Phytochemistry: Structure of the blue cornflower pigment

@article{Shiono2005PhytochemistrySO,
  title={Phytochemistry: Structure of the blue cornflower pigment},
  author={Masaaki Shiono and Naohiro Matsugaki and Kǒsaku Takeda},
  journal={Nature},
  year={2005},
  volume={436},
  pages={791-791}
}
The same anthocyanin pigment makes roses red but cornflowers blue, a phenomenon that has so far not been entirely explained. Here we describe the X-ray crystal structure of the cornflower pigment, which reveals that its blue colour arises from a complex of six molecules each of anthocyanin and flavone, with one ferric iron, one magnesium and two calcium ions. We believe that this tetrametal complex may represent a previously undiscovered type of supermolecular pigment. 
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  • Chemistry, Medicine
    Proceedings of the Japan Academy. Series B, Physical and biological sciences
  • 2006
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References

SHOWING 1-10 OF 12 REFERENCES
A new molecular mechanism of blue color development with protocyanin, a supramolecular pigment from cornflower, Centaurea cyanus
Components of protocyanin, a blue pigment from the blue flowers of Centaurea cyanus.
Structural basis of blue-colour development in flower petals from Commelina communis
TLDR
The blue flower-colour development and the stability of the colour can be explained by metal complexation of antho-cyanin and intermolecular hydrophobic association.
The Flavonoids Advances in Research Since 1986
The anthocyanins. Flavans and proanthocyanidins. C-Glycosyl flavonoids. Biflavonoids and triflavonoids. Isoflavonoids. Neoflavonoids. Flavones and flavanols. Flavone and flavonol glycosides. The…
Über den blauen Farbstoff der Kornblume, I. Natürliche und synthetische Anthocyan-Metallkomplexe
Der cyaninhaltige blaue Farbstoff der Kornblume wurde isoliert und als Aluminium-Eisen-Komplex des Cyanins erkannt. De nicht dialysierbare Komplex ist in saurem pH-Bereich stabil. Die Variation der…
Komplexbildung und Blütenfarben
Der Farbstoff der blauen Kornblume, Protocyanin, ist ein Komplex von hohem Molekulargewicht. Eisen(III)- und Aluminium-Ionen bilden mit der Anhydrobase des Cyanins tiefblaue Chelate, die im…
Composition of Protocyanin, A Self‐Assembled Supramolecular Pigment from the Blue Cornflower, Centaurea cyanus
Further Analysis of Organic and Inorganic Components in Crystalline Protocyanin:Studies on Anthocyanins, XXXV
On the Metallic Components in Newly Crystallized Specimen of Bayer's Protocyanin, a Blue Metallo- Anthocyanin from the Cornflower Studies on A nthocyanins. XXXIV
STUDIES ON ANTHOCYANINS: COLOR VARIATION IN ANTHOCYANINS.
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