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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 
Chemical Compound Review

AC1N9ZIL     (7E,10E,12E,15E,17E,20E)-2- methoxy-2,6,10...

Synonyms:
 
 
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Disease relevance of Spheroidene

  • Unusually large electric field effects have been measured for the absorption spectra of carotenoids (spheroidene) in the B800-850 light-harvesting complex from the photosynthetic bacterium Rhodobacter sphaeroides [1].
  • The structure of spheroidene in Y reaction center is compared to that proposed for 1,2-dihydroneurosporene in Rhodopseudomonas viridis reaction center crystals [2].
  • Like all known Rhodovulum species, the new strains had ovoid to rod-shaped cells, contained bacteriochlorophyll a and carotenoids of the spheroidene series, and were able to oxidize sulfide and thiosulfate [3].
  • Methylated carotenoids, such as spheroidene and spirilloxanthin, are known to function as accessory pigments in the light-harvesting and reaction-center complexes of purple bacteria; the demethylated carotenoids described here were able to fulfill the same functions in the mutants [4].
 

High impact information on Spheroidene

 

Chemical compound and disease context of Spheroidene

  • Four carotenoids, 3,4,7,8-tetrahydrospheroidene, 3,4,5,6-tetrahydrospheroidene, 3,4-dihydrospheroidene and spheroidene, have been incorporated into the B850 light-harvesting complex of the carotenoidless mutant, photosynthetic bacterium, Rhodobacter sphaeroides R-26 [10].
  • As a step towards the structural analysis of the carotenoid spheroidene in the Rhodobacter sphaeroides reaction centre, we present the resonance Raman spectra of 14-2H, 15-2H, 15'-2H, 14'-2H, 14,15'-2H2 and 15-15'-2H2 spheroidenes in petroleum ether and, except for 14,15'-2H2 spheroidene, in the Rb. sphaeroides R26 reaction center (RC) [11].
 

Biological context of Spheroidene

  • Triplet energy transfer between the primary donor and carotenoids in Rhodobacter sphaeroides R-26.1 reaction centers incorporated with spheroidene analogs having different extents of pi-electron conjugation [12].
 

Anatomical context of Spheroidene

  • Strain JA128(T) contained vesicular intracytoplasmic membranes, bacteriochlorophyll a and carotenoids of the spheroidene series [13].
 

Associations of Spheroidene with other chemical compounds

 

Analytical, diagnostic and therapeutic context of Spheroidene

References

  1. Large protein-induced dipoles for a symmetric carotenoid in a photosynthetic antenna complex. Gottfried, D.S., Steffen, M.A., Boxer, S.G. Science (1991) [Pubmed]
  2. Structure of spheroidene in the photosynthetic reaction center from Y Rhodobacter sphaeroides. Arnoux, B., Ducruix, A., Reiss-Husson, F., Lutz, M., Norris, J., Schiffer, M., Chang, C.H. FEBS Lett. (1989) [Pubmed]
  3. Rhodovulum iodosum sp. nov. and Rhodovulum robiginosum sp. nov., two new marine phototrophic ferrous-iron-oxidizing purple bacteria. Straub, K.L., Rainey, F.A., Widdel, F. Int. J. Syst. Bacteriol. (1999) [Pubmed]
  4. Characterization of unusual hydroxy- and ketocarotenoids in Rubrivivax gelatinosus: involvement of enzyme CrtF or CrtA. Pinta, V., Ouchane, S., Picaud, M., Takaichi, S., Astier, C., Reiss-Husson, F. Arch. Microbiol. (2003) [Pubmed]
  5. Genetic and phenotypic analyses of the rdx locus of Rhodobacter sphaeroides 2.4.1. Roh, J.H., Kaplan, S. J. Bacteriol. (2000) [Pubmed]
  6. Anaerobic carotenoid biosynthesis in Rhodobacter sphaeroides 2.4.1: H2O is a source of oxygen for the 1-methoxy group of spheroidene but not for the 2-oxo group of spheroidenone. Yeliseev, A.A., Kaplan, S. FEBS Lett. (1997) [Pubmed]
  7. Rhodovulum imhoffii sp. nov. Srinivas, T.N., Kumar, P.A., Sasikala, C.h., Ramana, C.h.V. Int. J. Syst. Evol. Microbiol. (2007) [Pubmed]
  8. Heterologous expression, purification, and enzymatic characterization of the acyclic carotenoid 1,2-hydratase from Rubrivivax gelatinosus. Steiger, S., Mazet, A., Sandmann, G. Arch. Biochem. Biophys. (2003) [Pubmed]
  9. Phytoene desaturase, CrtI, of the purple photosynthetic bacterium, Rubrivivax gelatinosus, produces both neurosporene and lycopene. Harada, J., Nagashima, K.V., Takaichi, S., Misawa, N., Matsuura, K., Shimada, K. Plant Cell Physiol. (2001) [Pubmed]
  10. Carotenoid-to-bacteriochlorophyll singlet energy transfer in carotenoid-incorporated B850 light-harvesting complexes of Rhodobacter sphaeroides R-26.1. Frank, H.A., Farhoosh, R., Aldema, M.L., DeCoster, B., Christensen, R.L., Gebhard, R., Lugtenburg, J. Photochem. Photobiol. (1993) [Pubmed]
  11. Resonance Raman spectroscopy of 2H-labelled spheroidenes in petroleum ether and in the Rhodobacter sphaeroides reaction centre. Kok, P., Köhler, J., Groenen, E.J., Gebhard, R., van der Hoef, I., Lugtenburg, J., Farhoosh, R., Frank, H.A. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. (1997) [Pubmed]
  12. Triplet energy transfer between the primary donor and carotenoids in Rhodobacter sphaeroides R-26.1 reaction centers incorporated with spheroidene analogs having different extents of pi-electron conjugation. Farhoosh, R., Chynwat, V., Gebhard, R., Lugtenburg, J., Frank, H.A. Photochem. Photobiol. (1997) [Pubmed]
  13. Rhodovulum marinum sp. nov., a novel phototrophic purple non-sulfur alphaproteobacterium from marine tides of Visakhapatnam, India. Srinivas, T.N., Kumar, P.A., Sasikala, C.h., Ramana, C.h.V., Süling, J., Imhoff, J.F. Int. J. Syst. Evol. Microbiol. (2006) [Pubmed]
  14. Mechanism of carotenoid singlet excited state energy transfer in modified bacterial reaction centers. Lin, S., Katilius, E., Ilagan, R.P., Gibson, G.N., Frank, H.A., Woodbury, N.W. The journal of physical chemistry. B, Condensed matter, materials, surfaces, interfaces & biophysical. (2006) [Pubmed]
  15. Towards a vibrational analysis of spheroidene. Resonance Raman spectroscopy of 13C-labelled spheroidenes in petroleum ether and in the Rhodobacter sphaeroides reaction centre. Kok, P., Köhler, J., Groenen, E.J., Gebhard, R., van der Hoef, I., Lugtenburg, J., Hoff, A.F., Farhoosh, R., Frank, H.A. Biochim. Biophys. Acta (1994) [Pubmed]
 
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