Polyamine

Polyamine

A polyamine is an organic compound having more than two amino groups. Alkyl polyamines occur naturally, but some are synthetic. Alkylpolyamines are colorless, hygroscopic, and water soluble. Near neutral pH, they exist as the ammonium derivatives.
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Description

What is Polyamine

 

 

A polyamine is an organic compound having more than two amino groups. Alkyl polyamines occur naturally, but some are synthetic. Alkylpolyamines are colorless, hygroscopic, and water soluble. Near neutral pH, they exist as the ammonium derivatives.

 

Poly Dimethyl Diallyl Ammonium Chloride

Poly Dimethyl Diallyl Ammonium Chloride

 

Poly Dimethyl diallyl ammonium Chloride Product description Poly dimethyl diallyl ammonium chloride is a polymer compound, often abbreviated as Polydadmac,PDMDAAC,PDADMAC. It is a cationic polyelectrolyte, meaning it carries a positive charge along its polymer chain. It is widely used in various...

Poly Acrylamide Co Diallyldimethylammonium Chloride

Poly Acrylamide Co Diallyldimethylammonium Chloride

The poly acrylamide co diallyldimethylammonium chloride's CAS name is 2-Propen-1-aminium ,N, N-dimethyl-N-2-Propenyl- , chloride , polymer with 2-propenamide, and its CAS number is 26590-05-6.The molecular formula is (C8H16NCl)n(C3H5NO)n′.

Poly Allylamine Hydrochloride

Poly Allylamine Hydrochloride

 

Poly allylamine hydrochloride, or PAA.HCL, is a versatile cationic polymer that's widely studied in materials science for its ability to form electrostatically assembled multilayer films, especially through layer-by-layer deposition with anionic polymers, creating advanced coatings with potential antifouling or antimicrobial properties. Its CAS name is 3-Aminopropene Hydrochloride homopolymer, and its CAS number is 71550-12-4.The molecular formula is (C3H7N·HCl)n.It is mainly used in medicine and modified resin.

Polyquats WSCP

Polyquats WSCP

Polyquats WSCP is a strong cationic polymer with excellent solubility in water. It is a non-oxidizing bactericide and flocculant, with broad-spectrum bactericidal and algaecidal capabilities.

Polixetonium Chloride

Polixetonium Chloride

Polixetonium chloride works by disrupting the cell membranes of microorganisms, leading to their inactivation. Its broad-spectrum antimicrobial activity makes it a popular choice for ensuring the microbial stability of products, extending their shelf life, and reducing the risk of contamination.It also used as an algaecide, it is a highly efficient, broad-spectrum boicide for the treatment of industrial water cooling systems, air washers and commercial swimming pools.

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Polyamine

Polyamine is a low molecular weight, very high charge density cationic polyamine. It is supplied as a clear to opaque liquid, low viscosity aqueous solution. It is a cationic polymer that performs well in the pH range 2.5 to 12.0.

 

 

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Physiological Importance of Polyamines

 

 

Polyamines are polycationic molecules that contain two or more amino groups (–NH3+) and are present in all eukaryotic and prokaryotic cells. Polyamines are synthesized from arginine, ornithine, and proline, and from methionine as the methyl-group donor. In the traditional pathway for polyamine synthesis, arginase converts arginine into ornithine, which is decarboxylated by ornithine decarboxylase (ODC1) to generate putrescine. The latter is converted to spermidine and spermine. Recent studies have indicated the existence of 'non-classical pathways' for the generation of putrescine from arginine and proline in animal cells. Specifically, arginine decarboxylase (ADC) catalyzes the conversion of arginine into agmatine, which is hydrolyzed by agmatinase (AGMAT) to form putrescine. Additionally, proline is oxidized by proline oxidase to yield pyrroline-5-carboxylate, which undergoes transamination with glutamate to produce ornithine for decarboxylation by ODC1. Intracellular production of polyamines is controlled by antizymes binding to and inactivating ODC1. Polyamines exert effects that include stimulation of cell division and proliferation, gene expression for the survival of cells, DNA and protein synthesis, regulation of apoptosis, oxidative stress, angiogenesis, and cell–cell communication activity. Accordingly, polyamines are essential for early embryonic development and successful pregnancy outcome in mammals. In this paper the main concepts on the history, structure and molecular pathways of polyamines as well as their physiological role on angiogenesis, and reproductive physiology are reviewed.

