Monthly Archives: February 2020

You will never know, what happens in an organic chemistry lab.

“Organic synthesis”, seems like a mysterious area to many people without a chemistry degree. Generally, organic chemists synthesize molecules with academic values or commercial values, like drugs and catalysts. However, there are some chemists like to create some fun molecules, which are usually thought to be useless.

Dr. James Tour at Rice University is a famous chemist in building “useless” molecules, such as “NanoKid” and “NanoCar”. In April 2003, he published an article of synthesis “NanoKid”, as well as “NanoProfessionals” based on the NanoKid.

Synthesis and Modifications of the NanoKid

A NanoKid is formed by two parts: an upper body and a lower body. The upper and lower bodies were connected by a Pd/Cu-catalyst through a Sonogashira Reaction. Meanwhile, the “head” of a NanoKid can be changed by changing the ketal part of the NanoKid. Dr. James Tour used a variety of diols to make NanoProfessionals, such as NanoChef, NanoAthlete and NanoScholar. Furthermore, by hydrogenating the triple bond on the “waist” to a single bond, and coupling “hands” of NanoKids, the research team got NanoBalletDancers and NanoKid-Polymer respectively.

Electron cloud-based space-filling model of NanoProfessionals (Copyright: James M. Tour)

NanoCar

Other than NanoKids, the research group of Dr. Tour also built NanoCars by carbon-based molecules and won the first prize in the NanoCar Race in 2017.

Three models of possible conformations of NanoCars under the scanning tunneling microscopy (STM) (Copyright: Organic Letters)

Summary of the NanoCar Race results. (Copyright: Nature)

Recently, many organic chemists use carbon atoms as building blocks to build molecules with unusual names. Such as “Broken Windowpane” which has a molecular formula of C8H12 and looks like a broken window, “Housane” which looks like a house and “Churchane” which looks like a church.

Is it a waste of taxpayers’ money?

Chemists have already synthesized the NanoKid, NanoCar and Broken Windowpane. In the future, chemists might build more interesting Nano-things. These research outcomes are very delighted, but some people might ask: Is it a waste of money? What is the meaning of these chemicals?
To synthesize a Broken Windowpane, chemists need to overcome an extraordinary intramolecular tension, to give birth to a NanoKid, researchers had to design and control the reaction accurately. “Beyond the molecular-sized domain, there is no conceivable entity upon which to tailor architectures that could have programmed cohesive interactions between the individual building blocks. It is at this size region that synthetic chemists have been inherently captivated; however, their fascination is rarely shared by the layperson.” Dr. Tour said. The Broken Windowpane might be adapted for more fantastic molecules, and the NanoCar might be used to deliver targeted drugs to a certain part of the body one day in the future. These molecules show that chemists can make whatever they want, and how magic chemistry is.

Microplastic issues? PLA can solve the problems!

Did you know that less than 11% of plastics have been recycled in Canada since the 1950s? Many plastics, such as water bottles, bags, and takeaway coffee cups, are buried in landfills and are disposed of into the oceans.

Over a long period of exposure to air, sunlight, and moisture, they eventually “disappear” – becoming invisible to the naked eye. In this case, are plastics degradable? While we may use the word “degradation”, they do not actually disappear. The invisible ones have taken the form of microplastics, thereby still existing and still polluting our ecosystem.

Video clip 1. Microplastics as a food for baby fishes.

 

To mitigate this issue, chemists have made an effort to develop biodegradable polymers that can be applied to produce commercial plastics. In modern polymer chemistry, considerable attention has been paid to polylactic acid, so-called PLA. Polylactic acid is produced from lactide which is derived from renewable resources such as corn and potato starch.

Figure 1. Chemical structures of lactide (monomer) and polylactic acid (polymer)  . ROP stands for ring-opening polymerization (a type of polymerization). DOI:10.1021/acs.accounts.7b00447

 

Unlike petroleum-based polymers used in plastics such as polyethylene (PE), polyethylene terephthalate (PET), and polypropylene (PP), PLA has biodegradability and biocompatibility.The enriched oxygen atoms in PLA and its structural flexibility make it undergo hydrolytic and enzymatic degradations, regenerating monomers and oligomers. The degraded substances are further broken down to water and carbon dioxide, precluding the formation of microplastics. Therefore, PLA is a great candidate to substitute for plastics derived from petroleum sources.

Although there are some general issues to resolve from an economical perspective, the environmentally friendly outcomes and industrial applications have made PLA a more attractive material for plastics PLA certainly has the potential to save our future!

-Young Cho

These Ingredients in Sunscreen Might Promote Breast Cancer

Breast cancer is the most diagnosed cancer with an estimated diagnosis of 331,530 women and 2670 men this year in the US alone. Research by the University of Massachusetts Amherst published on January 15 2020 observed that chemicals in everyday items can increase the chances of breast cancer in women.

Cancer is a dangerous illness, caused by the uncontrolled division of cells in the body. It is predicted that this year 41,760 women and 500 men will die of breast cancer in the US.  These estimations may now have to take into consideration th

Chemical Structure of Benzophenone-3 aka Oxybenzone Source: Wikipedia

e dangers of sunscreen and cosmetics, including makeup, hair products, and moisturizers.These everyday products are known to contain the chemicals benzophenone-3 (BP-3) and propylparaben (PP).

