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myxoxanthophyll
Sign in to saveMyxoxanthophyll is a carotenoid glycoside pigment present (usually as rhamnosides) in the photosynthetic apparatus of cyanobacteria. It is named after the word "Myxophyceae", a former term for cyanobacteria. As a monocyclic xanthophyll, it has a yellowish color. It is required for normal cell wall structure and thylakoid organization in the cyanobacterium Synechocystis. The pigment is unusual because it is glycosylated on the 2'-OH rather than the 1'-OH position of the molecule. Myxoxanthophyll was first isolated from Oscillatoria rubenscens in 1936.
In the Vinony graph
Within Vinony's link graph, myxoxanthophyll is referenced by 3 other articles, and connects out to photosynthesis, digital object identifier and chemical formula.
Vinony files it under Biological pigments, Carotenoid glycosides and Chemical pages without ChemSpiderID.
Its subject is documented across 4 Wikipedia language editions.
Chemical data
- Formula
- C46H66O8
- Molecular weight
- 747 g/mol
- IUPAC name
- (3R,4S,5S,6R)-2-[(3R,4E,6E,8E,10E,12E,14E,16E,18E,20E,22E,24E)-2-hydroxy-25-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-2,6,10,14,19,23-hexamethylpentacosa-4,6,8,10,12,14,16,18,20,22,24-undecaen-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
- SMILES
- CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H](C(C)(C)O)OC2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)/C)/C
- InChIKey
- VJHXSZGYVIKVEU-SKFWZKHZSA-N
- XLogP
- 9.1
- Polar surface area
- 140 Ų
- H-bond donors
- 6
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 746.475769
Show 4 more facts
- canonical SMILES
- CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC=C(C)C=CC(C(C)(C)O)OC2C(C(C(C(O2)CO)O)O)O)C)C
- chemical formula
- C₄₆H₆₆O₈
- isomeric SMILES
- CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H](C(C)(C)O)OC2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)/C)/C
- Commons category
- Myxoxanthophyll
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Synthesis
- References
- External links
Myxoxanthophyll is a carotenoid glycoside pigment present (usually as rhamnosides) in the photosynthetic apparatus of cyanobacteria. It is named after the word "Myxophyceae", a former term for cyanobacteria. As a monocyclic xanthophyll, it has a yellowish color. It is required for normal cell wall structure and thylakoid organization in the cyanobacterium Synechocystis. The pigment is unusual because it is glycosylated on the 2'-OH rather than the 1'-OH position of the molecule. Myxoxanthophyll was first isolated from Oscillatoria rubenscens in 1936.
== Synthesis == The bright red pigment lycopene is the acyclic precursor of all carotenoids in cyanobacteria. In myxoxanthophyll synthesis, lycopene is enzymatically converted to 1-hydroxylycoprene, then to intermediates 1'-hydroxy-y-carotene, plectaniaxanthin, and myxol. Finally, the hydroxyl group in myxol is glycosylated at the 2' position to form myxoxanthophyll.
Excerpted from Wikipedia’s “myxoxanthophyll” article, available under the CC BY-SA 4.0 licence.