Polyhydroxybutyrate

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Polymeric crystals of PHB observed by polarizing optical microscope. Micrografia di cristalli sferulitici di poli(idrossi butirrato) (PHB).jpg
Polymeric crystals of PHB observed by polarizing optical microscope.

Polyhydroxybutyrate (PHB) is a polyhydroxyalkanoate (PHA), a polymer belonging to the polyesters class that are of interest as bio-derived and biodegradable plastics. [1] The poly-3-hydroxybutyrate (P3HB) form of PHB is probably the most common type of polyhydroxyalkanoate, but other polymers of this class are produced by a variety of organisms: these include poly-4-hydroxybutyrate (P4HB), polyhydroxyvalerate (PHV), polyhydroxyhexanoate (PHH), polyhydroxyoctanoate (PHO) and their copolymers.

Contents

Biosynthesis

PHB is produced by microorganisms (such as Cupriavidus necator , Methylobacterium rhodesianum or Bacillus megaterium ) apparently in response to conditions of physiological stress; [2] mainly conditions in which nutrients are limited. The polymer is primarily a product of carbon assimilation (from glucose or starch) and is employed by microorganisms as a form of energy storage molecule to be metabolized when other common energy sources are not available. [ citation needed ]

Microbial biosynthesis of PHB starts with the condensation of two molecules of acetyl-CoA to give acetoacetyl-CoA which is subsequently reduced to hydroxybutyryl-CoA. This latter compound is then used as a monomer to polymerize PHB. [3] PHAs granules are then recovered by disrupting the cells. [4]

Structure of poly-(R)-3-hydroxybutyrate (P3HB), a polyhydroxyalkanoate Poly-(R)-3-hydroxybutyrat.svg
Structure of poly-(R)-3-hydroxybutyrate (P3HB), a polyhydroxyalkanoate
Chemical structures of P3HB, PHV and their copolymer PHBV Polyhydroxyalkanoates.png
Chemical structures of P3HB, PHV and their copolymer PHBV

Thermoplastic polymer

Most commercial plastics are synthetic polymers derived from petrochemicals. They tend to resist biodegradation. PHB-derived plastics are attractive because they are compostable and derived from renewables and are bio-degradable.

ICI had developed the material to pilot plant stage in the 1980s, but interest faded when it became clear that the cost of material was too high, and its properties could not match those of polypropylene. Some bottles were made for Wella's "Sanara" range of shampoo; an example using the tradename "Biopol" is in the collection of the Science Museum, London.

In 1996 Monsanto (who sold PHB as a copolymer with PHV) bought all patents for making the polymer from ICI/Zeneca including the trademark "Biopol". However, Monsanto's rights to Biopol were sold to the American company Metabolix in 2001 and Monsanto's fermenters producing PHB from bacteria were closed down at the start of 2004. Monsanto began to focus on producing PHB from plants instead of bacteria. [5] But now with so much media attention on GM crops, there has been little news of Monsanto's plans for PHB. [6]

Biopol is currently used in the medical industry for internal suture. It is nontoxic and biodegradable, so it does not have to be removed after recovery. [7]

TephaFLEX is a bacterially derived poly-4-hydroxybutyrate, manufactured using a recombinant fermentation process by Tepha Medical Devices, intended for a variety of medical applications that require biodegradable materials such as absorbable sutures. [8]

Properties

History

Polyhydroxybutyrate was first isolated and characterized in 1925 by French microbiologist Maurice Lemoigne. [10]

Biodegradation

Firmicutes and proteobacteria can degrade PHB. Bacillus, Pseudomonas and Streptomyces species can degrade PHB. Pseudomonas lemoigne , Comamonas sp. Acidovorax faecalis , Aspergillus fumigatus and Variovorax paradoxus are soil microbes capable of degradation. Alcaligenes faecalis , Pseudomonas , and Illyobacter delafieldi , are obtained from anaerobic sludge. Comamonas testosteroni and Pseudomonas stutzeri were obtained from sea water. Few of these are capable of degrading at higher temperatures; notably excepting thermophilic Streptomyces sp. and a thermophilic strain of Aspergillus sp. [11]

Related Research Articles

<span class="mw-page-title-main">Biopolymer</span> Polymer produced by a living organism

Biopolymers are natural polymers produced by the cells of living organisms. Like other polymers, biopolymers consist of monomeric units that are covalently bonded in chains to form larger molecules. There are three main classes of biopolymers, classified according to the monomers used and the structure of the biopolymer formed: polynucleotides, polypeptides, and polysaccharides. The Polynucleotides, RNA and DNA, are long polymers of nucleotides. Polypeptides include proteins and shorter polymers of amino acids; some major examples include collagen, actin, and fibrin. Polysaccharides are linear or branched chains of sugar carbohydrates; examples include starch, cellulose, and alginate. Other examples of biopolymers include natural rubbers, suberin and lignin, cutin and cutan, melanin, and polyhydroxyalkanoates (PHAs).

<span class="mw-page-title-main">Biodegradation</span> Decomposition by living organisms

Biodegradation is the breakdown of organic matter by microorganisms, such as bacteria and fungi. It is generally assumed to be a natural process, which differentiates it from composting. Composting is a human-driven process in which biodegradation occurs under a specific set of circumstances.

