当前位置： SCI文献检索 > ACS Synthetic Biology期刊下所有文献 > Synthetic Derivatives of (+)-epi-α-Bisabolol Are Formed by Mammalian Cytochromes P450 Expressed in a Yeast Reconstituted Pathway.

Synthetic Derivatives of (+)-epi-α-Bisabolol Are Formed by Mammalian Cytochromes P450 Expressed in a Yeast Reconstituted Pathway.

Abstract：

:Identification of the enzyme(s) involved in complex biosynthetic pathways can be challenging. An alternative approach might be to deliberately diverge from the original natural enzyme source and use promiscuous enzymes from other organisms. In this paper, we have tested the ability of a series of human and animal cytochromes P450 involved in xenobiotic detoxification to generate derivatives of (+)-epi-α-bisabolol and attempt to produce the direct precursor of hernandulcin, a sweetener from Lippia dulcis for which the last enzymatic steps are unknown. Screening steps were implemented in vivo in S. cerevisiae optimized for the biosynthesis of oxidized derivatives of (+)-epi-α-bisabolol by coexpressing two key enzymes: the (+)-epi-α-bisabolol synthase and the NADPH cytochrome P450 reductase. Five out of 25 cytochromes P450 were capable of producing new hydroxylated regioisomers of (+)-epi-α-bisabolol. Of the new oxidized bisabolol products, the structure of one compound, 14-hydroxy-(+)-epi-α-bisabolol, was fully elucidated by NMR while the probable structure of the second product was determined. In parallel, the production of (+)-epi-α-bisabolol derivatives was enhanced through the addition of a supplementary genomic copy of (+)-epi-α-bisabolol synthase that augmented the final titer of hydroxylated product to 64 mg/L. We thus demonstrate that promiscuous drug metabolism cytochromes P450 can be used to produce novel compounds from a terpene scaffold.

journal_name

ACS Synth Biol

journal_title

ACS synthetic biology

authors

Sarrade-Loucheur A,Ro DK,Fauré R,Remaud-Siméon M,Truan G

doi

10.1021/acssynbio.9b00399

subject

Has Abstract

pub_date

2020-02-21 00:00:00

pages

368-380

issue

2

issn

2161-5063

journal_volume

9

pub_type

杂志文章

相关文献

ACS Synthetic Biology文献大全
  • Reconstituted biosynthesis of the nonribosomal macrolactone antibiotic valinomycin in Escherichia coli.

    abstract：:The structural complexity of nonribosomal peptides (NRPs) impeding economic chemical synthesis and poor cultivability of source organisms limits the development of bioprocesses for novel bioactive compounds. Since nonribosomal peptide synthetases (NRPSs) assemble NRPs from simple amino acid building blocks, heterologo...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/sb400082j

    authors： Jaitzig J,Li J,Süssmuth RD,Neubauer P

    更新日期：2014-07-18 00:00:00

  • Matching Protein Interfaces for Improved Medium-Chain Fatty Acid Production.

    abstract：:Medium-chain fatty acids (MCFAs) are key intermediates in the synthesis of medium-chain chemicals including α-olefins and dicarboxylic acids. In bacteria, microbial production of MCFAs is limited by the activity and product profile of fatty acyl-ACP thioesterases. Here, we engineer a heterologous bacterial medium-chai...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.7b00334

    authors： Sarria S,Bartholow TG,Verga A,Burkart MD,Peralta-Yahya P

    更新日期：2018-05-18 00:00:00

  • Nucleic Acid Detection Using CRISPR/Cas Biosensing Technologies.

    abstract：:For infectious diseases, rapid and accurate identification of the pathogen is critical for effective management and treatment, but diagnosis remains challenging, particularly in resource-limited areas. Methods that accurately detect pathogen nucleic acids can provide robust, accurate, rapid, and ultrasensitive technol...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.9b00507

    authors： Aman R,Mahas A,Mahfouz M

    更新日期：2020-06-19 00:00:00

  • BioBlocks: Programming Protocols in Biology Made Easier.

    abstract：:The methods to execute biological experiments are evolving. Affordable fluid handling robots and on-demand biology enterprises are making automating entire experiments a reality. Automation offers the benefit of high-throughput experimentation, rapid prototyping, and improved reproducibility of results. However, learn...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.6b00304

    authors： Gupta V,Irimia J,Pau I,Rodríguez-Patón A

    更新日期：2017-07-21 00:00:00

  • Rapid Fabrication of Protein Microarrays via Autogeneration and on-Chip Purification of Biotinylated Probes.

