Chin H S, Sim T S
Department of Microbiology, Faculty of Medicine, National University of Singapore, 5 Science Drive 2, Singapore 117597, Republic of Singapore.
Biochem Biophys Res Commun. 2002 Jul 5;295(1):55-61. doi: 10.1016/s0006-291x(02)00629-0.
The biosynthesis of cephalosporins is catalyzed by deacetoxycephalosporin C synthase (DAOCS). Based on computational, biochemical, and structural analyses, it has been proposed that modification of the C-terminus of DAOCS might be a constructive strategy for engineering improvement in enzyme activity. Therefore, five hydrophilic residues namely N301, Y302, N304, R306, and R307 located in proximity to the C-terminus of Streptomyces clavuligerus DAOCS (scDAOCS) were selected and each substituted with a hydrophobic leucine residue. Substitutions at positions 304, 306, and 307 created mutant scDAOCSs with improved efficiencies in penicillin analog conversion up to 397%. And since it has been previously advocated that the C-terminus is crucial for guiding substrate entry, a truncated mutant DAOCS was constructed to assess its involvement. The truncation of the C-terminus at position 310 in the wild-type scDAOCS resulted in reduction of indiscriminate conversion of penicillin analog but this defect was compensated by the replacement of asparagine with leucine at position 304.
头孢菌素的生物合成由脱乙酰氧基头孢菌素C合酶(DAOCS)催化。基于计算、生化和结构分析,有人提出对DAOCS的C末端进行修饰可能是提高酶活性的一种建设性策略。因此,选择了位于克拉维链霉菌DAOCS(scDAOCS)C末端附近的五个亲水性残基,即N301、Y302、N304、R306和R307,并用疏水性亮氨酸残基对每个残基进行取代。在304、306和307位的取代产生了突变型scDAOCS,其青霉素类似物转化效率提高了397%。由于之前有人主张C末端对引导底物进入至关重要,因此构建了一个截短的突变型DAOCS来评估其作用。野生型scDAOCS在310位的C末端截短导致青霉素类似物的非特异性转化减少,但304位的天冬酰胺被亮氨酸取代弥补了这一缺陷。