 

Polyamines in Skincare

The discovery of the role of polyamines in maintaining skin health has led to their incorporation into skincare products. Here's how polyamines can benefit your skin:

1

Anti-Aging Properties

Polyamines, particularly spermine, are natural antioxidants that help combat free radicals and oxidative stress. By reducing the damage caused by these factors, polyamines can help prevent premature aging, reducing the appearance of fine lines and wrinkles.

2

Skin Regeneration

Putrescine is associated with cell proliferation and regeneration. Skincare products containing putrescine can aid in the repair of damaged skin, contributing to a more youthful complexion.

3

Hydration and Texture

Spermidine, due to its role in autophagy, can help improve the texture of the skin, making it smoother and more even. Additionally, it can aid in retaining moisture, leading to a hydrated and radiant complexion.

4

Collagen Production

Polyamines have also been linked to increased collagen production. Collagen is crucial for skin's elasticity and firmness, so its boost can lead to more youthful-looking skin.

 

Polyamines and Their Metabolism: From the Maintenance of Physiological Homeostasis to the Mediation of Disease

 

The polyamines spermidine and spermine are positively charged aliphatic molecules. They are critical in the regulation of nucleic acid and protein structures, protein synthesis, protein and nucleic acid interactions, oxidative balance, and cell proliferation. Cellular polyamine levels are tightly controlled through their import, export, de novo synthesis, and catabolism. Enzymes and enzymatic cascades involved in polyamine metabolism have been well characterized. This knowledge has been used for the development of novel compounds for research and medical applications. Furthermore, studies have shown that disturbances in polyamine levels and their metabolic pathways, as a result of spontaneous mutations in patients, genetic engineering in mice or experimentally induced injuries in rodents, are associated with multiple maladaptive changes. The adverse effects of altered polyamine metabolism have also been demonstrated in in vitro models. These observations highlight the important role these molecules and their metabolism play in the maintenance of physiological normalcy and the mediation of injury. This review will attempt to cover the extensive and diverse knowledge of the biological role of polyamines and their metabolism in the maintenance of physiological homeostasis and the mediation of tissue injury.

 

Factors Affecting Polyamine Levels
 

Various factors, including genetic, nutritional, and environmental aspects can influence polyamine levels. These factors determine the overall synthesis, metabolism, and consumption rates of polyamines in organisms.

Genetic Factors

One key genetic factor that affects polyamine levels is the eukaryotic translation initiation factor 5A (eIF5A). This protein is involved in initiating protein synthesis and has been found to be closely associated with polyamine metabolism. Mutations or dysregulation of the genes encoding eIF5A can significantly impact cell polyamine levels, influencing their biological roles and associated disease outcomes.

Nutritional Factors

Nutritional factors, such as dietary polyamine intake, can substantially influence polyamine levels within the body. A diet rich in polyamines, like those found in certain foods or supplements, can lead to elevated polyamine levels, while a diet low in polyamines can cause a decline in their concentrations. Moreover, certain nutrients and vitamins, such as vitamin B6, play a crucial role in polyamine metabolism, indirectly affecting their levels in the body.

Environmental Factors

Environmental factors, including stress, radiation, and toxins, can also affect polyamine levels. For example, cells subjected to genotoxic substances like ionizing or ultraviolet radiation may experience a depletion of polyamines, increasing their sensitivity to damage. Other environmental factors like pathogenic components of the gastrointestinal microbiota can also influence polyamine levels within the epithelial tissue, contributing to the overall polyamine concentration in the body.

Measuring Polyamines

Polyamines are organic polycationic alkylamines found in all living cells, involved in processes such as translation and signaling. Their accurate measurement is crucial in understanding their role in biological systems and their potential clinical applications.

