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Complete chiral symmetry breaking of an amino acid derivative directed by circularly polarized light.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Noorduin, Wim L. Bode, Arno A. C. Meijden, Maarten W. Van Der Meekes, Hugo Etteger, Albert F. Van Enckevort, Willem J. P. Van Christianen, Peter C. M. Kaptein, Bernard Kellogg, R. Rasing, Th. Vlieg, Elias |
| Copyright Year | 2009 |
| Abstract | Circularly polarized light (CPL) emitted from star-forming regions is an attractive candidate as a cause of single chirality in nature. It has remained difficult, however, to translate the relatively small chemical effects observed on irradiation of molecular systems with CPL into high enantiomeric excesses. Here we demonstrate that irradiation of a racemic amino acid derivative with CPL leads to a small amount of chiral induction that can be amplified readily to give an enantiopure solid phase. A racemate composed of equal amounts of left- and right-handed crystals in contact with the irradiated solution is converted completely into crystals of single-handedness through abrasive grinding when racemization is effected in the solution. The rotation sense of the CPL fully determines the handedness of the final solid state. These findings illustrate the potential effectiveness of CPL in the control of molecular asymmetry, which is relevant for the origin of the single chirality inherent to many biological molecules. |
| File Format | PDF HTM / HTML |
| DOI | 10.1038/nchem.416 |
| PubMed reference number | 21124360 |
| Journal | Medline |
| Volume Number | 1 |
| Issue Number | 9 |
| Alternate Webpage(s) | https://www.rug.nl/research/portal/files/14467085/2009NatChemNoorduin.pdf |
| Alternate Webpage(s) | https://www.rug.nl/research/portal/files/14467084/2009NatChemNoorduinSupp.pdf |
| Alternate Webpage(s) | https://pure.rug.nl/ws/files/14467084/2009NatChemNoorduinSupp.pdf |
| Alternate Webpage(s) | https://doi.org/10.1038/nchem.416 |
| Journal | Nature chemistry |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |