Properties of Dopamine in Chemistry

Properties of Dopamine in Chemistry Chapter 2. Literature Review 2.1 Introduction In recent years, natural adhesion has attracted increasing attention in the material engineering field. This can be mainly attributed to the marine mussel as it has a strong ability to attach to various surfaces in an aqueous environment where they reside. These surfaces vary from natural to synthetic, and inorganic to organic.[49-51] Previous studies on the mussel adhesive protein have discovered that 3,4-dihydroxy-L-phenylalanine-lysine sequences, may be the main contributor for the versatile nature of the marine mussel.[52, 53] Dopamine, having a similar structure with this sequence, may provide a new platform for bioengineers to physically or chemically enhance the performance of other biomaterials. Several papers have already been published regarding the use of dopamine to augment other biomaterials, such as poly (ethylene glycol), carbon nanotubes and nanofibers. The first part of this review will briefly introduce the basic properties of dopamine which will be followed by its applications 2.2 Properties of Dopamine Dopamine’s properties can be divided into chemical and adhesive properties. The chemical properties mainly focus on the autopolymerization in aerated basic solutions and polymerization of dopamine based on vinyl groups. The adhesive property is dopamine’s most significant feature which gives dopamine its advantage as a biomaterial. 2.2.1 Chemical Properties 2.2.1.1 Autopolymerization in Aerated Basic Solutions Messersmith and coworkers first reported that dopamine is able to auto-polymerize in aired Tris buffer of pH 8.5.[8]. The process of dopamine autopolymerization with a pre-existing substrate results in polydopamine (PDA) films being deposited on the substrate surface. Longer substrate exposure times and higher reaction temperatures result in thicker PDA films being formed.[54] Regardless of the surface type, the inserted PDA films can be coated on the desired surface, even poly(tetrafluoroethylene) (PTFE), known for its anti-adhesive property.[8] 2.2.1.2 Polymerization of Dopamine Based on Vinyl Groups Polymers carrying pendant dopamine are normally obtained by radical polymerization of vinyl monomers with protected or unprotected dopamine. When meditating protected dopamine carried by polymers with double bone, borax (Na2B4O7 ·10H2O) is widely used as the protecting reactant in order to keep dopamine from forming an annular bidentate catechol subunit.[55] Normally, the polymerized reaction of protected dopamine happens in a liquid solution and forms linear chains. Deprotection reaction usually occurs in an acidic environment and results in the polymer carrying dopamine. Dimolybdenum trioxide[56], 1-dromotoluene[57] and denzophenone chloride[58] can also be used as protecting agents. Zhang et al.[59] designed a novel polymer poly (n-acryloyl dopamine) that possesses high adhesion to wood, especially when mixed with polyethylenimine (PEI) at about 150 °C. They used a protected double bond dopamine as a monomer and 2,2’-azobis(2-methylpropionitrile) as an initiator via rad ical polymerization, following the deprotection of dopamine in an acid solution. When meditating unprotected dopamine, Lee BP et al.[60] was the first to report a creative hydrogel that copolymerizes modified dopamine with double bond and polyethylene glycol diacrylate via photo initiation by using a 2,20-dimethoxy-2-phenyl-acetonephenone (DMPA) initiator. As a result of this invention, greater attention has been given to hydrogels as a new artificial extracellular matrix (ECM) in the biomedical field. Dopamine belongs to the catechol family which leads to vinyled dopamine to act as an inhibitor.[61, 62], as a result they can react with radicals to inhibit polyreaction. The unprotected dopamine, modified with a vinyl group, is able to undergo free-radical polymerization. Several researches have done this experiment on radical polymerization to prove the reliability of this method.[63-75] The research group led by Metin Sitti, copolymerized a dopamine derivate (dopamine meth-acrylami de) with methoxyethylaceylate to obtain a reversible adhesion on the surface of nonflat glass under dry or wet condition.[65] In another publication, 2-(meth-acryloyloxy) ethyl phosphate was used to copolymerize with dopamine methacrylamide, followed by a complicated cohesion in which the copolymer bonded with positively charged polymer, divalent calcium and magnesium.[71] The chemical properties of dopamine provide the platform of its strong adhesive properties. 2.2.2 Adhesive Property The adhesive property of dopamine is one of the most significant properties of dopamine as it has proved to be very versatile in adhering to various surfaces despite the surface chemistry. The bonding between dopamine and surfaces can be generally distributed to two parts: covalent and non-covalent.