Click Chemistry
Alkynes
Hydrocarbons, Cyclic
Cyclization
Combinatorial Chemistry Techniques
Molecular Structure
Copper
Cycloaddition Reaction
Heterocyclic Compounds, 1-Ring
Dendrimers
Triazoles
Molecular Probes
Deoxyuridine
Biochemistry
Drug Design
Oximes
Glycoconjugates
Staining and Labeling
Catalysis
Chemistry, Clinical
Heterocyclic Compounds
Hydrogels
Alkenes
Polyethylene Glycols
Ultraviolet Rays
Modular synthesis of polyphenolic benzofurans, and application in the total synthesis of malibatol a and shoreaphenol. (1/213)
(+info)Syntheses of click PEG-dexamethasone conjugates for the treatment of rheumatoid arthritis. (2/213)
(+info)Labeling live cells by copper-catalyzed alkyne--azide click chemistry. (3/213)
(+info)Convenient synthesis of a propargylated cyclic (3'-5') diguanylic acid and its "click" conjugation to a biotinylated azide. (4/213)
(+info)Azido-coronatine: a useful platform for "click chemistry"-mediated probe synthesis for bioorganic studies. (5/213)
We report on the development of azide-coronatine as a useful platform for azide alkyne cycloaddition ("click chemistry")-mediated synthesis of molecular probes. (+)-Azido-coronatine was synthesized in 10 steps with 11% yield using improved synthesis of coronafacic acid, in which the highly exo-selective Diels-Alder reaction (endo:exo > 1:25) is the key step. Azido coronatine was as effective as the original coronatine in a stomatal opening assay, and was easily modified to a fluorescein isothiocyanate (FITC)-labeled probe with high yield. (+info)Double click reaction for the acquisition of a highly potent and selective mPTPB inhibitor. (6/213)
(+info)Triostin A derived hybrid for simultaneous DNA binding and metal coordination. (7/213)
(+info)Receptor agonists of macrophage migration inhibitory factor. (8/213)
(+info)Click chemistry is a term used to describe a group of chemical reactions that are fast, high-yielding, and highly selective. These reactions typically involve the formation of covalent bonds between two molecules in a simple and efficient manner, often through the use of a catalyst. The concept of click chemistry was first introduced by K. B. Sharpless, who won the Nobel Prize in Chemistry in 2001 for his work on chiral catalysis.
In the context of medical research and drug development, click chemistry has emerged as a valuable tool for rapidly synthesizing and optimizing small molecule compounds with therapeutic potential. By using click chemistry reactions to quickly and efficiently link different chemical building blocks together, researchers can rapidly generate large libraries of potential drug candidates and then screen them for biological activity. This approach has been used to discover new drugs for a variety of diseases, including cancer, infectious diseases, and neurological disorders.
One common type of click chemistry reaction is the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction, which involves the reaction between an azide and an alkyne to form a triazole ring. This reaction is highly selective and can be carried out under mild conditions, making it a popular choice for chemical synthesis in the life sciences. Other types of click chemistry reactions include the Diels-Alder cycloaddition, the thiol-ene reaction, and the Staudinger ligation.
Overall, click chemistry has had a significant impact on medical research and drug development by enabling the rapid and efficient synthesis of complex small molecule compounds with therapeutic potential. Its versatility and selectivity make it a powerful tool for researchers seeking to discover new drugs and better understand the molecular mechanisms underlying human disease.
Alkynes are a type of hydrocarbons that contain at least one carbon-carbon triple bond in their molecular structure. The general chemical formula for alkynes is CnH2n-2, where n represents the number of carbon atoms in the molecule.
The simplest and shortest alkyne is ethyne, also known as acetylene, which has two carbon atoms and four hydrogen atoms (C2H2). Ethyne is a gas at room temperature and pressure, and it is commonly used as a fuel in welding torches.
Alkynes are unsaturated hydrocarbons, meaning that they have the potential to undergo chemical reactions that add atoms or groups of atoms to the molecule. In particular, alkynes can be converted into alkenes (hydrocarbons with a carbon-carbon double bond) through a process called partial reduction, or they can be fully reduced to alkanes (hydrocarbons with only single bonds between carbon atoms) through a process called complete reduction.
