What molecule am I?


The term 鈥渕olecular motor鈥� was introduced in the 1990s to describe protein 鈥渕achines鈥� that produce motion at the cellular level. At the same time, chemists initiated attempts to 鈥渂uild鈥� molecules that, upon input of energy, performed work, typically rotating a portion of the molecule. The energy could be in the form of heat, light, electricity, or chemical reaction.
One of the first researchers to create molecular motors was Ben Feringa at the University of Groningen (The Netherlands). In 1999, he and his co-workers reported the synthesis of a photochemically driven molecular rotor. Last year, he and two other chemists were awarded the Nobel Prize in Chemistry for their pioneering work in this field.
Earlier this year, Feringa and colleagues created a more complex machine: a聽. The molecule, shown in the image, consists of a tricyclic fluorene group attached to a bicyclic indane via a double bond (the 鈥渕otor axis鈥�). The other ring of the indane is attached by a single bond (the 鈥渞otor axis鈥�) to bicyclic naphthalene.
UV (365 nm) irradiation of the molecule at 鈥�60 潞C induces the double bond to isomerize and cause the indane鈥搉aphthalene moiety to rotate around the fluorene. The stereochemistry is such that only one side of the naphthalene ever faces the fluorene.
Feringa鈥檚 next objective is to 鈥渃reate machines that can amplify the molecular machines鈥� motion to larger movements or transmit motion over longer distances.鈥�
MOTW Update
Salvinorin A, a hallucinogen obtained from the Mexican salvia plant, was聽Molecule of the Week for May 28, 2012. Recently, researchers synthesized an analogue of salvinorin A,聽, that is easier to make and more stable than the natural product. The salvinorins show promise as anti-itching agents.

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