[10] Surfaces which possess amine groups or thiol groups can covalently bind to dopamine via Michael addition or Schiff base reactions. However since most surfaces don’t have those groups, non-covalent bonding, like H-bond, Ï€-Ï€ interaction and benzenediolcharge-transfer compounds are preferred to generate a valid layer and metallic chelating.[7, 53, 76-87] In a high pH environment, metal ions and medal oxides have a high chance of being hydroxylated or hydrated, which make chelate with catechol groups of dopamine much easier. This can be seen from many experiments done on polydopamine linking with metal oxides (such as Fe2O3, Fe4O3, ZrO2) through chelating bonding interaction.[82, 84, 85] This can be seen when polydopamine nanoparticle suspensions are added to a solution of KMnO4 with H2SO4. A core-shell nanoparticle structure is created in which the polydopamine act as the core and MnO2 act as shell, followed by blending the KOH solution to obtain MnO2 nanospheres. This ad hesive property of dopamine provides promising opportunities for new bioengineered materials. 2.2.3 CNT For decades, carbon nanotubes (CNT) have been attracting increasing attention because of their superior features, such as thermal conductivity, excellent tensile strength and remarkable conductivity. They have been applied in various different areas, from sensors to catalysis, and from semiconductors to inductors for osteocytes. In order for CNTs to have a wide range of applications, surface modification is necessary. However, during this modification various intermediate reactions steps are required which increase the complexity of the CNT’s fabrication. Dopamine modification has been viewed as an promising alternative, leading to a coated multifunctional CNT with a polymeric shell that has tunable thickness by time, pH value and temperature.[88] The dopamine coating facilitates the addition of alternate modifications to the surface of CNTs, such as gold nanoparticles.[88] What’s more, CNTPDAs, first, were modified with ATRP initiator and then polymerized with diethyla mine methacrylateto to form brushes polymer — poly (dimethylamine-thyl methacrylate) (PDMAEMA) on the surface.[89] Following that the functionalized CNT were quaternized in order to combine palladium nanoparticles on the CNTs’ surface. These two examples indicate the capability of dopamine coated CNTs to bind to metal complexes. 2.3 Applications There are many different applications in which dopamine could be applied in; three of them will be the focus here including applications in hydrogels, nanofibers, and biosening. These fields are of great interest currently as they show great promise for dopamine in bioengineering. 2.3.1 Hydrogel The need of a viscous hydrogel, as a unique material, is dramatically increasing in various biomedical fields. The high performance requirements of adhesive hydrogels are strict and various. This includes being sufficiently adhesive in a wet environment, satisfactory elasticity of artificial tissue scaffold and biocompatible.[60, 90] Moreover, biomedical hydrogels also need a quick sol-gel conversion for avoiding surgical obstruction. Recently, adhesive hydrogel, inspired by strong wet adhesion of mussel and cross-bonding capabilities of dopamine, has been attracted increasing attention and considered as a hopeful candidate to fulfill this technologic niche.[91] Messersmith et al.[92] reported the creation of four different adhesive hydrogels using dopamine derivative (L-3,4-dihydroxyphenylalanine (DOPA)) as end-groups and poly(ethylene glycol) (PEG) as a backbone. The difference of these four hydrogels can be divided into 2 subcategories, linear network and branched network. They applied multiple-angle laser light scattering to study the influences of different oxidative reagents on DOPA oxidation and hydrogel formation. The result showed that gelation time of PEG-DOPA gels relied on oxidative reagents, such as concentration and type. In Lee H.’s report, they also used DOPA and PEG to form hydrogels, but this time they used DOPA modified with methacryloyl chloride and PEG diacrylate instead of pure DOPA and PEG. In order to avoid introducing toxicity of oxidative reagent to the hydrogels and any loss of adhesion, the hydrogels underwent UV initiation.[60] These photo-imitated gels demonstrate appreciable elastic properties for use as a promising biomedical material. Using a similar method Phillip B. Messersmith’s research group also synthesized an adhesive hydrogel, prepared by copolymerizing DOPA with hydrophobic segments of an amphiphilic block copolymer under photo-imitation. The adhesive property of the hydrogel was surprisingly improved in the presence of DOPA in wet condition. The elasticity of the hydrogel was found to be similar to that of soft tissues leading to consider it as a encouraging candidate for biomaterial.