Alkynes are important intermediates in the chemical industry and are used to produce a wide range of products, including plastics, resins, fibers, and pharmaceuticals. They can be synthesized from other hydrocarbons through various chemical reactions, such as dehydrogenation, oxidative coupling, or metathesis.
An azide is a chemical compound that contains the functional group -N=N+=N-, which consists of three nitrogen atoms joined by covalent bonds. In organic chemistry, azides are often used as reagents in various chemical reactions, such as the azide-alkyne cycloaddition (also known as the "click reaction").
In medical terminology, azides may refer to a class of drugs that contain an azido group and are used for their pharmacological effects. For example, sodium nitroprusside is a vasodilator drug that contains an azido group and is used to treat hypertensive emergencies.
However, it's worth noting that azides can also be toxic and potentially explosive under certain conditions, so they must be handled with care in laboratory settings.
Cyclic hydrocarbons are a type of organic compounds that contain hydrogen and carbon atoms arranged in ring-like structures. These molecules are characterized by the presence of at least one closed chain of carbon atoms, forming a cycle or ring. The properties and chemical behavior of cyclic hydrocarbons depend on the number of carbon atoms in the ring, the type of bonds between them (single, double, or triple), and the presence of substituents or functional groups attached to the carbon skeleton.
Cyclic hydrocarbons can be classified into two main categories: alicyclic and aromatic compounds. Alicyclic hydrocarbons have only single bonds between the carbon atoms in their rings, while aromatic hydrocarbons contain alternating double bonds that give them unique chemical and physical properties.
Examples of cyclic hydrocarbons include cyclohexane (an alicyclic compound) and benzene (an aromatic compound). These molecules play important roles in various industrial applications, such as fuel production, pharmaceuticals, and materials science. However, some cyclic hydrocarbons can also have harmful effects on human health and the environment, making it essential to handle and dispose of them properly.
Cyclization is a chemical process that involves forming a cyclic structure or ring-shaped molecule from a linear or open-chain compound. In the context of medicinal chemistry and drug design, cyclization reactions are often used to synthesize complex molecules, including drugs, by creating rings or fused ring systems within the molecule's structure.
Cyclization can occur through various mechanisms, such as intramolecular nucleophilic substitution, electrophilic addition, or radical reactions. The resulting cyclized compounds may exhibit different chemical and biological properties compared to their linear precursors, making them valuable targets for drug discovery and development.
In some cases, the cyclization process can lead to the formation of stereocenters within the molecule, which can impact its three-dimensional shape and how it interacts with biological targets. Therefore, controlling the stereochemistry during cyclization reactions is crucial in medicinal chemistry to optimize the desired biological activity.
Overall, cyclization plays a significant role in the design and synthesis of many pharmaceutical compounds, enabling the creation of complex structures that can interact specifically with biological targets for therapeutic purposes.
Cyclooctanes are a class of organic compounds that contain a cyclic octane structure, which is an eight-carbon ring. These molecules can exist in various conformations, including "crowded" or "eclipsed" conformations, where the carbon-hydrogen bonds are arranged in a way that leads to steric strain. This strain makes cyclooctanes less stable than other cycloalkanes, such as cyclohexane. The properties and behavior of cyclooctanes can be studied and applied in fields like chemistry, biochemistry, and materials science.
Combinatorial chemistry techniques are a group of methods used in the field of chemistry to synthesize and optimize large libraries of chemical compounds in a rapid and efficient manner. These techniques involve the systematic combination of different building blocks, or reagents, in various arrangements to generate a diverse array of molecules. This approach allows chemists to quickly explore a wide chemical space and identify potential lead compounds for drug discovery, materials science, and other applications.
There are several common combinatorial chemistry techniques, including:
1. **Split-Pool Synthesis:** In this method, a large collection of starting materials is divided into smaller groups, and each group undergoes a series of chemical reactions with different reagents. The resulting products from each group are then pooled together and redistributed for additional rounds of reactions. This process creates a vast number of unique compounds through the iterative combination of building blocks.
2. **Parallel Synthesis:** In parallel synthesis, multiple reactions are carried out simultaneously in separate reaction vessels. Each vessel contains a distinct set of starting materials and reagents, allowing for the efficient generation of a series of related compounds. This method is particularly useful when exploring structure-activity relationships (SAR) or optimizing lead compounds.
