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14 декабря, 2021
Alkaline organic compounds with an aliphatic, saturated carbon backbone having at least two primary amino groups, and a varying number of secondary amino groups are referred to as polyamines (Schneider and Wendisch, 2011). The polyamines were first discovered by Antonie van Leeuwenhoek (1678) when he isolated some "three-sided" crystals (sperminephosphate crystals) from human semen. The charge on the polyamines is distributed along the entire length of the carbon chain, making them unique and distinct from the point charges of the cellular bivalent cations. Their positive charge enables polyamines to interact electrostatically withpolyanionicmacromolecules within the cell. Due to this they can modulate diverse cellular processes such as transcription and translation (Wallace et al.,
2003) , biosynthesis of siderophores (Brickman and
Armstrong, 1996), take part in acid resistance (Foster,
2004) , protect from oxygen toxicity (Jung et al., 2003), etc. They have a role in signaling for cellular differentiation (Sturgill and Rather, 2004) and are essential for plaque biofilm formation (Patel et al., 2006). They are also found as a part of gram-negative bacterial outer membranes (Takatsuka and Kamio, 2004). Transgenic activation of polyamine catabolism profoundly disturbs polyamine homeostasis in most tissues, creates a complex phenotype affecting skin, female fertility, fat depots, pancreatic integrity and regenerative growth (Janne et al., 2004). In the nucleosome, polyamine depletion results in partial unwinding of DNA and unmasking of sequences previously buried in the particle. These sequences are potential binding sites for factors regulating transcription (Morgan et al., 1987). This, together with the fact that polyamines favor the formation of triplex DNA at neutral pH, may provide a mechanism whereby polyamines regulate the transcription of growth regulatory genes such as c-myc (Hampel et al., 1991; Celano et al., 1992). Since polyamines play a wide range of activities in a living cell their relative intracellular concentrations may vary from species to species, and they can reach up to the millimolar range (Miyamoto et al., 1993).
The most common polyamines in bacteria and Archaea are putrescine (a diamine also named as
1,4- diaminobutane) and cadaverine (diamine also named 1,5-diaminopentane) (Figure 19.3). In addition to the above-mentioned polyamines, the pathways for the biosynthesis of 1,3-diaminopropane, norspermidine, homospermidine, and thermine are known in some bacteria and Archaea (Tabor and Tabor, 1985). The polyamine family also contains a number of uncommon longer or branched-chain polyamines, which were found in extremophiles and which seem to play an essential role for growth under such extreme conditions (Oshima, 2007). Polyamines are found in all living species, except two orders of Archaea, Methanobacteriales and Halobacteriales (Hamana and Matsuzaki, 1992).
Polyamines are used in a wide variety of commercial applications due to their unique combination of reactivity, basicity, and surface activity. With a few exceptions, they are used predominantly as intermediates in the production of functional products (e. g. polyamides/epoxy curing, fungicide, anthelmintics/pharmaceuticals, petroleum production, oil and fuel additives, paper resins, chelating agents, fabric softeners/surfactants, bleach activator, asphalt chemicals) (Kroschwitz and Seidel, 2004). The main commercial interest in biogenic polyamines is their use in the polymer industry. Today, the only example of an industrial polyamide containing a biogenic diamine, which can also be synthesized by bacteria, is nylon-4, 6. This polyamide is produced from putrescine and adipic acid (hexanedioic acid).