Adriaens P, Vanderhaeghe H, Meesschaert B, Eyssen H
Antimicrob Agents Chemother. 1975 Jul;8(1):15-7. doi: 10.1128/AAC.8.1.15.
l-[3,3'-(3)H]cystine was incorporated into penicillin with retention of one tritium. This result can be explained by beta-lactam formation through ring closure between C3 of cysteine and NH of valine. No radioactivity of dl-[2,3-(3)H]valine was incorporated into penicillin. The loss of isotope at C2 occurs during the inversion of configuration. The loss of label at C3 is discussed in terms of possible intermediates for the formation of the thiazolidine ring of penicillin.
L-[3,3'-(3)H]胱氨酸被掺入青霉素中,且保留了一个氚原子。这一结果可以通过半胱氨酸的C3与缬氨酸的NH之间闭环形成β-内酰胺来解释。dl-[2,3-(3)H]缬氨酸没有放射性被掺入青霉素中。C2处同位素的损失发生在构型翻转过程中。C3处标记的损失是根据青霉素噻唑烷环形成的可能中间体进行讨论的。