquid chromatography. A combination of nuclear magnetic resonance (H-1 NMR, COSY, H-1-C-13 HSQC, H-1-C-13 HMBC, J-resolved, and ROESY), high-resolution mass spectroscopy, Fourier-transformed infra-red, and Raman spectroscopy was used to determine its chemical structure. The novel linear carotenoid, that we have named gemmatoxanthin, contains 11 conjugated double bonds and is further substituted by methoxy, carboxyl and aldehyde groups. Its IUPAC-IUBMB semi-systematic name is 1 'Methoxy-19 'oxo-3 ' ,4 'didehydro-7,8,1 ' ,2 'tetrahydro- Psi, Psi carotene-16-oic acid. To our best knowledge, the presence of the carboxyl, methoxy and aldehyde groups on a linear C40 carotenoid backbone is reported here for the first time.
Permanent Link: http://hdl.handle.net/11104/0321778