A Prebiotic Surface Catalysed Photochemically Activated Synthesis of L-Cysteine
Available Online December 2016.
- https://doi.org/10.2991/bep-16.2017.1How to use a DOI?
- ethyne; 2-amino ethenyl.porphin; 2-mercapto ethanimin-1yl porphin; l-cysteine
- Ethyne forms a weak charge-transfer complex with surface catalysts such as Mg.porphin in which the ethyne group has a net positive charge (0.08), and the conjugated porphin has a negative charge. This neutral complex is polarised and undergoes a nucleophilic addition reaction with ammonia at the carbene carbon to form Mg.2-amino ethenyl.porphin which has a tendency to the formation of cyclic Mg.1H aziridin-2yl.porphin complex. Nucleophilic attack by hydrosulfide anion ultimately yields a complex of bound 2-mercapto ethanimine. When the imine is bound to a Mg.porphin complex in which carbon monoxide has been oriented by exciting radiation an aziridine-2one complex is formed hydrolysable to the amino acid L-cysteine. The reactions have been shown to be feasible from the overall enthalpy changes in the ZKE approximation at the HF and MP2 /6-31G* level.
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Cite this article
TY - CONF AU - Nigel AYLWARD PY - 2016/12 DA - 2016/12 TI - A Prebiotic Surface Catalysed Photochemically Activated Synthesis of L-Cysteine BT - Proceedings of the 2016 International Conference on Biological Engineering and Pharmacy (BEP 2016) PB - Atlantis Press SP - 1 EP - 5 SN - 2468-5747 UR - https://doi.org/10.2991/bep-16.2017.1 DO - https://doi.org/10.2991/bep-16.2017.1 ID - AYLWARD2016/12 ER -