[93] Further research conducted by Messersmith and coworkers focused on the biological capabilities of dopamine-PEG adhesive gels. In 2010 they reported that DOPA as end-caps covalently bonded with an amine-terminated 4-arm PEG. The PEG was the core in which oxidative reagents (NaIO4) were added to form an adhesive hydrogel in less than 1 minute.[94] The results of the in vivo test, performed in a murine model, showed the adhesive gels caused minimal inflammation and were stably interfaced with the surrounding tissues for more than 24 months. To form a catena degradable adhering polymer, three materials were reacted to form a semblable branched polymer, including dopamine derivative as end-group, PEG and polycaprolactone (PCL) as a backbone.[95] These polymers are able to form films whose properties, such as swelling capacity and biodegradation, were flexible by changing the ratio, or concentration of these reactants or by adding other additive agents. After coating these adhesive polymer s on a biologic meshes, stronger water-resistant was exhibited when compared with fibrin sealant or cyanoacrylated polymers.[95] Applications for this biomaterial can be extended in the surgical field for hernia repair. Stewart’s group published several papers about adhesive hydrogels based on complex cohesion. In 2010 they created a bio-mimic hydrogel blending with revised gelatin and a copolymer which is obtained by a dopamine derivative reacting with monoacryloxyethyl phosphate in an alkaline condition.[71] The addition of Ca2+ and Mg2+ to the bio-mimic hydrogel could significantly improve the coacervation of the hydrogel, which was applied to tune agglomeration temperature to body temperature. The result demonstrated that the cohesion interaction was biodegradable, perfectly suited for medical applications. In another similar research, an adhesive hydrogel was synthesized by complicated cohesion of a positively charged copolymer and a terpolymer involving a dopamine derivative when its pH was higher than 4.[70] The bonding property of the hydrogel to hydroxylapatite was around 40% of common cyanoacrylate glue. T.G. Park’s group developed a temperature sensitive and injectable tissu e-attachable hydrogel.[96] The hydrogel was synthesized by conjugating hyaluronic acid and dopamine, following by cross-linking with thiol tail-ended Pluronic F127 via Michael addition. The hydrogel precursor exists at room temperature, and a cured hydrogel is formed when brought to a temperature of 37 °C. In a later paper, they used a similar strategy forming hydrogel by blending a dopamine derivative modified chitosan with thiol-capped Pluronic F127 at body temperature.[97] The adjustable gelation time of this block copolymer made it suitable for tissue-repair at 37 °C. The resulting hydrogel dedicated excellent in vivo results, where chitosan served as hemostatic agent and dopamine derivative group acted as adhesive agent to soft tissues. 2.3.2 Nanofiber Tissue engineering tends to use nanofiberous biomaterials instead of a micropores matrix since the filiform and polyporous nanolevel structure allow for artificial extracellular matrix to enhance the fundamental cellular procedures.[98] Nanotechnology reformation have aided in the development of techniques for the production of such a nano-composite materials. Electro-spinning has recently obtained increasing attention, attributing to its briefness and facility for nanofiber fabrication. Through this technique, fibrous structures are easily tuned in order to coordinate it with the extracellular matrix (ECM).[99, 100] So far, this technique has been studied in a range of biological fields, such as bone and skin regeneration. The artificial polymer ECMs usually have difficulties with interfaced reactions between tissues and materials.[101] For electro-spinning nanofibers in applications of biomedicine, it is necessary to physically and chemically combine them with biomolecules or cell-recognizing ligands.[102] This subsequently provides bio-modulating or biomimetic micro- environments to contacting cells and tissues. Dopamine coating can be considered as a simple and versatile approach to modify various synthetic polymers so that they are able to serve in biomedical applications.