The study indicates that previous research into the effects of BP-3 had shown that only extremely high concentrations could promote cancer growth. Since these concentrations were far beyond the n

Chemical Structure of Propylparaben Source: Wikipedia

ormal levels of exposure to women, there was no cause for concern.

However, the study showed that mice exposed to oils containing BP-3 and PP had an increase in cancer. The results suggest that BP-3 and PP effect cells that contain oestrogen receptors. High levels of oestrogen has previously been linked to an increase in breast cancer.  The exposure to BP-3 and PP at only a fraction of the cancer promoting concentration was shown to increase DNA damage by causing structures known as R-Loops.

Dr Joesph Jerry of UMass Amherst, science director of Pioneer Valley Institute, and co-director of Rays of Hope Centre for Breast Cancer. Source: UMass Amherst from EurekAlert!

Based on the results, Dr Joseph Jerry, the professor of Veterinary & Animal Sciences at the University of Massachusetts Amherst warns that, “There may be a risk at lower levels than we would have previously understood,”.

The study shows that DNA damage only occurs in cells containing oestrogen receptors, and that all other cells show no adverse effects.

It might be time to take a look at the ingredients in your everyday items!

– Chantell Jansz

Revised: Xenobots: World’s First Living ‘Flesh Robot’ was Created from Frog Cells

Scientists have created the world’s first living, self-healing robots using stem cells from frogs.

Published on  PNAS, a team of scientists from the University of Tufts and the University of Vermont created the first living robot named Xenobots without using any metals or plastics.

Those flesh robots constructed from frog cells can manipulate objects, move as directed and even interact with each other. The success of Xenobots promises advances in safe drug delivery, environmental remediation and understanding origins of life.

A New Star in Robotics

“They’re neither a traditional robot nor a known species of animal. It’s a new class of artifact: a living, programmable organism.”

explained by computer scientist Joshua Bongard, a collaborator of this project. Before Xenobots, genetic modifications on a single cell or 3D printing tissues have been attempted to construct living systems. Despite the success in simulating biological structures, those methods cannot predict any behaviors. So the question became how to construct a biological system that ‘knows’ what to behave.

A behavioral goal (e.g., maximize displacement), along with structural building blocks designed by computer. The blue and red regions indicate two types of cells. Source: PNAS

The Birth of Xenbots

Thanks to computer scientists, a method called ‘evolutionary algorism’ has been developed to achieve this goal.

During the robot design process, scientists first input some behavioral goals, for example, maximizing the moving area or leaving a hole in the center to carry drug molecules. The computer would then explore different building blocks with the assistance of evolutionary algorism. There are two types of frog cells for the building block, and by cleverly combining those cells, the robot may move as expected.

Xenobot under the microscope. The diameter is less than 1mm. Source: PNAS

Finally, from thousands of building block combinations, less than ten designs were selected for the experiment in vivo. The robots were manufactured under microscopy through a series of steps and tested in real conditions.

The result is surprising. Those robots can live for weeks in the water environment without additional energy. Once the energy dissipated, the cells die naturally and degrade as common organisms. Although they lack a nervous system, the robots can still change their motion regularly, and different individuals tend to exhibit various moving patterns.

YouTube Preview Image                                             Video from the University of Vermont

Will The Terminator Come True?

The incredible character of the living robot is the ability to self-repair in the face of damage. This feature is reflected in the Terminator, in which robots dominate the world.

Sam Kriegman, the first author of the study, admitted the moral issues brought by this project: the living robot variations may develop cognitive ability in the future. He also pointed out that, because this study is open to the public, society can discuss the topic and regulators should also formulate applicable policies. However, in the short term, this study is more likely to inspire future robotics and help us understand the innate creativity in life.

-Bokang Hou

Revised: Breathe in the air… made from moon dust!

On January 17th 2020, the materials and electrical components laboratory of the European Space Research and Technology Centre (ESTEC) in Noordwijk, Netherlands announced the launch of an oxygen plant: a facility designed to extract oxygen from moon dust.

Using molten salt electrolysis, oxygen gas (O2) can be extracted from oxygen-rich compounds commonly found on the lunar surface. The ability to produce oxygen on the moon will benefit future lunar endeavors as oxygen is used for breathing and rocket fuel production.

Simulated moon dust before (left) and after (right) oxygen extraction by molten salt electrolysis. The byproducts (right) are metal alloys. (From ESA)

Moon dust, formally known as moon regolith, is rich in metal oxides. Metal oxides contain metals with strong bonds to one or more oxygen atoms. These oxygen atoms require a significant amount of energy to liberate in order to produce oxygen gas.

In molten salt electrolysis (see figure below), simulated moon regolith is placed in a metal basket with calcium chloride (CaCl2) and heated to 950oC to melt the calcium chloride. The molten calcium chloride is an electrolyte that makes the mixture highly conductive. An electric current is applied to the heated sample, reducing metal oxides to metals and oxygen dianions at the cathode. The oxygen dianions are oxidized to oxygen gas at the anode.

Molten salt electrolysis setup (Modified from Lomax et al., 2020)

The idea of making the most of lunar resources has been driven by space agencies’ (such as NASA and the European Space Agency) desire to start sending humans to the moon again, but this time with the intentions of staying and setting up a lunar base. The ability to self-sufficiently produce oxygen would be a vital asset to these missions, reducing the cost and urgency of supply missions to the moon.

The metal alloy byproduct may also benefit lunar missions as ESTEC researchers now work on identifying the most useful components of the byproduct and their potential applications.

 

-Mark Rubinchik