3. **Encoded Libraries:** To facilitate the rapid identification of active compounds within large libraries, encoded library techniques incorporate unique tags or barcodes into each molecule. These tags allow for the simultaneous synthesis and screening of compounds, as the identity of an active compound can be determined by decoding its corresponding tag.
4. **DNA-Encoded Libraries (DELs):** DELs are a specific type of encoded library that uses DNA molecules to encode and track chemical compounds. In this approach, each unique compound is linked to a distinct DNA sequence, enabling the rapid identification of active compounds through DNA sequencing techniques.
5. **Solid-Phase Synthesis:** This technique involves the attachment of starting materials to a solid support, such as beads or resins, allowing for the stepwise addition of reagents and building blocks. The solid support facilitates easy separation, purification, and screening of compounds, making it an ideal method for combinatorial chemistry applications.
Combinatorial chemistry techniques have revolutionized drug discovery and development by enabling the rapid synthesis, screening, and optimization of large libraries of chemical compounds. These methods continue to play a crucial role in modern medicinal chemistry and materials science research.
Radiochemistry is not strictly a medical definition, but it is a term that is used in the field of nuclear medicine. Radiochemistry is a branch of chemistry that deals with the use of radioisotopes (radioactive isotopes) in chemical reactions. In nuclear medicine, radiochemists prepare and purify radioactive drugs (radiopharmaceuticals) for diagnostic and therapeutic purposes. These radiopharmaceuticals are used in various medical imaging techniques, such as positron emission tomography (PET) and single-photon emission computed tomography (SPECT), to diagnose and monitor diseases, or in targeted therapies to treat cancer. Radiochemistry requires a deep understanding of chemistry, radiochemistry, and radiation safety.
Molecular structure, in the context of biochemistry and molecular biology, refers to the arrangement and organization of atoms and chemical bonds within a molecule. It describes the three-dimensional layout of the constituent elements, including their spatial relationships, bond lengths, and angles. Understanding molecular structure is crucial for elucidating the functions and reactivities of biological macromolecules such as proteins, nucleic acids, lipids, and carbohydrates. Various experimental techniques, like X-ray crystallography, nuclear magnetic resonance (NMR) spectroscopy, and cryo-electron microscopy (cryo-EM), are employed to determine molecular structures at atomic resolution, providing valuable insights into their biological roles and potential therapeutic targets.
Copper is a chemical element with the symbol Cu (from Latin: *cuprum*) and atomic number 29. It is a soft, malleable, and ductile metal with very high thermal and electrical conductivity. Copper is found as a free element in nature, and it is also a constituent of many minerals such as chalcopyrite and bornite.
In the human body, copper is an essential trace element that plays a role in various physiological processes, including iron metabolism, energy production, antioxidant defense, and connective tissue synthesis. Copper is found in a variety of foods, such as shellfish, nuts, seeds, whole grains, and organ meats. The recommended daily intake of copper for adults is 900 micrograms (mcg) per day.
Copper deficiency can lead to anemia, neutropenia, impaired immune function, and abnormal bone development. Copper toxicity, on the other hand, can cause nausea, vomiting, abdominal pain, diarrhea, and in severe cases, liver damage and neurological symptoms. Therefore, it is important to maintain a balanced copper intake through diet and supplements if necessary.
A cycloaddition reaction is a type of chemical reaction involving the formation of one or more rings through the coupling of two unsaturated molecules. This process typically involves the simultaneous formation of new sigma bonds, resulting in the creation of a cyclic structure. Cycloaddition reactions are classified based on the number of atoms involved in each component molecule and the number of sigma bonds formed during the reaction. For example, a [2+2] cycloaddition involves two unsaturated molecules, each containing two atoms involved in the reaction, resulting in the formation of a four-membered ring. These reactions play a significant role in organic synthesis and are widely used to construct complex molecular architectures in various fields, including pharmaceuticals, agrochemicals, and materials science.
Heterocyclic compounds are organic molecules that contain a ring structure made up of at least one atom that is not carbon, known as a heteroatom. These heteroatoms can include nitrogen, oxygen, sulfur, or other elements. In the case of "1-ring" heterocyclic compounds, the molecule contains a single ring structure composed of these heteroatoms and carbon atoms. Examples of 1-ring heterocyclic compounds include pyridine (contains one nitrogen atom in the ring), furan (contains one oxygen atom in the ring), and thiophene (contains one sulfur atom in the ring). These compounds play important roles in various biological processes and are also found in many drugs, dyes, and materials.