[49-51] Ku and coworkers[103] firstly reported culturing human endothelial cells on a polydopamine treated electro-spun polycaprolactone (PCL) nanofiber membrane. They used two control groups, pure PCL nanofibers and PCL nanofibers coated with gelatin, to investigate the ability of cell attachment of dopamine. The result of the water contact angle demonstrated that polydopamine uniformly was coated on the PCL nanofibers. Polydopam ine also significantly improve endothelial cells’ attachment on the nanofiber, compared with other non-adhesive substrates. Moreover, endothelial cells culture on PCL nanofibers coated by dopamine had developed cytoskeleton, positive PECAM-1 and vWF expressions and high cell extend.Rim and coworkers[104] designed dopamine functionalized electro-spinning poly(L-lactide) (PLLA) nanofibers with minimal influence on its mechanical performances, like wetting capability and roughness. The polydopamine coated PLLA nanofibers significantly enhanced cell attachment and the degree of spread, contradistinguishing with pure PLLA nanofibers. Meanwhile, its fibrous morphology had changed to more of a polygon shape instead of sphere after the polydopamine coating, which lead to higher DNA content of polydopamine treated PLLA nanofibers. The higher gene expressions of cells cultivated on polydopamine treated fibers indicated better osteogenic differentiation and vasculogenesis. Extensive research regarding the chemical or physical coating of metal on the surface of scaffolds to increase tensile strength has been done.[105] Jungki Ryu et al.[106] used dopamine to process hydroxyapatite deposits on PCL nanofiber by coating it. The result demonstrated a combination of surface activation through dopamine coating and hydroxyapatite mineralization allowing the hybridization of various shapes and surfaces. In other reported, Xie and coworkers[107] considered dopamine as a ‘superglue’, allowing minerals to easily attach to fibrous surfaces. The mechanical properties of mineral functionalized electro-pinning PCL nanofibers, such as stiffness, durability and tensile strength, were near to that of natural bone. Dopamine coated nanofibers show an improvement on existed biomaterials such as their mechanical performances, and cell adhesion. This makes them quite suitable for tissue regeneration and other related bioengineering applications. 2.3.3 Biosensing There is an enormous demand to design highly sensitive and selective biosensors for multiple applications, such as diagnostics, drug screening, and drug discovery.[108] Biosensors usually are in the microscale or nanoscale[109] and there are numerous methods to develop them, such as DNA[110] and antibody-based sensor[111, 112]. Scientists employ dopamine in order to optimize biosensor’s capabilities which have been reported by several research groups. Lui and coworkers first reported that dopamine could be used in a biosensor.[113] They used electricity to oxidize dopamine to form polydopamine on a gold electric pole with existing nicotine. The dopamine-imprinted sensor showed outstanding selectiveness of nicotine and excellent repeatability. Furthermore, Ouyang and coworkers developed a one-step well-defined structure of a dopamine-imprinted sensor.[114] They applied electro-polymerization of o-phenylenediamine (o-PD) and dopamine with existing glutamic acid (Glu). By using a potentiostatic time scan, the sensor exhibited satisfactory stereo selectiveness of bonding L- or D-Glu because their relative synthetic receptor. In a different publication, they designed protein imprinted nanowires which dopamine was also involved.[115] First, the protein-coupled alumina membrane was immersed in dopamine solution followed by an ammonium persulfate solution in order to self-polymerize polydopamine; in which afterward the removal of the atta ched protein is necessary. The nanowires demonstrated constant bonding capability and selectiveness of template proteins due to their cavity structure with bonding spots (like amino group, hydroxyl, Ï€-Ï€ stacking and van der Waals force) that can bind with protein. In another research, Zhou et al. display the creation of magnetic nanoparticles coated by imprinted polymer with a pre-existing template protein.[116] The nanoparticles are able to separate target protein from the mixture. In order to investigate the versatility of the imprinted nanoparticles, they operated on a binding test by using five different proteins excluding the template protein. The result indicated that more than 80% of target proteins were rebinding with imprinted nanoparticles, suggesting imprinted nanoparticles have a bright future to be employed for separating and detecting specific protein. One of the greatest difficulties for biosensors is how to immobilize enzymes on the surface of an electric pole and preserve the enzymes’ functionalities. Wei et al. designed a novel glucose electrochemical sensor, prepared by using a polydopamine film to entrap glucose oxidase and gold nanoparticles.[117] Their research displayed a polydopamine matrix embedded with gold nanoparticles that had high efficiency of immobilizing glucose oxidase. The dopamine film embedded gold nanoparticle biosensor showed a superior sensitivity, good repeatability, linear over broad dynamic range and a low detective threshold. Furthermore, in order to assess adaptability of this sensor, they use it to test glucose concentration in attenuated human serum. The result suggested this biosensor is an attractive material for clinical applications

