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+ | </li> | ||
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+ | <a href="https://2017.igem.org/Team:NPU-China/Demonstrate">Demonstrate</a> | ||
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+ | </li> | ||
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+ | <a href="https://2017.igem.org/Team:NPU-China/CompositeParts">Composite Parts</a> | ||
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+ | <li class="dropdown"> | ||
+ | <a href="#" class="dropdown-toggle" data-toggle="dropdown">HP | ||
+ | <b class="caret"></b> | ||
+ | </a> | ||
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− | <li> <a href="https://2017.igem.org/Team:NPU-China/HP/Silver">Silver</a> </li> | + | <li> |
− | <li> <a href="https://2017.igem.org/Team:NPU-China/HP/Gold_Integrated">Gold</a> </li> | + | <a href="https://2017.igem.org/Team:NPU-China/HP/Silver">Silver</a> |
+ | </li> | ||
+ | <li> | ||
+ | <a href="https://2017.igem.org/Team:NPU-China/HP/Gold_Integrated">Gold</a> | ||
+ | </li> | ||
</ul> | </ul> | ||
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− | <li> <a href="https://2017.igem.org/Team:NPU-China/Collaborations">Collaborations</a> </li> | + | <li> |
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− | <li> <a href="https://2017.igem.org/Team:NPU-China/InterLab">InterLab</a> </li> | + | </li> |
+ | <li> | ||
+ | <a href="https://2017.igem.org/Team:NPU-China/Achievements">Achievements</a> | ||
+ | </li> | ||
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+ | <a href="#" class="dropdown-toggle" data-toggle="dropdown">Notebook | ||
+ | <b class="caret"></b> | ||
+ | </a> | ||
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− | <li> <a href="https://2017.igem.org/Team:NPU-China/Labnotes">Labnotes</a> </li> | + | <li> |
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+ | </li> | ||
+ | <li> | ||
+ | <a href="https://2017.igem.org/Team:NPU-China/Protocols">Protocols</a> | ||
+ | </li> | ||
</ul> | </ul> | ||
</li> | </li> | ||
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− | <!-- | + | <!-- Page Content --> |
− | < | + | <div class="batu" style="background: url('https://static.igem.org/mediawiki/2017/f/fe/Npu-background.png') no-repeat fixed; overflow: hidden;"> |
− | + | <img class="img-responsive" src="https://static.igem.org/mediawiki/2017/b/bc/%E9%A2%98%E7%9B%AE%E5%B0%8F%E9%80%9A%E6%A0%8Fbackground.jpg"> | |
− | < | + | <div class="container" style="padding-top:70px"> |
− | + | <div class="row"> | |
− | < | + | <div class="col-md-12"> |
− | + | ||
− | + | ||
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− | + | <h2 style="text-align:center">Introduction</h2> | |
− | + | ||
− | + | <h4>In the past 100 years, the rapid development of the traditional chemical industry has greatly promoted | |
+ | the improvement of people’s material living standard. Our basic necessities of life are almost inseparable | ||
+ | from the chemical synthesis goods. However, the environmental pollution and energy crises have also | ||
+ | forced people to find new solutions. Synthetic biology instructs us that we can introduce new chemical | ||
+ | reactions into biological cells, thus producing high quality chemical products in a greener way.</h4> | ||
+ | |||
+ | <h3 style="text-align:center">Then what does synthetic biology "synthesize"?</h3> | ||
+ | <img src="https://static.igem.org/mediawiki/2017/3/30/Zt.jpg" class="img-responsive"> | ||
+ | |||
+ | |||
+ | <h4>Biosynthesis of synthetic biology lies mainly in the biosynthesis of natural product and synthesis of | ||
+ | bulk chemical. The former is represented by artemisinin, lycopene and carotene, etc., and the use | ||
+ | of synthetic biology method to synthesize our daily necessities of traditional chemical products | ||
+ | or raw materials can serve more people. Today, scientists have been able to use micro-organisms or | ||
+ | modified industrial enzymes to synthesize bio-plastics, bio-fuels, chemical raw materials and other | ||
+ | chemical products. | ||
+ | <br> | ||
+ | <br> | ||
+ | |||
+ | |||
+ | <br> For example, DuPont has achieved the reality of micro-algae efficiently synthesizing isobutanol; | ||
