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Comparative analysis of cytochrome p450-like genes from Locusta migratoria manilensis： expression profiling and response to insecticide exposure

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Insect Science 2012年第1期19卷 75-85页

作者： Yan-Qiong Guo Jian-Zhen Zhang Mei-Ling Yang Liang-Zhen Yan Kun Yan Zhu Ya-ping Guo En-Bo Ma Institute of Appfied Biology Shanxi UniversityTaiyuan College of Agriculture Shanxi Agricultural UniversityTaiguShanxi ProvinceChina Department of Entomology Kansas State UniversityManhattanKansasUSA

The cytochrome p450 monooxygenase （cytochrome p450） gene superfamily comprises many genes that may be involved in the biotransformations of pesticides and other xenobiotics. To date, very little is known about cytochrome p450 genes in the oriental migratory locust, Locusta migratoria manilensis. In this study, we carried out a genomewide analysis ofcytochrome p450 genes of the locust to identify putative cytochrome p450 genes and characterize their expression responses to insecticide exposures. We identified 15 cytochrome p450-1ike genes from a locust expressed sequence tag database （LocustDB）. Reverse transcription polymerase chain reaction （RT-pCR） analysis showed that most cytochrome p450-1ike genes displayed different tissue and developmental stage expression patterns. However, most of them were predominantly expressed in the midgnt, gastric caeca, fatbodies, and/or hindgut. Biochemical analysis showed that cytochrome p450 was differentially affected by three different insecticides. Deltamethrin caused significant inductions in 12 h at LD30 （dose to kill 30% of the tested individuals） in the nymphs, whereas malathion and carbaryl did not have significant effect on cytochrome p450 enzyme activity. Further RT-pCR analysis Showed significant increases of transcriptions of several cytochrome p450 genes in deltamethrin-treated locusts. Thus, the increased cytochrome p450 enzyme activity is likely due to increased transcriptions of multiple cytochrome p450 genes in response to deltamethrin exposure. These results are expected to help us better understand the interactions between insecticides and major detoxification enzymes, and possible changes of the susceptibility to other insecticides in deltamethrin-treated insects at various molecular levels.

关键词： cytochrome p450 monooxygenase deltamethrin gene expression profiling insecticide Locusta migratoria manilensis

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Establishing Modular Cell-Free Expression System for the Biosynthesis of Bicyclomycin from a Chemically Synthesized Cyclodipeptide

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Chinese Journal of Chemistry 2024年第4期42卷 384-390页

作者： Yi-pei Liu Yu-Heng Zhao Wen-Qi Zhang Lian Wu Linjuan Huang Gong-Li Tang Jun-Bin He Shaanxi Natural Carbohydrate Resource Engineering Research Center College of Food Science and TechnologyNorthwest UniversityXi'anShaanxi710069 China State Key Laboratory of Chemical Biology Shanghai Institute of Organic ChemistryUniversity of Chinese Academy of Sciences(CAS)CASShanghai200032 China School of Chemistry and Materials Science Hangzhou Institute for Advanced StudyUniversity of CAS1 Sub-lane XiangshanHangzhouZhejiang310024 China

Cell-free expression systems have emerged as a versatile and powerful platform for metabolic engineering,biosynthesis and synthetic biology ***,successful examples of the synthesis of complex natural products using this system are still ***,a structurally unique and complex diketopiperazine alkaloid,is a clinically promising antibiotic that selectively inhibits the transcription termination factor ***,we established a modular cell-free expression system with cascade catalysis for the biosynthesis of bicyclomycin from a chemically synthesized *** six cell-free expressed biosynthetic enzymes,including five iron-andα-ketoglutarate-dependent dioxygenases and one cytochrome p450 monooxygenase,were active in converting their substrates to the corresponding *** co-expressed enzymes in the cell-free module were able to complete the related partial *** vitro biosynthesis of bicyclomycin was also achieved by reconstituting the entire biosynthetic pathways(i.e.,six enzymes)using the modular cell-free expression *** study demonstrates that the modular cell-free expression system can be used as a robust and promising platformforthe biosynthesis of complex antibiotics.

关键词： Natural products Bicyclomycin Biosynthesis Iron-andα-ketoglutarate-dependent dioxygenases cytochrome p450 monooxygenase Cell-freeprotein synthesis Enzyme catalysis

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Structure-guided manipulation of the regioselectivity of the cyclosporine A hydroxylase CYp-sb21 from Sebekia benihana

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Synthetic and Systems Biotechnology 2020年第3期5卷 236-243页

作者： Fengwei Li Li Ma Xingwang Zhang Jingfei Chen Feifei Qi Yinyue Huang Zepeng Qu Lishan Yao Wei Zhang Eung-Soo Kim Shengying Li State Key Laboratory of Microbial Technology Shandong UniversityQingdaoShandong266237China Shandong provincial Key Laboratory of Synthetic Biology CAS Key Laboratory of BiofuelsQingdao Institute of Bioenergy and Bioprocess TechnologyChinese Academy of SciencesQingdaoShandong266101China Department of Biological Engineering Inha UniversityIncheon22212South Korea Laboratory for Marine Biology and Biotechnology Qingdao National Laboratory for Marine Science and TechnologyQingdaoShandong266237China

The cytochrome p450 enzyme CYp-sb21 from the rare actinomycete Sebekia benihana is capable of hydroxylating the immunosuppressive drug molecule cyclosporine A(CsA)primarily at the 4th N-methyl leucine(MeLeu4),giving rise toγ-hydroxy-N-methyl-L-Leu4-CsA(CsA-4-OH).This oxidative modification of CsA leads to dramatically reduced immunosuppressive activity while retaining the hair growth-promoting side-effect,thus demonstrating great application potential in both pharmaceutical and cosmetic ***,this p450 enzyme also hydroxylates CsA at the unwanted position of the 9th N-methyl leucine(MeLeu9),indicating that the regioselectivity needs to be improved for the development of CsA-4-OH into a commercial hair growth ***,we report the crystal structure of CYp-sb21 in its substrate-free form at 1.85Å.Together with sequence and 3D structure comparisons,Autodock-based substrate docking,molecular dynamics(MD)simulation,and site-directed mutagenesis,we identified a number of key residues including R294,E264,and M179 that can improve catalytic efficiency or change the regioselectivity of CYp-sb21 towards CsA,setting the stage for better enzymatic preparation of *** study also provides new insights into the substrate recognition and binding mechanism of p450 enzymes that accommodate bulky substrates.

关键词： cytochrome p450 monooxygenase Crystal structure Cyclosporine A Regioselectivity Hair growth stimulator

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