Esther`s Suicide Attempts in Sylvia Plaths The Bell Jar :: Plath Bell Jar Essays

Esther`s Suicide Attempts in The Bell Jar One of the main reasons why Esther tried to commit suicide was the way she perceived her mother's actions, and the fact that she hates her mother: `"I hate her", I said, and waited for the blow to fall.` she obviously believes that hating her mother is wrong, as she expected the doctor to react negatively to her comment. Throughout the novel, her mother has contributed to Esther`s problems. From Esther`s point of view, consequences of her mother's actions have lead to further problems for her. It was her mother who denied Esther the right to go to her father's funeral: `My mother hadn't let us come to his funeral because we were only children then, and he had died in hospital, so the graveyard and even his death seemed unreal to me.` The fact that Esther couldn't really accept her father's death contributed to career problems: she had no idea of what to do with her life, she `thought that if my father hadn't died he would have taught me....` Before visiting New York and getting thrown into the real world Esther had been very successful academically: `I had already taken a course in botany and done very well. I never answered one test question wrong all year.` Because of her perfectionist attitude, Esther was surprised to hear herself say that she didn't know what her career plans were: `Usually I had these plans on the tip of my tongue. "I don't really know", I heard myself say. I felt a deep shock, hearing myself say that, because the minute I said it, I knew it was true.` She claims that she has `always wanted to learn German` although `the very sight of those dense, black, barbed-wire letters made my mind shut like a clam`. Esther associates the language with her `German-speaking father`, who `cane from some manic-depressive hamlet in the black heart of Prussia'. I think that Esther`s stunt in progress is directly linked to the death of her father, and the little that she knows about him, and that a major factor contributing to her eventual suicide attempt is the fact that she used to be the best and no longer can be. Esther also associates the death of her father with her happiness: `I was only purely happy until I was nine years old. After that - in spite of the girl scouts and piano lessons. Esther`s Suicide Attempts in Sylvia Plath's The Bell Jar :: Plath Bell Jar Essays Esther`s Suicide Attempts in The Bell Jar One of the main reasons why Esther tried to commit suicide was the way she perceived her mother's actions, and the fact that she hates her mother: `"I hate her", I said, and waited for the blow to fall.` she obviously believes that hating her mother is wrong, as she expected the doctor to react negatively to her comment. Throughout the novel, her mother has contributed to Esther`s problems. From Esther`s point of view, consequences of her mother's actions have lead to further problems for her. It was her mother who denied Esther the right to go to her father's funeral: `My mother hadn't let us come to his funeral because we were only children then, and he had died in hospital, so the graveyard and even his death seemed unreal to me.` The fact that Esther couldn't really accept her father's death contributed to career problems: she had no idea of what to do with her life, she `thought that if my father hadn't died he would have taught me....` Before visiting New York and getting thrown into the real world Esther had been very successful academically: `I had already taken a course in botany and done very well. I never answered one test question wrong all year.` Because of her perfectionist attitude, Esther was surprised to hear herself say that she didn't know what her career plans were: `Usually I had these plans on the tip of my tongue. "I don't really know", I heard myself say. I felt a deep shock, hearing myself say that, because the minute I said it, I knew it was true.` She claims that she has `always wanted to learn German` although `the very sight of those dense, black, barbed-wire letters made my mind shut like a clam`. Esther associates the language with her `German-speaking father`, who `cane from some manic-depressive hamlet in the black heart of Prussia'. I think that Esther`s stunt in progress is directly linked to the death of her father, and the little that she knows about him, and that a major factor contributing to her eventual suicide attempt is the fact that she used to be the best and no longer can be. Esther also associates the death of her father with her happiness: `I was only purely happy until I was nine years old. After that - in spite of the girl scouts and piano lessons.