Dendrimers are a type of synthetic, nanoscale polymer structures with a well-defined, highly branched, and regularly repeating architecture. They consist of a central core, an inner layer of repetitive branches, and an outer surface that can be functionalized with various groups. Dendrimers have unique properties such as monodispersity, a high degree of symmetry, and the ability to encapsulate or conjugate drugs, genes, and imaging agents, making them useful in drug delivery, gene therapy, diagnostics, and other biomedical applications.
Triazoles are a class of antifungal medications that have broad-spectrum activity against various fungi, including yeasts, molds, and dermatophytes. They work by inhibiting the synthesis of ergosterol, an essential component of fungal cell membranes, leading to increased permeability and disruption of fungal growth. Triazoles are commonly used in both systemic and topical formulations for the treatment of various fungal infections, such as candidiasis, aspergillosis, cryptococcosis, and dermatophytoses. Some examples of triazole antifungals include fluconazole, itraconazole, voriconazole, and posaconazole.
Molecular probes, also known as bioprobes or molecular tracers, are molecules that are used to detect and visualize specific biological targets or processes within cells, tissues, or organisms. These probes can be labeled with a variety of detection methods such as fluorescence, radioactivity, or enzymatic activity. They can bind to specific biomolecules such as DNA, RNA, proteins, or lipids and are used in various fields including molecular biology, cell biology, diagnostic medicine, and medical research.
For example, a fluorescent molecular probe may be designed to bind specifically to a certain protein in a living cell. When the probe binds to its target, it emits a detectable signal that can be observed under a microscope, allowing researchers to track the location and behavior of the protein within the cell.
Molecular probes are valuable tools for understanding biological systems at the molecular level, enabling researchers to study complex processes such as gene expression, signal transduction, and metabolism in real-time. They can also be used in clinical settings for diagnostic purposes, such as detecting specific biomarkers of disease or monitoring the effectiveness of therapies.
Deoxyuridine is a chemical compound that is a component of DNA. It is a nucleoside, which means it consists of a sugar (deoxyribose) linked to a nitrogenous base (uracil). In the case of deoxyuridine, the uracil is not methylated, which differentiates it from thymidine.
Deoxyuridine can be converted into deoxyuridine monophosphate (dUMP) by the enzyme thymidine kinase. The dUMP can then be converted into deoxythymidine triphosphate (dTTP), which is a building block of DNA, through a series of reactions involving other enzymes.
Deoxyuridine has been used in research and medicine as a marker for DNA synthesis and repair. It can also be used to inhibit the growth of certain types of cells, such as cancer cells, by disrupting their DNA synthesis.
Biochemistry is the branch of science that deals with the chemical processes and substances that occur within living organisms. It involves studying the structures, functions, and interactions of biological macromolecules such as proteins, nucleic acids, carbohydrates, and lipids, and how they work together to carry out cellular functions. Biochemistry also investigates the chemical reactions that transform energy and matter within cells, including metabolic pathways, signal transduction, and gene expression. Understanding biochemical processes is essential for understanding the functioning of biological systems and has important applications in medicine, agriculture, and environmental science.
"Drug design" is the process of creating and developing a new medication or therapeutic agent to treat or prevent a specific disease or condition. It involves identifying potential targets within the body, such as proteins or enzymes that are involved in the disease process, and then designing small molecules or biologics that can interact with these targets to produce a desired effect.
The drug design process typically involves several stages, including:
1. Target identification: Researchers identify a specific molecular target that is involved in the disease process.
2. Lead identification: Using computational methods and high-throughput screening techniques, researchers identify small molecules or biologics that can interact with the target.
3. Lead optimization: Researchers modify the chemical structure of the lead compound to improve its ability to interact with the target, as well as its safety and pharmacokinetic properties.
4. Preclinical testing: The optimized lead compound is tested in vitro (in a test tube or petri dish) and in vivo (in animals) to evaluate its safety and efficacy.
5. Clinical trials: If the preclinical testing is successful, the drug moves on to clinical trials in humans to further evaluate its safety and efficacy.