 

Dietary Polyamines Promote Intestinal Adaptation in an Experimental Model of Short Bowel Syndrome

 

 

Intestinal adaptation does not necessarily recover absorptive capacity in short bowel syndrome (SBS), sometimes resulting in intestinal failure-associated liver disease (IFALD). Additionally, its therapeutic options remain limited. Polyamines (spermidine and spermine) are known as one of the autophagy inducers and play important roles in promoting the weaning process; however, their impact on intestinal adaptation is unknown. The aim of this study was to investigate the impact of polyamines ingestion on adaptation and hepatic lipid metabolism in SBS. We performed resection of two-thirds of the small intestine in male Lewis rats as an SBS model. They were allocated into three groups and fed different polyamine content diets (0%, 0.01%, 0.1%) for 30 days. Polyamines were confirmed to distribute to remnant intestine, whole blood, and liver. Villous height and number of Ki-67-positive cells in the crypt area increased with the high polyamine diet. Polyamines increased secretory IgA and mucin content in feces, and enhanced tissue Claudin-3 expression. In contrast, polyamines augmented albumin synthesis, mitochondrial DNA copy number, and ATP storage in the liver. Moreover, polyamines promoted autophagy flux and activated AMP-activated protein kinase with suppression of lipogenic gene expression. Polyamines ingestion may provide a new therapeutic option for SBS with IFALD.

 

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Methods of Measuring Polyamines

One common method for measuring polyamines is the Total Polyamine Assay Kit, which rapidly determines polyamine concentration in biological samples. This kit uses a selective enzyme mix to generate hydrogen peroxide, which then reacts with a fluorometric probe to yield a signal proportional to the amount of polyamine present.

Another approach to measure polyamines is by analyzing them as their benzoylated derivatives. This process involves extraction and reaction with benzoyl chloride, followed by vortex stirring. The benzoylated polyamines can then be detected and quantified using chromatographic techniques.

High-performance liquid chromatography (HPLC) is a widely-used technique for polyamine determination. The HPLC system typically consists of modules such as a vacuum degasser, gradient pump, autosampler, and diode array detector.

 

Health Effects of Polyamines: An Overview of Polyamines as a Health-Promoting Agent for Human Health

 

 

Polyamines (PAs) are low molecular weight aliphatic nitrogenous base molecules, considered as organic compounds with more than two amino groups, with powerful biological activities. They play important roles in both eukaryotic and prokaryotic cells. In organisms, PAs exist mainly as free PAs, covalently bound PAs, or non-covalently bound forms. The natural PAs, spermidine and spermine, are synthesized in every living cell and are therefore contained in food, and their precursor putrescine is a subcutaneous low molecular weight amine containing multiple amino groups. Polyamines are synthesized in all living cells, and in eukaryotes, polyamine synthesis begins with ornithine, which is synthesized from arginine via the urea cycle. The decarboxylation of ornithine catalyzed by ornithine decarboxylase (ODC) is the rate-limiting step in polyamine synthesis. In mammals, polyamines participate in the most important physiological processes. Cell proliferation and vitality, nutrition, fertility, and the nervous and immune systems. In some cases, altered synthesis or metabolism of polyamines can lead to a variety of pathological conditions. Therefore, in collecting and presenting data on the effects of polyamines on health, it is important to address the biological roles of polyamines in humans. For example, its role in the intestines, its role as an antioxidant, its role in cancer, its role in the aging process, its role in cardiac processes, etc.

 

Polyamine-Dependent Gene Expression

 

The polyamines spermidine and spermine and the diamine putrescine are involved in many cellular processes including chromatin condensation, maintenance of DNA structure, RNA processing, translation and protein activation. Polyamines influence the formation of compact chromatin and have a well-defined role in DNA aggregation. Polyamines are used for post-translational modification of the eukaryotic initiation factor 5A, which regulates the transport and processing of specific RNAs. Polyamines are also involved in a novel RNA decoding mechanism, translational frameshifting, in at least two known genes (TY1 transposon and mammalian antizyme). Polyamines are essential for their own regulation and participate in feedback mechanisms that affect polyamine synthesis and catabolism. Recently, it has become apparent that polyamines can influence the action of the protein kinase casein kinase 2.