    abstract：:A streamlined approach toward the rapid fabrication of streptavidin-biotin-based protein microarrays was investigated. First, using our engineered versatile plasmid (pBADcM-tBirA) and an optimal coexpression strategy for biotin ligase and biotin acceptor peptide (BAP) chimeric recombinant protein, an autogeneration sy...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.0c00343

    authors： Li BW,Zhang Y,Wang YC,Xue Y,Nie XY

    更新日期：2020-09-18 00:00:00

  • A System for Gene Expression Noise Control in Yeast.

    abstract：:Gene expression noise arises from stochastic variation in the synthesis and degradation of mRNA and protein molecules and creates differences in protein numbers across populations of genetically identical cells. Such variability can lead to imprecision and reduced performance of both native and synthetic networks. In ...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.8b00279

    authors： Mundt M,Anders A,Murray SM,Sourjik V

    更新日期：2018-11-16 00:00:00

  • MEGA (Multiple Essential Genes Assembling) deletion and replacement method for genome reduction in Escherichia coli.

    abstract：:Top-down reduction of the bacterial genome to construct desired chassis cells is important for synthetic biology. However, the current progress in the field of genome reduction is greatly hindered by indispensable life-essential genes that are interspersed throughout the chromosomal loci. Here, we described a new meth...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/sb500324p

    authors： Xue X,Wang T,Jiang P,Shao Y,Zhou M,Zhong L,Wu R,Zhou J,Xia H,Zhao G,Qin Z

    更新日期：2015-06-19 00:00:00

  • Silencing of antibiotic resistance in E. coli with engineered phage bearing small regulatory RNAs.

    abstract：:In response to emergent antibiotic resistance, new strategies are needed to enhance the effectiveness of existing antibiotics. Here, we describe a phagemid-delivered, RNA-mediated system capable of directly knocking down antibiotic resistance phenotypes. Small regulatory RNAs (sRNAs) were designed to specifically inhi...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/sb500033d

    authors： Libis VK,Bernheim AG,Basier C,Jaramillo-Riveri S,Deyell M,Aghoghogbe I,Atanaskovic I,Bencherif AC,Benony M,Koutsoubelis N,Löchner AC,Marinkovic ZS,Zahra S,Zegman Y,Lindner AB,Wintermute EH

    更新日期：2014-12-19 00:00:00

  • A Tunable Protein Piston That Breaks Membranes to Release Encapsulated Cargo.

    abstract：:Movement of molecules across membranes in response to a stimulus is a key component of cellular programming. Here, we characterize and manipulate the response of a protein-based piston capable of puncturing membranes in a pH-dependent manner. Our protein actuator consists of modified R bodies found in a bacterial endo...

    journal_title：ACS synthetic biology

    pub_type： 信件

    doi：10.1021/acssynbio.5b00237

    authors： Polka JK,Silver PA

    更新日期：2016-04-15 00:00:00

  • Analog Computation by DNA Strand Displacement Circuits.

    abstract：:DNA circuits have been widely used to develop biological computing devices because of their high programmability and versatility. Here, we propose an architecture for the systematic construction of DNA circuits for analog computation based on DNA strand displacement. The elementary gates in our architecture include ad...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.6b00144

    authors： Song T,Garg S,Mokhtar R,Bui H,Reif J

    更新日期：2016-08-19 00:00:00

  • Characterization and modeling of transcriptional cross-regulation in Acinetobacter baylyi ADP1.

    abstract：:Synthetic biology involves reprogramming and engineering of regulatory genes in innovative ways for the implementation of novel tasks. Transcriptional gene regulation systems induced by small molecules in prokaryotes provide a rich source for logic gates. Cross-regulation, whereby a promoter is activated by different ...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/sb3000244

    authors： Zhang D,Zhao Y,He Y,Wang Y,Zhao Y,Zheng Y,Wei X,Zhang L,Li Y,Jin T,Wu L,Wang H,Davison PA,Xu J,Huang WE

    更新日期：2012-07-20 00:00:00

  • CRISPR-Cas9 Based Engineering of Actinomycetal Genomes.

    abstract：:Bacteria of the order Actinomycetales are one of the most important sources of pharmacologically active and industrially relevant secondary metabolites. Unfortunately, many of them are still recalcitrant to genetic manipulation, which is a bottleneck for systematic metabolic engineering. To facilitate the genetic mani...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.5b00038

    authors： Tong Y,Charusanti P,Zhang L,Weber T,Lee SY

    更新日期：2015-09-18 00:00:00

  • Minimization of Elements for Isothermal DNA Replication by an Evolutionary Approach.

    abstract：:DNA replication is one of the central functions of the cell. The complexity of modern DNA replication systems raises a question: is it possible to achieve a simpler continuous isothermal DNA replication using fewer proteins? Here, we searched such replication using an evolutionary approach. Through a long-term serial ...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.0c00137

    authors： Okauchi H,Sakatani Y,Otsuka K,Ichihashi N

    更新日期：2020-07-17 00:00:00

  • Bioprinting Living Biofilms through Optogenetic Manipulation.

    abstract：:In this paper, we present a new strategy for microprinting dense bacterial communities with a prescribed organization on a substrate. Unlike conventional bioprinting techniques that require bioinks, through optogenetic manipulation, we directly manipulated the behaviors of Pseudomonas aeruginosa to allow these living ...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.8b00003

    authors： Huang Y,Xia A,Yang G,Jin F

    更新日期：2018-05-18 00:00:00

  • Engineered platform for bioethylene production by a cyanobacterium expressing a chimeric complex of plant enzymes.

    abstract：:Ethylene is an industrially important compound, but more sustainable production methods are desirable. Since cellulosomes increase the ability of cellulolytic enzymes by physically linking the relevant enzymes via dockerin-cohesin interactions, in this study, we genetically engineered a chimeric cellulosome-like compl...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/sb400197f

    authors： Jindou S,Ito Y,Mito N,Uematsu K,Hosoda A,Tamura H

    更新日期：2014-07-18 00:00:00

  • The Dual Characteristics of Light-Induced Cryptochrome 2, Homo-oligomerization and Heterodimerization, for Optogenetic Manipulation in Mammalian Cells.

    abstract：:The photoreceptor cryptochrome 2 (CRY2) has become a powerful optogenetic tool that allows light-inducible manipulation of various signaling pathways and cellular processes in mammalian cells with high spatiotemporal precision and ease of application. However, it has also been shown that the behavior of CRY2 under blu...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.5b00048

    authors： Che DL,Duan L,Zhang K,Cui B

    更新日期：2015-10-16 00:00:00

  • Exploring the Nonconserved Sequence Space of Synthetic Expression Modules in Bacillus subtilis.

    abstract：:Increasing protein expression levels is a key step in the commercial production of enzymes. Predicting promoter activity and translation initiation efficiency based solely on consensus sequences have so far met with mixed results. Here, we addressed this challenge using a "brute-force" approach by designing and synthe...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.8b00110

    authors： Sauer C,Ver Loren van Themaat E,Boender LGM,Groothuis D,Cruz R,Hamoen LW,Harwood CR,van Rij T

    更新日期：2018-07-20 00:00:00

  • Specification and simulation of synthetic multicelled behaviors.

    abstract：:Recent advances in the design and construction of synthetic multicelled systems in E. coli and S. cerevisiae suggest that it may be possible to implement sophisticated distributed algorithms with these relatively simple organisms. However, existing design frameworks for synthetic biology do not account for the unique ...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/sb300034m

    authors： Jang SS,Oishi KT,Egbert RG,Klavins E

    更新日期：2012-08-17 00:00:00

  • Artificial conversion of the mating-type of Saccharomyces cerevisiae without autopolyploidization.

    abstract：:Crossbreeding is a classical yeast hybridization procedure, where the mating of haploid cells of opposite mating-type, MATa and MATα cells, produces a new heterozygous diploid. Here, we describe a method to generate haploid MATa and MATα cells using mating-type conversion caused by expression of the HO gene, which enc...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/sb400016j

    authors： Fukuda N,Matsukura S,Honda S

    更新日期：2013-12-20 00:00:00

  • A Post-translational Metabolic Switch Enables Complete Decoupling of Bacterial Growth from Biopolymer Production in Engineered Escherichia coli.

    abstract：:Most of the current methods for controlling the formation rate of a key protein or enzyme in cell factories rely on the manipulation of target genes within the pathway. In this article, we present a novel synthetic system for post-translational regulation of protein levels, FENIX, which provides both independent contr...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.8b00345

    authors： Durante-Rodríguez G,de Lorenzo V,Nikel PI

    更新日期：2018-11-16 00:00:00

  • A Coculture Based Tyrosine-Tyrosinase Electrochemical Gene Circuit for Connecting Cellular Communication with Electronic Networks.

    abstract：:There is a growing interest in mediating information transfer between biology and electronics. By the addition of redox mediators to various samples and cells, one can both electronically obtain a redox "portrait" of a biological system and, conversely, program gene expression. Here, we have created a cell-based synth...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.9b00469

    authors： VanArsdale E,Hörnström D,Sjöberg G,Järbur I,Pitzer J,Payne GF,van Maris AJA,Bentley WE

    更新日期：2020-05-15 00:00:00

  • Sequence Specific Modeling of E. coli Cell-Free Protein Synthesis.

    abstract：:Cell-free protein synthesis (CFPS) is a widely used research tool in systems and synthetic biology. However, if CFPS is to become a mainstream technology for applications such as point of care manufacturing, we must understand the performance limits and costs of these systems. Toward this question, we used sequence sp...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.7b00465

    authors： Vilkhovoy M,Horvath N,Shih CH,Wayman JA,Calhoun K,Swartz J,Varner JD

    更新日期：2018-08-17 00:00:00

  • Probing Yeast Polarity with Acute, Reversible, Optogenetic Inhibition of Protein Function.

