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Phycoerythrobilin

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Phycoerythrobilin
Names
IUPAC name 3-methyl]-4-methyl-1H-pyrrol-2-yl]methylidene]-5-methylidene]-4-methylpyrrol-3-yl]propanoic acid
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
MeSH phycoerythrobilin
PubChem CID
InChI
  • InChI=1S/C33H38N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,14-15,19,26,35H,2,9-13H2,1,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b20-7+,27-14-,28-15-/t19-,26-/m1/s1Key: IGJXAXFFKKRFKU-NDGVYKEISA-N
SMILES
  • C/C=C/1\(C(=O)N\C1=C/c2c(c(c(2)/C=C\3/C(=C(C(=N3)C4C(=C(C(=O)N4)C=C)C)C)CCC(=O)O)CCC(=O)O)C)C
Properties
Chemical formula C33H38N4O6
Molar mass 586.689 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

Phycoerythrobilin is a red phycobilin, i.e. an open tetrapyrrole chromophore found in cyanobacteria and in the chloroplasts of red algae, glaucophytes and some cryptomonads. Phycoerythrobilin is present in the phycobiliprotein phycoerythrin, of which it is the terminal acceptor of energy. The amount of phycoerythrobilin in phycoerythrins varies a lot, depending on the considered organism. In some Rhodophytes and oceanic cyanobacteria, phycoerythrobilin is also present in the phycocyanin, then termed R-phycocyanin. Like all phycobilins, phycoerythrobilin is covalently linked to these phycobiliproteins by a thioether bond.

References

  1. Chapman, David J.; Cole, W. J.; Siegelman, Harold W. (1967). "Structure of phycoerythrobilin". Journal of the American Chemical Society. 89 (23): 5976–5977. doi:10.1021/ja00999a058. ISSN 0002-7863.

External links

Types of tetrapyrroles
Bilanes
(Linear)
Phytobilins
Phycobilins
Macrocycle
Corrinoids
Porphyrins
Protoporphyrins
Phytoporphyrins
Reduced
porphyrins
Porphyrinogens
Chlorins
Bacteriochlorins
Isobacteriochlorins
Corphins


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