 

Polyamine Catabolism in Plants: A Universal Process With Diverse Functions

 

 

Polyamine (PA) catabolic processes are performed by copper-containing amine oxidases (CuAOs) and flavin-containing PA oxidases (PAOs). So far, several CuAOs and PAOs have been identified in many plant species. These enzymes exhibit different subcellular localization, substrate specificity, and functional diversity. Since PAs are involved in numerous physiological processes, considerable efforts have been made to explore the functions of plant CuAOs and PAOs during the recent decades. The stress signal transduction pathways usually lead to increase of the intracellular PA levels, which are apoplastically secreted and oxidized by CuAOs and PAOs, with parallel production of hydrogen peroxide (H2O2). Depending on the levels of the generated H2O2, high or low, respectively, either programmed cell death (PCD) occurs or H2O2 is efficiently scavenged by enzymatic/nonenzymatic antioxidant factors that help plants coping with abiotic stress, recruiting different defense mechanisms, as compared to biotic stress. Amine and PA oxidases act further as PA back-converters in peroxisomes, also generating H2O2, possibly by activating Ca2+ permeable channels. Here, the new research data are discussed on the interconnection of PA catabolism with the derived H2O2, together with their signaling roles in developmental processes, such as fruit ripening, senescence, and biotic/abiotic stress reactions, in an effort to elucidate the mechanisms involved in crop adaptation/survival to adverse environmental conditions and to pathogenic infections.

 

A Perspective of Polyamine Metabolism

 

Polyamines are essential for the growth and function of normal cells. They interact with various macromolecules, both electrostatically and covalently and, as a consequence, have a variety of cellular effects. The complexity of polyamine metabolism and the multitude of compensatory mechanisms that are invoked to maintain polyamine homoeostasis argue that these amines are critical to cell survival. The regulation of polyamine content within cells occurs at several levels, including transcription and translation. In addition, novel features such as the +1 frameshift required for antizyme production and the rapid turnover of several of the enzymes involved in the pathway make the regulation of polyamine metabolism a fascinating subject. The link between polyamine content and human disease is unequivocal, and significant success has been obtained in the treatment of a number of parasitic infections. Targeting the polyamine pathway as a means of treating cancer has met with limited success, although the development of drugs such as DFMO (α-difluoromethylornithine), a rationally designed anticancer agent, has revolutionized our understanding of polyamine function in cell growth and provided 'proof of concept' that influencing polyamine metabolism and content within tumour cells will prevent tumour growth. The more recent development of the polyamine analogues has been pivotal in advancing our understanding of the necessity to deplete all three polyamines to induce apoptosis in tumour cells. The current thinking is that the polyamine inhibitors/analogues may also be useful agents in the chemoprevention of cancer and, in this area, we may yet see a revival of DFMO. The future will be in adopting a functional genomics approach to identifying polyamine-regulated genes linked to either carcinogenesis or apoptosis.

 

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FAQ

 

Q: What is the polyamine?

A: A polyamine is an organic compound having more than two amino groups. Alkyl polyamines occur naturally, but some are synthetic. Alkylpolyamines are colorless, hygroscopic, and water soluble. Near neutral pH, they exist as the ammonium derivatives.

Q: What are examples of polyamines?

A: Polyamines (PAs), such as putrescine (PUT), spermine (SPE), and spermidine (SPD), are organic polycationic alkylamines, which are synthesized from L-ornithine or by the decarboxylation of amino acids [1,2,3]. They are found in all living cells and mammalian cells contain a millimolar concentration of PAs [4].

Q: Which foods are high in polyamines?

A: Mushrooms, peas, hazelnuts, pistachios, spinach, broccoli, cauliflower and green beans also contain significant amounts of both polyamines.

Q: Are polyamines good or bad?

A: Polyamines play an essential role in cell growth and proliferation, the stabilization of negative charges of DNA, RNA transcription, protein synthesis, the regulation of the immune response, apoptosis, the regulation of ion channels, particularly by blocking potassium channels, and as antioxidants (2, 4, 5, 7, 9–12).