+ | Blupha, a well-known company to Chinese iGEM teams, has also mastered the biosynthetic method to | ||
+ | get PHA production. However, most of the existing products are facing the dilemma as for the cost, | ||
+ | making them outshined by the traditional chemical products, which in fact limits the industrial promotion | ||
+ | of synthetic biology. | ||
+ | |||
+ | |||
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− | |||
− | |||
+ | <h2 style="text-align:center">Background | ||
+ | </h2> | ||
+ | <h4>This year, we focus mainly on an important synthetic organic chemical raw material——acrylic acid. We | ||
+ | hope to build efficient cell factories to achieve "all green" production of acrylic acid.</h4> | ||
− | + | ||
− | + | <h3 style="text-align:center">What is acrylic acid?</h3> | |
− | < | + | <div align="center"> |
− | <img | + | |
− | + | <img src="https://static.igem.org/mediawiki/2017/b/bc/%E4%B8%99%E7%83%AF%E9%85%B8.png" class="img-responsive" width="50%" height="50%"> | |
− | + | </div> | |
− | + | <h4>Acrylic acid is an important synthetic organic chemical raw material. Acrylic acid and its ester compounds | |
− | </ | + | are widely used in adhesives, coatings, synthetic rubber, high absorbent resin and other chemical |
− | <h4> | + | products. |
− | + | ||
− | + | ||
− | + | ||
− | + | ||
</h4> | </h4> | ||
− | + | ||
− | + | <img src="https://static.igem.org/mediawiki/2017/a/a5/Zt2.jpg" class="img-responsive"> | |
− | + | <h3 style="text-align:center">The existing methods of producing acrylic acid | |
− | + | ||
− | + | ||
− | <h3 | + | |
− | + | ||
</h3> | </h3> | ||
− | <h4> | + | |
− | to | + | <h4>According to our current research carried out about the acrylic acid synthesis method, we list them as |
− | + | follows: | |
+ | <br> 1.Traditional chemical synthesis | ||
+ | |||
+ | <div class="panel-group" id="accordion"> | ||
+ | <div class="panel panel-default"> | ||
+ | <div class="panel-heading"> | ||
+ | <h4 class="panel-title"> | ||
+ | <a class="accordion-toggle" data-toggle="collapse" data-parent="#accordion" href="#collapseOne"> | ||
+ | Acrylic acid two-step oxidation | ||
+ | </a> | ||
+ | </h4> | ||
+ | </div> | ||
+ | <div id="collapseOne" class="panel-collapse collapse"> | ||
+ | <div class="panel-body"> | ||
+ | The first step of two-step oxidation of acrylic acid is propylene reacts with oxygen, producing acrolein. And then, acrolein | ||
+ | reacts with oxygen, producing acrylic acid. The conversion rate is up to 90%. Chemical | ||
+ | Formula (1) and (2) are showed below. This method is widely used in industry production | ||
+ | of acrylic acid. | ||
+ | <br> | ||
+ | <br>H2C=CH-CH3+3/2O2→H2C=CH-CHO+H2O(1) | ||
+ | |||
+ | <br> H2C=CH-CHO+ 1/2O2→H2C=CH-COOH(2) | ||
+ | <br> | ||
+ | <br> The process of the oxidation method of the propylene is mentioned in the patent | ||
+ | of the Japanese Catalyst Company in the 1880s. The reaction temperature of the first | ||
+ | step is 320-330℃. If other additives such as W, Co, K, Si and O are added to the | ||
+ | catalyst MoBiFe, the yield of acrolein can reach more than 90% [4]. The reaction | ||
+ | temperature of the second step is 210-255 ℃. The compositions of the catalyst are | ||
+ | Mo, Bi, Fe, Co, K and O. The yield of acrylic acid can reach 97.5% [4]. The yield | ||
+ | of acrylic acid in the two-step oxidation process is much higher than that of the | ||
+ | direct oxidation of propylene to produce acrylic acid. This is because the reaction | ||
+ | temperature in the one-step process is 325-350 ° C, at which the conversion of propylene | ||
+ | to acrolein is high. But acrolein and acrylic acid are further oxidized at that temperature | ||
+ | [4]. Therefore, to obtain higher yields of acrylic acid, control the reaction at | ||
+ | different stages by controlling the temperature and changing the catalyst composition | ||
+ | in the two-step method is more reasonable and more valuable. As the most widely used | ||
+ | method in the industrial production of acrylic acid, oxidation of propylene has the | ||
+ | advantages: high conversion efficiency and simple production process. | ||
+ | |||
+ | </div> | ||
+ | </div> | ||
+ | </div> | ||
+ | </div> | ||
+ | |||
+ | |||
+ | |||
+ | |||
+ | <br> Propylene firstly reacts with oxygen to produce acrolein, whose deoxidation leads to the production | ||
+ | of acrylic acid. The conversion rate is often up to 90%, so this method is applied in most industrial | ||
+ | production of acrylic acid | ||
+ | <br> Although this practice has many advantages, but the raw material depends heavily on the traditional | ||
+ | fossil energy, bringing about heavy pollution, high energy consumption and a lack of sustainability. | ||
+ | Therefore, it is imperative to develop renewable energy alternative to replace fossil energy to produce | ||
+ | acrylic acid in a greener way. | ||
+ | <br> 2.Acrylic acid semi-biosynthesis | ||
+ | <br> Acrylic acid semi-biosynthesis refers to the method of using micro-organisms to turn acrylonitrile, | ||
+ | acrylamide and other petrochemical raw materials into acrylic acid. | ||
+ | |||
+ | <div class="panel-group" id="accordion"> | ||
+ | <div class="panel panel-default"> | ||
+ | <div class="panel-heading"> | ||
+ | <h4 class="panel-title"> | ||
+ | <a class="accordion-toggle" data-toggle="collapse" data-parent="#accordion" href="#collapseTwo"> | ||
+ | Acrylonitrile conversion | ||
+ | </a> | ||
+ | </h4> | ||
+ | </div> | ||
+ | <div id="collapseTwo" class="panel-collapse collapse"> | ||
+ | <div class="panel-body"> | ||
+ | So far, the researchers have found that certain microorganisms which contain nitrilase can catalyze the conversion of acrylonitrile | ||
+ | to acrylic acid. Nitrilase can catalyze the nitrile compound directly to produce | ||
+ | the corresponding products of carboxylic acid [5]. Nitrilases are present in Rhodococcus, | ||
+ | Pseudomonas, Nocardia and Bacillus [6]. | ||
+ | <br> | ||
+ | <br>There are many advantages of Hydrolysis of Acrylonitrile to produce acrylic acid, | ||
+ | for example, specificity of nitrilases, high conversion rate of acrylonitrile, the | ||
+ | moderate reaction conditions, and less by-products. However, acrylonitrile is a chemical | ||
+ | product comes from fossils, and the price is higher than acrylic acid, so it is not | ||
+ | suitable for the needs of sustainable development and does not meet the long-term | ||
+ | development of society. | ||
+ | </div> | ||
+ | </div> | ||
+ | </div> | ||
+ | <div class="panel panel-default"> | ||
+ | <div class="panel-heading"> | ||
+ | <h4 class="panel-title"> | ||
+ | <a class="accordion-toggle" data-toggle="collapse" data-parent="#accordion" href="#collapseThree"> | ||
+ | Acrylamide conversion | ||
+ | </a> | ||
+ | </h4> | ||
+ | </div> | ||
+ | <div id="collapseThree" class="panel-collapse collapse"> | ||
+ | <div class="panel-body"> | ||
+ | Acrylamide also relies on petrochemical resources to obtain the product. According to current report, Rhodococcus (Rhodococcus | ||
+ | AJ270), Pseudomonas aeruginosa, Bacillus thuringiensis BR449 and other microorganisms | ||
+ | can catalyze the conversion of acrylamide to acrylic acid[10]. Acrylamide is converted | ||
+ | to acrylic acid by amidase. Rhodococcus AJ270 can grow with acetamide as a carbon | ||
+ | source and show high amidase activity during metabolism. The conversion of acrylamide | ||
+ | has the advantages of moderate reaction conditions, high conversion rate, long reaction | ||
+ | time and large yield, but it has the same shortcomings as the conversion of acrylonitrile. | ||
+ | Rhodococcus AJ270 needs amidase as raw material to express acetamide, and the price | ||
+ | of acetamide and acrylamide is high, thus limiting the industrial production using | ||
+ | this method. | ||
+ | </div> | ||
+ | </div> | ||
+ | </div> | ||
+ | </div> | ||
+ | |||
+ | |||
+ | |||
+ | <br>Acrylic acid semi-biological method, although possesses the high yield, its raw materials acrylonitrile | ||
+ | and acrylamide cost even more than acrylic acid, which limits the industrialization of this method. | ||
+ | <br> 3.Acrylic acid complete biosynthesis | ||
+ | <br> Acrylic acid complete biosynthesis method refers to the direct use of saccharides and other biomass | ||
