Owais W M, Ronald R C, Kleinhofs A, Nilan R A
Mutat Res. 1986 Nov;175(3):121-6. doi: 10.1016/0165-7992(86)90109-0.
The L- and D-isomers of azidoalanine (azide metabolite) have been chemically synthesized with 60% yield using corresponding N-(tert-butoxycarbonyl)-serine as starting materials. The mutagenic properties of synthesized L-azidoalanine are very similar to those of azide and in vivo synthesized azidoalanine. Synthetic D-azidoalanine shows very low mutagenic activity on Salmonella typhimurium TA1530 strain compared to that of the L-isomer. Thus a stereoselective process is involved in azidoalanine mutagenicity. The data presented in this study suggest that further biochemical activation is required for L-azidoalanine to produce its mutagenic activity.
叠氮丙氨酸（叠氮化物代谢产物）的L型和D型异构体已以相应的N-（叔丁氧羰基）-丝氨酸为起始原料通过化学合成得到，产率为60%。合成的L-叠氮丙氨酸的诱变特性与叠氮化物及体内合成的叠氮丙氨酸非常相似。与L型异构体相比，合成的D-叠氮丙氨酸对鼠伤寒沙门氏菌TA1530菌株显示出非常低的诱变活性。因此，叠氮丙氨酸的诱变作用涉及一个立体选择性过程。本研究提供的数据表明，L-叠氮丙氨酸要产生诱变活性需要进一步的生化激活。
