Myxoxanthophyll

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Structural formula
Myxoxanthophyll.svg
General
Surname Myxoxanthophyll
other names
  • Myxol-2'-quinovoside
  • (3 R , 2 ′ S ) -2 ′ - (α- L -quinovosyloxy) -3 ′, 4′-didehydro-1 ′, 2′-dihydro-β, ψ-carotene-3,1′-diol
Molecular formula C 46 H 66 O 7
Brief description

purple crystals

External identifiers / databases
CAS number 11004-68-5
PubChem 16061291
Wikidata Q1956980
properties
Molar mass 731.02 g · mol -1
Physical state

firmly

Melting point

172 ° C

solubility

good in ethanol and acetone

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Myxoxanthophyll is an oxygenated carotenoid or xanthophyll . The glycoside is made up of the carotenoid alcohol myxol and a monosaccharide - usually L - quinovose , sometimes 2,4-dimethyl L - fucose - and occurs in cyanobacteria along with other carotenoids such as zeaxanthin or echinenone in their membranes.

Myxoxanthophyll has been found in a large number of cyanobacteria examined so far in amounts of 9 to 42% of all carotenes and carotenoids. It has not yet been detected in other photosynthetically active bacteria and algae .

As with all tetraterpenes, the aglycone myxol is biosynthesized from two units of geranyl pyrophosphate via phytoin and lycopene . The glycon L -chinovose only occurs here in the L -form.

The myxoxanthophyll is usually located in the cell wall and other membranes of the cyanobacteria and is partly responsible for their coloring. According to studies on Synechocystis , it is also necessary for the correct function of the thylakoid membranes in chloroplasts . Furthermore, myxoxanthophyll seems to have a protective function for the photosynthetic apparatus - similar to the related zeaxanthin in higher plants.

Individual evidence

  1. ^ A b J. Buckingham: Dictionary of Natural Products. CRC Press, 1994, ISBN 978-0-412-46620-5
  2. ^ A b G. Britton, S. Liaaen-Jensen, H. Pfander, AZ Mercadante, ES Egeland: Carotenoids Handbook: Handbook. Birkhäuser, 2004, ISBN 978-3-7643-6180-8
  3. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  4. Takaichi, S. et al. (2001): Myxoxanthophyll in Synechocystis sp. PCC 6803 is Myxol 2′-dimethyl-fucoside, (3R, 2′S) -Myxol 2 ′ - (2,4-di-O-methyl-α-l-fucoside), not rhamnoside. (PDF; 373 kB) In: Plant Cell Physiol. 42 (7): 756-762. PMID 11479383
  5. Mohamed, HE et al. (2005): Myxoxanthophyll is required for normal cell wall structure and thylakoid organization in the cyanobacterium Synechocystis sp. strain PCC 6803. (PDF; 454 kB) In: J. Bacteriol. 187 (20): 6883-6892. PMID 16199557
  6. GA Peschek, W. Löffelhardt, G. Butterer: The Phototrophic Prokaryotes: Proceedings of the 9th International Symposium Held in Vienna, Austria, September 6-12, 1997. S. 799, Springer, 1998, ISBN 978-0-306- 45923-8
  7. HE Mohamed, AML van de Meene, RW Roberson, WFJ Vermaas: Myxoxanthophyll Is Required for Normal Cell Wall Structure and Thylakoid Organization in the Cyanobacterium Synechocystis sp. Strain PCC 6803 , in J. Bacteriol. 2005 October; 187 (20): 6883-6892.
  8. ^ I. Domonkos, P. Malec, H. Laczko-Dobos, O. Sozer, K. Klodawska, H. Wada, K. Strzalka, Z. Gombos: Phosphatidylglycerol Depletion Induces an Increase in Myxoxanthophyll Biosynthetic Activity in Synechocystis PCC6803 Cells. in Plant and Cell Physiology. 2009 50 (2): 374-382.