+ | fermentation to produce acrylic acid. | ||
+ | |||
+ | <div class="panel-group" id="accordion"> | ||
+ | <div class="panel panel-default"> | ||
+ | <div class="panel-heading"> | ||
+ | <h4 class="panel-title"> | ||
+ | <a class="accordion-toggle" data-toggle="collapse" data-parent="#accordion" href="#collapse3"> | ||
+ | Lactate dehydration pathway | ||
+ | </a> | ||
+ | </h4> | ||
+ | </div> | ||
+ | <div id="collapse3" class="panel-collapse collapse"> | ||
+ | <div class="panel-body"> | ||
+ | Just as its name implies, lactic acid dehydration pathway refers to a metabolic pathway using the dehydration of lactic acid | ||
+ | to produce acrylic acid. Because the fermentation production process of lactic acid | ||
+ | is very mature, so using the dehydration of lactic acid to produce acrylic acid has | ||
+ | long been aroused the interest of the researchers. | ||
+ | <br> | ||
+ | <br>At present, the method mainly uses Clostridium propionicum as the starting strain. | ||
+ | Specific metabolic pathway is shown in Figure 1.2 [14]. Although the route is short, | ||
+ | but there are still many problems when used in producing acrylic acid. | ||
+ | <br> | ||
+ | <br>As can be seen from Figure 1.2, metabolism of lactic acid is divided into the left | ||
+ | side, the oxidation pathway and the right side, the reduction pathway. When Clostridium | ||
+ | propionate uses lactic acid as a source of energy, one molecule of lactic acid produces | ||
+ | one third of the molecule of acetic acid and 2/3 of the propionic acid [15]. In the | ||
+ | production process of acetic acid, there will be four electrons and 4 protons generate, | ||
+ | as well as offering ATP for bacteria to grow. The acryloyl CoA in the reduction pathway | ||
+ | receives electrons to produce propionyl CoA and finally generates propionic acid. | ||
+ | <div align="center"> | ||
+ | <img src="https://static.igem.org/mediawiki/2017/7/7f/Lactate_dehydration_pathway.png" class="img-responsive" width="50%" height="50%" | ||
+ | style="padding-top:20px"> | ||
+ | </div> | ||
+ | |||
+ | |||
+ | </div> | ||
+ | </div> | ||
+ | </div> | ||
+ | <div class="panel panel-default"> | ||
+ | <div class="panel-heading"> | ||
+ | <h4 class="panel-title"> | ||
+ | <a class="accordion-toggle" data-toggle="collapse" data-parent="#accordion" href="#collapse6"> | ||
+ | 3-hydroxypropionic acid pathway | ||
+ | </a> | ||
+ | </h4> | ||
+ | </div> | ||
+ | <div id="collapse6" class="panel-collapse collapse"> | ||
+ | <div class="panel-body"> | ||
+ | 3-hydroxy propionic acid (3-HP) is an important chemical intermediate, there are a number of patents have reported the methods | ||
+ | of sugar conversion to 3-HP [20-22]. And 3-HP has two functional groups, carboxyl | ||
+ | and hydroxyl. It is possible to synthesize a variety of important chemical substances | ||
+ | such as 1,3-propanediol, succinic acid through oxidation, dehydration and esterification | ||
+ | reaction,. Using 3-HP to develop downstream products, such as acrylic acid is also | ||
+ | one of the hot spots. | ||
+ | <div align="center"> | ||
+ | <img src="https://static.igem.org/mediawiki/2017/f/fb/3-hydroxypropionic_acid_pathway.png" class="img-responsive" width="50%" height="50%" | ||
+ | style="padding-top:20px"> | ||
+ | </div> | ||
+ | |||
+ | |||
+ | <br> Using 3-hydroxypropionic acid-related pathways to construct engineering bacteria | ||
+ | to produce acrylic acid is a hotspot in recent years [30-33], but the yield is generally | ||
+ | not high, partly because of the toxic side effects of acrylic acid on cells and, | ||
+ | on the other hand, the pathway is long, and the reaction requires vitamin B12 to | ||
+ | participate in, it is very difficult to achieve high yield of acrylic acid with this | ||
+ | approach. | ||
+ | </div> | ||
+ | </div> | ||
+ | </div> | ||
+ | <div class="panel panel-default"> | ||
+ | <div class="panel-heading"> | ||
+ | <h4 class="panel-title"> | ||
+ | <a class="accordion-toggle" data-toggle="collapse" data-parent="#accordion" href="#collapse4"> | ||
+ | Propionic acid oxidation pathway | ||
+ | </a> | ||
+ | </h4> | ||
