Trans-Cinnamic Acid Powder CAS 140-10-3

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, it 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.

• 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.

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 trans-b-Carboxystyrene, 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.

Trans-b-Carboxystyrene (chemical formula C ₉ H ₈ O ₂, CAS number 140-10-3) is an organic compound with a unique aroma and wide industrial value. Its applications cover multiple fields such as spices, pharmaceuticals, pesticides, chemical engineering, analytical chemistry, and environmental governance. 

Spice and Seasoning Industry

 

1. Food essence
Trans-b-Carboxystyrene and its esters (such as methyl cinnamate and ethyl cinnamate) are important spice ingredients in the food industry, and are widely used to prepare apple, cherry, apricot and other fruit essence, as well as floral essence. Its cinnamon aroma is unique and has strong fragrance retention, which can be used as a paste fragrance or fragrance fixative, especially suitable for Oriental fragrance products. For example, adding it to beverages, cold drinks, candies, and alcoholic beverages can enhance the persistence of aroma, while adding it to baked goods such as mooncakes and chocolate can elevate the flavor level.

 

2. Daily chemical essence
In the field of cosmetics, trans-b-Carboxystyrene is used to prepare essence of daily chemical products such as soap, shampoo, washing powder, etc., and its fragrance temperature and fragrance retention time are long. In addition, it can also serve as a preservative and stabilizer for cosmetics, extending the shelf life of products.

Medical field

 

1. Drug intermediates
Trans-cinnamic acid powder is a key raw material for synthesizing various drugs, such as:
Coronary heart disease drugs: As intermediates of Xinke An (Xinke Ding), they participate in the preparation of cardiovascular disease treatment drugs.
Antibacterial drugs: used for synthesizing antibiotics such as chloramphenicol cinnamate, with broad-spectrum antibacterial activity.
Other drugs: Participate in the synthesis of expectorant rhododendron and anti adrenergic drug esmolol, and can be used to prepare local anesthetics, hemostatic drugs, etc.

 

2. Pharmacological activity research
Trans-b-Carboxystyrene itself has the potential to inhibit the proliferation of cervical cancer cells, and its derivatives (such as hydroxycinnamic acid) have inhibitory effects on tyrosinase activity, reducing melanin production, and are used in the development of whitening cosmetics. In addition, it can also serve as a drug carrier to enhance drug solubility and bioavailability.

Pesticides and Agricultural Applications

 

1. Plant growth regulation
Trans-b-Carboxystyrene can serve as a plant growth promoter, regulating plant hormone balance, promoting root development and photosynthesis, and increasing crop yield. For example, at low concentrations, it can stimulate seed germination and seedling growth.
2. Sterilization and anti-corrosion
Long acting fungicide: It has inhibitory effects on various pathogens (such as sclerotinia) and can be used to prevent and control plant stem rot, leaf spot disease, etc.
Fruit and vegetable preservation: By inhibiting microbial reproduction, the shelf life of fruits and vegetables can be extended.

 

For example, applying trans-b-Carboxystyrene solution on the surface of perishable fruits such as strawberries and grapes can significantly reduce the decay rate.

3. Development of environmentally friendly pesticides
Trans-b-Carboxystyrene is a potential alternative to natural fungicides, with strong biodegradability and environmental friendliness. Research has shown that it has high adsorption capacity for copper ions (389.5 mg/g) and can form recyclable complexes for heavy metal pollution control.

Chemical and Materials Science

 

1. Organic synthesis raw materials
Ester synthesis: Trans-b-Carboxystyrene reacts with alcohols to formtrans-b-Carboxystyrene, which are used to prepare plastic plasticizers, lubricant additives, etc.
Polymer materials: As raw materials for producing photosensitive resins such as vinyl trans-b-Carboxystyrene, they are widely used in the fields of printing, electronics, and photography. For example, photosensitive resin is used in printing plate manufacturing and has high resolution and chemical corrosion resistance.

2. Conductive material
Derivatives of trans-b-Carboxystyrene, such as p-hydroxycinnamic acid, can be synthesized into photosensitive polyimides through grafting reactions, which are used as alignment layer materials for liquid crystal displays (LCDs). This type of material has excellent thermal stability and conductivity, which can enhance the performance of displays.

In the field of analytical chemistry

 

1. Metal element detection
Trans-b-Carboxystyrene can be used as a chemical reagent for the determination of rare metal elements such as uranium and vanadium. Its carboxyl group forms a stable complex with metal ions, and quantitative detection is achieved through spectroscopic analysis.
2. Element separation
In the separation and purification process of elements such as thorium, trans-b-Carboxystyrene acts as a chelating agent to selectively bind to target metal ions, achieving efficient separation.

Environmental Governance and Emerging Applications

 

1. Heavy metal adsorption
Trans-b-Carboxystyrene has strong adsorption capacity for copper ions (Cu ² ⁺) and can form [Cu (CA) ₂] complexes for industrial wastewater treatment. This composite can be recycled through simple filtration, achieving resource recycling.
2. Beauty and Health
Skin care: Trans-cinnamic acid powder can promote blood circulation in the skin, enhance metabolism, and reduce pigmentation and wrinkles. Its antioxidant properties can resist free radical damage and delay skin aging.
Weight loss assistance: Trans-b-Carboxystyrene has been studied for developing weight loss products by regulating lipid metabolism, but further clinical validation is needed.

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