Q: Is polyamine safe?

A: Hazard statements : H302 + H312 Harmful if swallowed or in contact with skin H314 Causes severe skin burns and eye damage.

Q: What is the physiological function of polyamines?

A: It is now recognized that polyvalent organic cations, such as polyamines, can act as endogenous modifiers of ion-channel gating, properties which were previously assumed to be entirely intrinsic to the channel proteins.

Q: Are polyamines hormones?

A: Polyamines are now recognized as a new group of plant growth regulators. In contrast to animal hormones, which exert very specific physiological effects, plant hormone functions overlap broadly.

Q: What are the biological importance of polyamines?

A: Polyamines are widely recognized as small and positively charged biomolecules that regulate various aspects of plant growth, development, and stress responses (Chen et al. 2023). Their endogenous level in plants is actively fluctuating depending on environmental cues, hormones, growth, and developmental stages.

Q: Are polyamines good for you?

A: Polyamines, spermidine and spermine, are synthesized in every living cell and are therefore contained in foods, especially in those that are thought to contribute to health and longevity. They have many physiological activities similar to those of antioxidant and anti-inflammatory substances such as polyphenols.

Q: Can polyamines be synthesized in the body?

A: Yes, polyamines can be synthesized in the body. The main polyamines, including putrescine, spermidine, and spermine, are naturally produced in the human body through various metabolic pathways involving amino acids, such as ornithine and arginine. Moreover, certain enzymes, like cyclen, tris(2-aminoethyl)amine, and 1,4,7-triazacyclononane, play a crucial role in the biosynthesis of polyamines. These endogenous polyamines are essential for multiple biological functions, such as cell growth and differentiation.

Q: What are the physiological effects of polyamines?

A: Polyamines (mainly spermine, spermidine, putrescine and cadaverine) are involved in the regulation of protein translation and gene transcription. In this, the spermidine-derived hypusination modification of EIF5A plays an important role. In addition, polyamines regulate metabolic functions.

Q: What is the precursor of polyamine?

A: The compounds analysed were the polyamines putrescine, spermidine, and spermine, in addition to their precursors, ornithine, agmatine and arginine.

Q: Are polyamines antioxidants?

A: The high sensitivity of polyamine-depleted cells to oxidative attack suggests that polyamines are important physiological antioxidants.

Q: How does polyamine work?

A: Polyamines can enhance the permeability of the blood–brain barrier. They are involved in modulating senescence of organs in plants and are therefore considered as a plant hormone. In addition, they are directly involved in regulation of programmed cell death.

Q: What is the physiological function of polyamines?

A: It is now recognized that polyvalent organic cations, such as polyamines, can act as endogenous modifiers of ion-channel gating, properties which were previously assumed to be entirely intrinsic to the channel proteins.

Q: Are polyamines hormones?

A: Polyamines are now recognized as a new group of plant growth regulators. In contrast to animal hormones, which exert very specific physiological effects, plant hormone functions overlap broadly.

Q: What are the polyamines in the human body?

A: The four basic polyamines in mammals and in human are putrescine, cadaverine, spermidine, and spermine. Putrescine and cadaverine are primary diamines, 1,4-diaminobutane, and 1,5-diaminopentane, respectively. Cadaverine is usually a product of bacteria in the gut.

Q: What is the chemical name for polyamine?

A: Spermine is a polyamine involved in cellular metabolism that is found in all eukaryotic cells. The precursor for synthesis of spermine is the amino acid ornithine. It is an essential growth factor in some bacteria as well. It is found as a polycation at physiological pH.

Q: What are the common polyamines?

A: Biogenic amines-polyamines (PAs), particularly putrescine, spermidine and spermine are ubiquitous in all living cells.

Q: How do polyamines stabilize DNA?

A: Polyamines bind to the grooves of B-form DNA because of their overall net positive charge at physiological pH. Polyamines such as putrescine, spermidine, and spermine (Figure ​1) increase the thermal stability of B-DNA and additionally can induce the transition of B-DNA to left-handed Z-DNA.

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