+ | </div> | ||
+ | <div id="collapse4" class="panel-collapse collapse"> | ||
+ | <div class="panel-body"> | ||
+ | Propionic acid oxidation pathway refers to Clostridium propionate use propionic acid as a substrate to produce acrylic acid | ||
+ | under the aerobic conditions. It is speculated that Propionic acid oxidation pathway | ||
+ | is the reverse pathways from lactic acid to propionic acid in Clostridium propionate, | ||
+ | namely propionic acid to propionyl CoA, and then to acryloyl CoA , finally converted | ||
+ | to acrylic acid. Propionic acid oxidation pathway has the same problem as lactate | ||
+ | dehydration pathways, that is, need to add exogenous electron acceptor to achieve | ||
+ | coenzyme regeneration, so that the entire cell system remained stable. | ||
+ | </div> | ||
+ | </div> | ||
+ | </div> | ||
+ | <div class="panel panel-default"> | ||
+ | <div class="panel-heading"> | ||
+ | <h4 class="panel-title"> | ||
+ | <a class="accordion-toggle" data-toggle="collapse" data-parent="#accordion" href="#collapse5"> | ||
+ | DMSP pathway | ||
+ | </a> | ||
+ | </h4> | ||
+ | </div> | ||
+ | <div id="collapse5" class="panel-collapse collapse"> | ||
+ | <div class="panel-body"> | ||
+ | Dimethylsulphoniopropionate (DMSP) is a sulfur metabolite synthesized in some higher plants in sea water, algae and marine | ||
+ | microalgae [36]. Some marine organisms such as bacteria, phytoplankton have DMSP | ||
+ | lyase, which cleaves the DMSP into acrylate and dimethyl sulfide (DMS) [37], which | ||
+ | is also commonly found in Alcaligines faecalis, The route is shown in Figure 1.3. | ||
+ | Extracellular DMSP is transported into the body by the carrier protein, be cleaved | ||
+ | into acrylic acid and DMS by DMSP lyase. Acrylic acid is further reacted to form | ||
+ | β-HP. | ||
+ | <div align="center"> | ||
+ | <img src="https://static.igem.org/mediawiki/2017/b/b8/DMSP_pathway.png" class="img-responsive" width="50%" height="50%" style="padding-top:20px"> | ||
+ | </div> | ||
+ | |||
+ | <br>The DMSP pathway is the only biological pathway that can directly produce acrylic | ||
+ | acid. The DMSP lyase is the key enzymes, but it is not clear at present that there | ||
+ | is no definite sequence of its genes. Therefore, research report about making use | ||
+ | of or modifying DMSP pathway is rarely seen. | ||
+ | |||
+ | </div> | ||
+ | </div> | ||
+ | </div> | ||
+ | </div> | ||
+ | |||
+ | <br> Some shortcomings of the existing acrylic acid biosynthesis method include complexity of the synthetic | ||
+ | pathway , obscuration of the synthesis mechanism and low efficiency of the synthesis. How to build | ||
+ | a short and efficient acrylic acid biosynthetic pathway to achieve a highly efficient acrylic biosynthetic | ||
+ | factory is the very key to success! And this is also the entry point of our project this year. | ||
+ | <br> | ||
</h4> | </h4> | ||
− | + | <h3 style="text-align:center">Why we choose Glycerol as cabon source?</h3> | |
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+ | </div> | ||
− | + | <h4>Glycerol is a simple polyol compound, which presents as viscous liquid at the room temperature. It is | |
− | + | colorless, tasteless and non-toxic. Glycerol is a by-product of the biodiesel manufacturing industry, | |
− | + | which once was a relatively scarce chemical raw material. With the rapid development of bio-diesel | |
− | + | manufacturing industry in recent years, the substantial increase of glycerol production has led to | |
− | + | the significantly lower price. Therefore, the use of glycerol as a raw material for microbial cell | |
− | + | factory to produce bulk chemicals has the advantage of being cheap and green, while it also allays | |
− | + | the pressure of dealing with the by-products waste in the production of biodiesel. In addition, compared | |
− | + | with glucose, xylose and other carbohydrate substrates, glycerol metabolism can produce higher reducing | |
− | + | power, making it the ideal carbon source for the fermentation synthesis in cell factory. | |
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Revision as of 08:06, 28 October 2017