The ultimate goal of drug design is to create a new medication that is safe, effective, and can be used to improve the lives of patients with a specific disease or condition.
Oximes are a class of chemical compounds that contain the functional group =N-O-, where two organic groups are attached to the nitrogen atom. In a clinical context, oximes are used as antidotes for nerve agent and pesticide poisoning. The most commonly used oxime in medicine is pralidoxime (2-PAM), which is used to reactivate acetylcholinesterase that has been inhibited by organophosphorus compounds, such as nerve agents and certain pesticides. These compounds work by forming a bond with the phosphoryl group of the inhibited enzyme, allowing for its reactivation and restoration of normal neuromuscular function.
Glycoconjugates are a type of complex molecule that form when a carbohydrate (sugar) becomes chemically linked to a protein or lipid (fat) molecule. This linkage, known as a glycosidic bond, results in the formation of a new molecule that combines the properties and functions of both the carbohydrate and the protein or lipid component.
Glycoconjugates can be classified into several categories based on the type of linkage and the nature of the components involved. For example, glycoproteins are glycoconjugates that consist of a protein backbone with one or more carbohydrate chains attached to it. Similarly, glycolipids are molecules that contain a lipid anchor linked to one or more carbohydrate residues.
Glycoconjugates play important roles in various biological processes, including cell recognition, signaling, and communication. They are also involved in the immune response, inflammation, and the development of certain diseases such as cancer and infectious disorders. As a result, understanding the structure and function of glycoconjugates is an active area of research in biochemistry, cell biology, and medical science.
'Staining and labeling' are techniques commonly used in pathology, histology, cytology, and molecular biology to highlight or identify specific components or structures within tissues, cells, or molecules. These methods enable researchers and medical professionals to visualize and analyze the distribution, localization, and interaction of biological entities, contributing to a better understanding of diseases, cellular processes, and potential therapeutic targets.
Medical definitions for 'staining' and 'labeling' are as follows:
1. Staining: A process that involves applying dyes or stains to tissues, cells, or molecules to enhance their contrast and reveal specific structures or components. Stains can be categorized into basic stains (which highlight acidic structures) and acidic stains (which highlight basic structures). Common staining techniques include Hematoxylin and Eosin (H&E), which differentiates cell nuclei from the surrounding cytoplasm and extracellular matrix; special stains, such as PAS (Periodic Acid-Schiff) for carbohydrates or Masson's trichrome for collagen fibers; and immunostains, which use antibodies to target specific proteins.
2. Labeling: A process that involves attaching a detectable marker or tag to a molecule of interest, allowing its identification, quantification, or tracking within a biological system. Labels can be direct, where the marker is directly conjugated to the targeting molecule, or indirect, where an intermediate linker molecule is used to attach the label to the target. Common labeling techniques include fluorescent labels (such as FITC, TRITC, or Alexa Fluor), enzymatic labels (such as horseradish peroxidase or alkaline phosphatase), and radioactive labels (such as ³²P or ¹⁴C). Labeling is often used in conjunction with staining techniques to enhance the specificity and sensitivity of detection.
Together, staining and labeling provide valuable tools for medical research, diagnostics, and therapeutic development, offering insights into cellular and molecular processes that underlie health and disease.
Catalysis is the process of increasing the rate of a chemical reaction by adding a substance known as a catalyst, which remains unchanged at the end of the reaction. A catalyst lowers the activation energy required for the reaction to occur, thereby allowing the reaction to proceed more quickly and efficiently. This can be particularly important in biological systems, where enzymes act as catalysts to speed up metabolic reactions that are essential for life.
Clinical chemistry is a branch of medical laboratory science that deals with the chemical analysis of biological specimens such as blood, urine, and tissue samples to provide information about the health status of a patient. It involves the use of various analytical techniques and instruments to measure different chemicals, enzymes, hormones, and other substances in the body. The results of these tests help healthcare professionals diagnose and monitor diseases, evaluate therapy effectiveness, and make informed decisions about patient care. Clinical chemists work closely with physicians, nurses, and other healthcare providers to ensure accurate and timely test results, which are crucial for proper medical diagnosis and treatment.