Child Life During the American Revolution Essay

During the American Revolution, children were not a big involvement in it, but, they were still active during it. Well, during this time, there was not really a good schools system for children. Boys were usually out working a job or going to school. They did most of the money work out of all the children. Also, while the boys were working, the girls were at home learning proper etiquette from their mother or a house slave. Girls were taught to be very lady-like during all hours. It was very rare to see a girls go to school getting a proper education. Lastly, some of the older boys were out fighting in the Revolutionary War. Boys would do war work at a young age back then. One thing that boys did during the American Revolution is go to school and get jobs. Their type of school system during the American Revolution was not like our school system today. In the late 1700s weren’t as structured, settled, and complicated. At the schools the boys went to they learn mostly about Christianity and how to read and write. Boys went to grammar school and college. There was a public school that was free for education and then there was a private school that you have to pay. People in the Middle Class and Upper Class were usually the only class of people that attended school. Back then, school wasn’t mandatory. If a boy wasn’t in school he would usually be working. It was usually a low paying job because money was limited during the American Revolution. There are very few jobs that a boy (not a man) can get during the American Revolution. One of the only jobs a boy could get is a place in the war. As in, they’d be participating in the Revolutionary War. One thing that girls did during the American Revolution is staying at home learning proper etiquette. They’d usually learn this from their mother. If they were in a household where slaves were treated respectably and knew how to read and write, (for example, how Miss Mary Finch treated Isabel and her family in the book Chains by Laurie Halse Anderson) then sometimes an elderly house slave would teach her while her mom is gone. Sometimes when a family doesn’t own a slave they stay home and clean, usually. It was very rare for a girl to have a proper education in this period of time. Girls were not allowed in in grammar school or college, but most girls still knew how to read and write. I a girl waned to have an education whatsoever she would have to attend a homeschooled education. Homeschooled girls were not educated at the same level the boys that went to school were. The girls were taught religion too, but, hey were only taught simple math and simple English. They weren’t really taught anything complicated. Lastly, a common job that a boy would get during the American Revolution is going into the Revolutionary War. Though most of the men fighting in the war were from the ages 8 to 50 or 60, there were boys that were 12 at the youngest. The actually had a pretty important job in the war. Most of the 12, 13, and 14 year olds were â€Å"drummer boys†. The drummer boys made â€Å"field music† for the soldiers. The drums were an important means of conveying orders to the soldiers on the battlefield. Some children were â€Å"powder monkeys†. â€Å"Powder moneys† are the people whose job was to run and carry powder charges from the lower ship below the waterline to the gun crews shooting the cannons during the battles. The older kids (about 15 or 16) went out to sea as midshipmen. A midshipman is a navel cadet. As you can see, children weren’t handed that many opportunities during this period of time. There weren’t children out playing with their friends, going to the movies, etc. They were very limited to what they could do. Boys could, really, only go to school or get a job. Girls just stayed home and rarely go a proper education. Also, boys could join he war. The child life during the American Revolution was very limited.

The Effects of Christopher Columbus Essay - 794 Words

The Effects of Christopher Columbus In 1492, Christopher Columbus landed in the new world; the Native Americans lives were altered through the introduction of the Columbian Exchange, Cultural changes and loss of their homeland. Columbuss discovery of the new world sparked colonization of the Americas. There was an ample amount of vast, arable land thus creating economic opportunity for the wealthy and the common-man. The people longing for this opportunity intruded on the Native Americans land and completely changed their way of life. When Christopher Columbus discovered the new world, it caused the two different worlds (The Americas and Europe, Asia, Africa) to collide hence creating the Colombian Exchange. The Columbian Exchange is†¦show more content†¦The introduction of weapons, alcohol, and other European things and ideas also great and unpredictable effects. The Europeans encountered many sophisticated Indian cultures and some owe their survival to the Natives. The Europeans introduced the idea of â€Å"ownership of the land† to the Indians. Of course, tribes fought over territory to hunt, fish and occasionally practice agricultural on, but the idea of â€Å"ownership† of land was something they didnt comprehend. For some Indians the land was considered sacred, the idea of agriculture was thought of as insulting to the Earth, and many aspects of nature. For the Indians, things in nature like rivers, ponds, and even rocks, were like the saints in Christian cultures. Even after they had made deals with the Europeans for the purchase of land, they didnt understand what they had done and that led to further conflict. Europeans also changed their barter system. They had built complex economic relationships with other tribes and understood commerce as it existed in their barter and exchange system. Europeans had a destructive impact of this trading culture, trading different things than the Indians were used to and also through the use of currency. 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