Friedmann N, Miller S L
Science. 1969 Nov 7;166(3906):766-7. doi: 10.1126/science.166.3906.766.
Phenylacetylene can be synthesized in substantial yields from various hydrocarbons by high temperatures, electric discharges, and ultraviolet light. Phenylacetylene is hydrated to phenylacetaldehyde by way of both nucleophilic and radical additions of H(2)S followed by hydrolysis of the thtioaldehyde. The addition of NH(3) and HCN to phenylacetaldehyde yields phenylalanine nitrile which is hydrolyzed to phenylalanine. A small yield of tyrosine is obtained from the radical addition of H(2)S to phenylacetylene. This sequence of reactions is a possible mechanism for the synthesis of these amino acids on the primitive earth.
苯乙炔可以通过高温、放电和紫外线从各种碳氢化合物中大量合成。苯乙炔通过H₂S的亲核加成和自由基加成，随后硫醛水解，水合生成苯乙醛。向苯乙醛中加入NH₃和HCN生成苯丙氨酸腈，然后水解生成苯丙氨酸。通过H₂S对苯乙炔的自由基加成可得到少量酪氨酸。这一系列反应是原始地球上这些氨基酸合成的一种可能机制。
