Trans-cinnamic acid powder, also known as (E)-cinnamic acid or trans-3-phenylpropionic acid, is an organic compound belonging to the family of phenylpropanoids. It is a naturally occurring substance found widely in plants, particularly in the essential oils of various fruits, flowers, and herbs. Adopting an unsaturated carboxylic acid structure featuring a vinyl group directly attached to a benzene ring. It exists as a fine, white to light yellow powdered substance with a distinct aromatic odor.
This compound is renowned for its distinct aromatic properties, contributing to the characteristic flavors and fragrances of many plant-derived products. For instance, it is a key component in the scent of lavender, cinnamon, and even some varieties of balsamic vinegar. It also plays a vital role in plant defense mechanisms against pathogens and UV radiation by acting as a precursor to various phenolic compounds.
In the pharmaceutical sector, trans-cinnamic acid powder is recognized for its potential anti-inflammatory and antioxidant activities, making it a promising candidate for the development of new therapeutic agents. Its ability to scavenge free radicals and protect cells from oxidative stress contributes to its appeal in maintaining overall health and wellness.
Within the cosmetics industry, this powdered acid is often incorporated into skincare and hair care products for its skin-smoothing and hair-conditioning benefits. It aids in enhancing the appearance of skin by promoting cell turnover and reducing the signs of aging.
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Chemical Formula |
C9H8O2 |
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Exact Mass |
148.05 |
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Molecular Weight |
148.16 |
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m/z |
148.05 (100.0%), 149.06 (9.7%) |
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Elemental Analysis |
C, 72.96; H, 5.44; O, 21.60 |
Synthesis methods
- Perkin Reaction
- Benzaldehyde-Malonic Acid Method (Knoevenagel Condensation)
- Microbial Enzyme Method
These methods or processes are long, high temperature, high energy consumption and low yield; Or many by-products, difficult to separate and purify, and serious pollution.
Cinnamaldehyde Oxidized
H2O2 (the concentration requirement is 90% - 100%, which is dangerous goods), NaClO2 and other inorganic oxides are used as oxidants for oxidation, which requires a large number of organic solvents such as propionitrile, benzene, etc., polluting the environment and is not conducive to industrialization; Or molecular oxidation method, in which the yield of liquid-phase catalytic oxidation method is low (about 70%), and a large number of organic solvents are also used.
Introducing the Role in Regulating Chalcone Isomerase (CHI) in Soybean Cell Suspension Culture
Soybean cell suspension culture involves the growth of soybean cells in a liquid medium, rather than on solid surfaces. This technique allows for the uniform distribution of cells, which can proliferate rapidly in a controlled environment. Nutrients and growth factors are supplied directly to the cells in suspension, facilitating efficient nutrient uptake and biomass accumulation. By adjusting culture conditions, such as temperature, pH, and agitation speed, researchers can optimize cell growth and the production of valuable compounds. Soybean cell suspension cultures have applications in biotechnology, including the production of secondary metabolites, genetic engineering, and studies on plant cell physiology. This method offers a promising approach for sustainable and scalable plant cell culture.
Trans-cinnamic acid powder, also known as trans-3-Phenylacrylic acid or Cinnamic acid, is a chemical compound with a white monoclinic prism appearance and a slight cassia fragrance. It plays a significant role in regulating Chalcone Isomerase (CHI), a key enzyme in flavonoid biosynthesis, during soybean cell suspension culture.
In soybean cell suspension culture, cells are grown in a liquid medium under constant agitation or shaking, allowing for the cultivation of single cells and small cell clusters. This type of culture system is essential for the production of biomass and the study of biochemical processes, including flavonoid biosynthesis.
CHI, as one of the key enzymes in the flavonoid metabolic pathway, catalyzes the cyclization of chalcones to form 4,5,7-trihydroxyflavanones. This enzyme, along with Chalcone Synthase (CHS), constitutes the rate-limiting enzymes in flavonoid biosynthesis. The activity of CHI is crucial for the production of various flavonoids, which have important biological functions such as antioxidant, anti-inflammatory, and antimicrobial activities.
Pharmaceutical industry: in the pharmaceutical industry, it can be used to synthesize important drugs for the treatment of coronary heart disease, such as clonidine lactate and nifedipine, as well as chlorophenylamine and cinnamphenpiperazine, which are used to manufacture "xinkean", local anesthetics, fungicides, hemostatics, etc. It can also synthesize chlorophenylaminobutyric acid and cinnamphenpiperazine, and can be used as spinal cone bone relaxant and antispasmodic agent. It is mainly used for cerebral thrombosis, cerebral arteriosclerosis, coronary arteriosclerosis and other diseases. It can significantly inhibit the proliferation of lung adenocarcinoma cells. Trans-cinnamic acid powder is an effective inhibitor of a-5491 human lung adenocarcinoma cells and has great application value in anti-cancer.
Beauty: Tyrosine aminotransferase is the key enzyme in melanin synthesis. It starts the level chain reaction of tyrosine into melanin biopolymer. Cinnamic acid can inhibit the formation of tyrosine aminotransferase, and has a certain isolation effect on ultraviolet rays. It can make chloasma lighter or even disappear. It is one of the essential ingredients in advanced sunscreen. The significant antioxidant effect of cinnamic acid has a good effect on slowing down the appearance of wrinkles.
Organic synthesis: As a slow-release agent for galvanized sheet, a heat stabilizer for PVC, a cross-linking agent for polyurethane, a flame retardant for glyoxyl and polycaprolactam, and a chemical analysis reagent. It is also a reagent for determining the separation of uranium and vanadium; It is also the main synthetic raw material of negative photosensitive resin. It mainly synthesized cinnamate, polyvinyl alcohol cinnamate, polyethylene oxycinnamate ethyl ester and epoxy resin with cinnamate as side group.
Propolis: Bee products include honey, pollen, royal jelly, propolis, beeswax, bee venom and bee larvae. They are the best food and medicine with the most comprehensive nutrition. Bee products have complex components, which can not only regulate human physiological function, improve immune function, enhance physical strength, eliminate fatigue, anti-aging, inhibit tumor and beauty, but also treat and assist in the treatment of a variety of stubborn diseases. Therefore, scholars all over the world have paid attention to bee products and carried out a lot of work in the chemistry, pharmacological effects and clinical applications.
Wine: 100 ~ 200 mg / L in red wine and 10 ~ 20 mg / L in Baijiu. It is generally fatty by tartaric acid and turns yellow after oxidation. Carmen de la Torre, Professor of nutrition at the University of Barcelona in Spain, pointed out that "red wine contains tyrosine derived benzoic acid, cinnamic acid and other antioxidant components. After metabolism, it is beneficial to enhance the immune function of the body and prevent the oxidation process and the release of free radicals.
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