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Anthocyanins, from the Greek words for 鈥渄ark blue flower鈥�, are natural coloring agents found in divserse plant parts such as blueberries, wine grapes, and even autumn leaves. They belong to a broader class of molecules called flavonoids, which have been studied for their possible health benefits.
Callistephin is an anthocyanin that was first identified in purple-red asters (Richard Willst盲tter and Ch. L. Burdick, 1917). Subsequently it was extracted from strawberries, pomegranates, and blue corn. In 1928, British chemists Alexander Robertson and Nobel laureate Robert Robinson determined callistephin鈥檚 structure and synthesized it in the laboratory.
Callistephin is the 3-O-glycoside of pelargonidin, another plant pigment. Both molecules are cationic and normally exist as their chloride salts.
Today, many food and cosmetic manufacturers prefer to use natural colorants in their products; and anthocyanins are foremost among them. But these pigments are difficult and expensive to remove from plants and to purify. Last month, Mattheos A. G. Koffas at Rensselaer Polytechnic Institute (Troy, NY) and colleagues reported a biochemical reaction sequence that聽.
The researchers used genetic engineering to create four strains of聽Escherichia coli聽bacteria鈥攖hree to produce the synthetic intermediates and one for the final product (see 鈥淔our Microbes Make Callistephin鈥�).
So far, methods like this have made anthocyanins only in the mg/L concentration range; but some intermediates have been produced in g/L. If the chemists can boost the production of the final products to g/L, the process will be suitable for commercialization.
Four Microbes Make Callistephin
- Glucose to聽p-coumaric acid (five biochemical steps)
- p-Coumaric acid to naringenin (five steps)
- Naringenin to afzelechin (three steps)
- Afzelechin to callistephin

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