Heterocyclic compounds are organic compounds that contain at least one atom within the ring structure, other than carbon, such as nitrogen, oxygen, sulfur or phosphorus. These compounds make up a large class of naturally occurring and synthetic materials, including many drugs, pigments, vitamins, and antibiotics. The presence of the heteroatom in the ring can have significant effects on the physical and chemical properties of the compound, such as its reactivity, stability, and bonding characteristics. Examples of heterocyclic compounds include pyridine, pyrimidine, and furan.
Hydrogels are defined in the medical and biomedical fields as cross-linked, hydrophilic polymer networks that have the ability to swell and retain a significant amount of water or biological fluids while maintaining their structure. They can be synthesized from natural, synthetic, or hybrid polymers.
Hydrogels are known for their biocompatibility, high water content, and soft consistency, which resemble natural tissues, making them suitable for various medical applications such as contact lenses, drug delivery systems, tissue engineering, wound dressing, and biosensors. The physical and chemical properties of hydrogels can be tailored to specific uses by adjusting the polymer composition, cross-linking density, and network structure.
Alkenes are unsaturated hydrocarbons that contain at least one carbon-carbon double bond in their molecular structure. The general chemical formula for alkenes is CnH2n, where n represents the number of carbon atoms in the molecule.
The double bond in alkenes can undergo various reactions, such as addition reactions, where different types of molecules can add across the double bond to form new compounds. The relative position of the double bond in the carbon chain and the presence of substituents on the carbon atoms can affect the physical and chemical properties of alkenes.
Alkenes are important industrial chemicals and are used as starting materials for the synthesis of a wide range of products, including plastics, resins, fibers, and other chemicals. They are also found in nature, occurring in some plants and animals, and can be produced by certain types of bacteria through fermentation processes.
Polyethylene glycols (PEGs) are a family of synthetic, water-soluble polymers with a wide range of molecular weights. They are commonly used in the medical field as excipients in pharmaceutical formulations due to their ability to improve drug solubility, stability, and bioavailability. PEGs can also be used as laxatives to treat constipation or as bowel cleansing agents prior to colonoscopy examinations. Additionally, some PEG-conjugated drugs have been developed for use in targeted cancer therapies.
In a medical context, PEGs are often referred to by their average molecular weight, such as PEG 300, PEG 400, PEG 1500, and so on. Higher molecular weight PEGs tend to be more viscous and have longer-lasting effects in the body.
It's worth noting that while PEGs are generally considered safe for use in medical applications, some people may experience allergic reactions or hypersensitivity to these compounds. Prolonged exposure to high molecular weight PEGs has also been linked to potential adverse effects, such as decreased fertility and developmental toxicity in animal studies. However, more research is needed to fully understand the long-term safety of PEGs in humans.
According to the medical definition, ultraviolet (UV) rays are invisible radiations that fall in the range of the electromagnetic spectrum between 100-400 nanometers. UV rays are further divided into three categories: UVA (320-400 nm), UVB (280-320 nm), and UVC (100-280 nm).
UV rays have various sources, including the sun and artificial sources like tanning beds. Prolonged exposure to UV rays can cause damage to the skin, leading to premature aging, eye damage, and an increased risk of skin cancer. UVA rays penetrate deeper into the skin and are associated with skin aging, while UVB rays primarily affect the outer layer of the skin and are linked to sunburns and skin cancer. UVC rays are the most harmful but fortunately, they are absorbed by the Earth's atmosphere and do not reach the surface.
Healthcare professionals recommend limiting exposure to UV rays, wearing protective clothing, using broad-spectrum sunscreen with an SPF of at least 30, and avoiding tanning beds to reduce the risk of UV-related health problems.
Methacrylates are a group of chemical compounds that contain the methacrylate functional group, which is a vinyl group (CH2=CH-) with a carbonyl group (C=O) at the β-position. This structure gives them unique chemical and physical properties, such as low viscosity, high reactivity, and resistance to heat and chemicals.
In medical terms, methacrylates are used in various biomedical applications, such as dental restorative materials, bone cements, and drug delivery systems. For example, methacrylate-based resins are commonly used in dentistry for fillings, crowns, and bridges due to their excellent mechanical properties and adhesion to tooth structures.
However, there have been concerns about the potential toxicity of methacrylates, particularly their ability to release monomers that can cause allergic reactions, irritation, or even mutagenic effects in some individuals. Therefore, it is essential to use these materials with caution and follow proper handling and safety protocols.