    abstract：:We recently developed a technique for rapidly and reversibly inhibiting protein function through light-inducible sequestration of proteins away from their normal sites of action. Here, we adapt this method for inducible inactivation of Bem1, a scaffold protein involved in budding yeast polarity. We find that acute inh...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.5b00053

    authors： Jost AP,Weiner OD

    更新日期：2015-10-16 00:00:00

  • An Orthogonal Multi-input Integration System to Control Gene Expression in Escherichia coli.

    abstract：:In many biotechnological applications, it is useful for gene expression to be regulated by multiple signals, as this allows the programming of complex behavior. Here we implement, in Escherichia coli, a system that compares the concentration of two signal molecules, and tunes GFP expression proportionally to their rel...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.7b00109

    authors： Annunziata F,Matyjaszkiewicz A,Fiore G,Grierson CS,Marucci L,di Bernardo M,Savery NJ

    更新日期：2017-10-20 00:00:00

  • Semirational Approach for Ultrahigh Poly(3-hydroxybutyrate) Accumulation in Escherichia coli by Combining One-Step Library Construction and High-Throughput Screening.

    abstract：:As a product of a multistep enzymatic reaction, accumulation of poly(3-hydroxybutyrate) (PHB) in Escherichia coli (E. coli) can be achieved by overexpression of the PHB synthesis pathway from a native producer involving three genes phbC, phbA, and phbB. Pathway optimization by adjusting expression levels of the three ...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.6b00083

    authors： Li T,Ye J,Shen R,Zong Y,Zhao X,Lou C,Chen GQ

    更新日期：2016-11-18 00:00:00

  • GeneORator: An Effective Strategy for Navigating Protein Sequence Space More Efficiently through Boolean OR-Type DNA Libraries.

    abstract：:Directed evolution requires the creation of genetic diversity and subsequent screening or selection for improved variants. For DNA mutagenesis, conventional site-directed methods implicitly utilize the Boolean AND operator (creating all mutations simultaneously), producing a combinatorial explosion in the number of ge...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.9b00063

    authors： Currin A,Kwok J,Sadler JC,Bell EL,Swainston N,Ababi M,Day P,Turner NJ,Kell DB

    更新日期：2019-06-21 00:00:00

  • FlopR: An Open Source Software Package for Calibration and Normalization of Plate Reader and Flow Cytometry Data.

    abstract：:The measurement of gene expression using fluorescence markers has been a cornerstone of synthetic biology for the past two decades. However, the use of arbitrary units has limited the usefulness of these data for many quantitative purposes. Calibration of fluorescence measurements from flow cytometry and plate reader ...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.0c00296

    authors： Fedorec AJH,Robinson CM,Wen KY,Barnes CP

    更新日期：2020-09-18 00:00:00

  • 3D Printing for the Fabrication of Biofilm-Based Functional Living Materials.

    abstract：:Bacterial biofilms are three-dimensional networks of cells entangled in a self-generated extracellular polymeric matrix composed of proteins, lipids, polysaccharides, and nucleic acids. Biofilms can establish themselves on virtually any accessible surface and lead to varying impacts ranging from infectious diseases to...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.9b00192

    authors： Balasubramanian S,Aubin-Tam ME,Meyer AS

    更新日期：2019-07-19 00:00:00

  • Scalable plasmid transfer using engineered P1-based phagemids.

    abstract：:Dramatic improvements to computational, robotic, and biological tools have enabled genetic engineers to conduct increasingly sophisticated experiments. Further development of biological tools offers a route to bypass complex or expensive mechanical operations, thereby reducing the time and cost of highly parallelized ...

    journal_title：ACS synthetic biology

    pub_type： 信件

    doi：10.1021/sb300054p

    authors： Kittleson JT,DeLoache W,Cheng HY,Anderson JC

    更新日期：2012-12-21 00:00:00

  • Identification of a Strong Quorum Sensing- and Thermo-Regulated Promoter for the Biosynthesis of a New Metabolite Pesticide Phenazine-1-carboxamide in Pseudomonas strain PA1201.

    abstract：:Phenazine-1-carboxamide (PCN) produced by multifarious Pseudomonas strains represents a promising candidate as a new metabolite pesticide due to its broad-spectrum antifungal activity and capacity to induce systemic resistance in plants. The rice rhizosphere Pseudomonas strain PA1201 contains two reiterated gene clust...

    journal_title：ACS synthetic biology

    pub_type： 杂志文章

    doi：10.1021/acssynbio.0c00161

    authors： Jin ZJ,Zhou L,Sun S,Cui Y,Song K,Zhang X,He YW

    更新日期：2020-07-17 00:00:00