Cho H, Adrio J L, Luengo J M, Wolfe S, Ocran S, Hintermann G, Piret J M, Demain A L
Fermentation Microbiology Laboratory, Department of Biology, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.
Proc Natl Acad Sci U S A. 1998 Sep 29;95(20):11544-8. doi: 10.1073/pnas.95.20.11544.
Using resting cells and extracts of Streptomyces clavuligerus NP1, we have been able to convert penicillin G (benzylpenicillin) to deacetoxycephalosporin G. Conversion was achieved by increasing by 45x the concentration of FeSO4 (1.8 mM) and doubling the concentration of alpha-ketoglutarate (1.28 mM) as compared with standard conditions used for the normal cell-free conversion of penicillin N to deacetoxycephalosporin C. ATP, MgSO4, KCl, and DTT, important in cell-free expansion of penicillin N, did not play a significant role in the ring expansion of penicillin G by resting cells or cell-free extracts. When these conditions were used with 14 other penicillins, ring expansion was achieved in all cases.
利用棒状链霉菌NP1的静息细胞和提取物,我们已能够将青霉素G(苄青霉素)转化为去乙酰氧基头孢菌素G。与用于青霉素N无细胞正常转化为去乙酰氧基头孢菌素C的标准条件相比,通过将硫酸亚铁浓度提高45倍(1.8 mM)和将α-酮戊二酸浓度加倍(1.28 mM)实现了转化。在青霉素N的无细胞扩环中起重要作用的ATP、硫酸镁、氯化钾和二硫苏糖醇,在静息细胞或无细胞提取物对青霉素G的扩环过程中未发挥显著作用。当将这些条件用于其他14种青霉素时,在所有情况下均实现了扩环。