Homochirality of beta-peptides a significant biomimetic property of unnatural systems /
Homochirality, an interesting phenomenon of life, is mainly an unresolved problem and was thought to be a property of living matter. Herein, we show that artificial beta-peptides have the tendency toward homochiral diastereoselective chain elongation. Chain-length-dependent stereochemical discrimina...
Elmentve itt :
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| Dokumentumtípus: | Cikk |
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Wiley
2017
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| Sorozat: | CHEMISTRYOPEN
6 No. 4 |
| doi: | 10.1002/open.201700078 |
| mtmt: | 3266869 |
| Online Access: | http://publicatio.bibl.u-szeged.hu/12515 |
| Tartalmi kivonat: | Homochirality, an interesting phenomenon of life, is mainly an unresolved problem and was thought to be a property of living matter. Herein, we show that artificial beta-peptides have the tendency toward homochiral diastereoselective chain elongation. Chain-length-dependent stereochemical discrimination was investigated in the synthesis of foldamers with various side chains and secondary structures. It was found that there is a strong tendency toward the synthesis of homochiral oligomers. The size of the side chain drastically influenced the selectivity of the stereodiscriminative chain-elongation reaction. It is noteworthy that water as the co-solvent increases the selectivity. Such behavior is a novel fundamental biomimetic property of foldamers with a potential of future industrial application. |
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| Terjedelem/Fizikai jellemzők: | 492-496 |
| ISSN: | 2191-1363 |