<span class="mw-page-title-main">Polyglycolide</span> Chemical compound

Polyglycolide or poly(glycolic acid) (PGA), also spelled as polyglycolic acid, is a biodegradable, thermoplastic polymer and the simplest linear, aliphatic polyester. It can be prepared starting from glycolic acid by means of polycondensation or ring-opening polymerization. PGA has been known since 1954 as a tough fiber-forming polymer. Owing to its hydrolytic instability, however, its use has initially been limited. Currently polyglycolide and its copolymers (poly(lactic-co-glycolic acid) with lactic acid, poly(glycolide-co-caprolactone) with ε-caprolactone and poly (glycolide-co-trimethylene carbonate) with trimethylene carbonate) are widely used as a material for the synthesis of absorbable sutures and are being evaluated in the biomedical field.

<span class="mw-page-title-main">Polyhydroxyalkanoates</span> Polyester family

Polyhydroxyalkanoates or PHAs are polyesters produced in nature by numerous microorganisms, including through bacterial fermentation of sugars or lipids. When produced by bacteria they serve as both a source of energy and as a carbon store. More than 150 different monomers can be combined within this family to give materials with extremely different properties. These plastics are biodegradable and are used in the production of bioplastics.

<span class="mw-page-title-main">Polylactic acid</span> Biodegradable polymer

Polylactic acid, also known as poly(lactic acid) or polylactide (PLA), is a thermoplastic polyester with backbone formula (C
3
H
4
O
2
)
n
or [–C(CH
3
)HC(=O)O–]
n
, formally obtained by condensation of lactic acid C(CH
3
)(OH)HCOOH
with loss of water. It can also be prepared by ring-opening polymerization of lactide [–C(CH
3
)HC(=O)O–]
2
, the cyclic dimer of the basic repeating unit.

<span class="mw-page-title-main">Bioplastic</span> Plastics derived from renewable biomass sources

Bioplastics are plastic materials produced from renewable biomass sources, such as vegetable fats and oils, corn starch, straw, woodchips, sawdust, recycled food waste, etc. Some bioplastics are obtained by processing directly from natural biopolymers including polysaccharides and proteins, while others are chemically synthesised from sugar derivatives and lipids from either plants or animals, or biologically generated by fermentation of sugars or lipids. In contrast, common plastics, such as fossil-fuel plastics are derived from petroleum or natural gas.

<span class="mw-page-title-main">Polydioxanone</span>

Polydioxanone or poly-p-dioxanone is a colorless, crystalline, biodegradable synthetic polymer.

<span class="mw-page-title-main">Biodegradable plastic</span> Plastics that can be decomposed by the action of living organisms

Biodegradable plastics are plastics that can be decomposed by the action of living organisms, usually microbes, into water, carbon dioxide, and biomass. Biodegradable plastics are commonly produced with renewable raw materials, micro-organisms, petrochemicals, or combinations of all three.

Paucimonas lemoignei, formerly [Pseudomonas lemoignei], is a Gram-negative soil bacterium. It is aerobic, motile, and rod-shaped.

<span class="mw-page-title-main">Commodity plastics</span> Inexpensive plastics with weak mechanical properties

Commodity plastics or commodity polymers are plastics produced in high volumes for applications where exceptional material properties are not needed. In contrast to engineering plastics, commodity plastics tend to be inexpensive to produce and exhibit relatively weak mechanical properties. Some examples of commodity plastics are polyethylene, polypropylene, polystyrene, polyvinyl chloride, and poly(methyl methacrylate) .Globally, the most widely used thermoplastics include both polypropylene and polyethylene. Products made from commodity plastics include disposable plates, disposable cups, photographic and magnetic tape, clothing, reusable bags, medical trays, and seeding trays.

Biodegradable polymers are a special class of polymer that breaks down after its intended purpose by bacterial decomposition process to result in natural byproducts such as gases (CO2, N2), water, biomass, and inorganic salts. These polymers are found both naturally and synthetically made, and largely consist of ester, amide, and ether functional groups. Their properties and breakdown mechanism are determined by their exact structure. These polymers are often synthesized by condensation reactions, ring opening polymerization, and metal catalysts. There are vast examples and applications of biodegradable polymers.

Poly(3-hydroxybutyrate) depolymerase (EC 3.1.1.75, PHB depolymerase, systematic name poly[(R)-3-hydroxybutanoate] hydrolase) is an enzyme used in the degradation processes of a natural polyester poly(3-hydroxyburate). This enzyme has growing commercialization interests due to it implications in biodegradable plastic decomposition.

<span class="mw-page-title-main">Plastic</span> Material of a wide range of synthetic or semi-synthetic organic solids

Plastics are a wide range of synthetic or semi-synthetic materials that use polymers as a main ingredient. Their plasticity makes it possible for plastics to be moulded, extruded or pressed into solid objects of various shapes. This adaptability, plus a wide range of other properties, such as being lightweight, durable, flexible, and inexpensive to produce, has led to its widespread use. Plastics typically are made through human industrial systems. Most modern plastics are derived from fossil fuel-based chemicals like natural gas or petroleum; however, recent industrial methods use variants made from renewable materials, such as corn or cotton derivatives.

<span class="mw-page-title-main">PHBV</span> Chemical compound

Poly(3-hydroxybutyrate-co-3-hydroxyvalerate), commonly known as PHBV, is a polyhydroxyalkanoate-type polymer. It is biodegradable, nontoxic, biocompatible plastic produced naturally by bacteria and a good alternative for many non-biodegradable synthetic polymers. It is a thermoplastic linear aliphatic polyester. It is obtained by the copolymerization of 3-hydroxybutanoic acid and 3-hydroxypentanoic acid. PHBV is used in speciality packaging, orthopedic devices and in controlled release of drugs. PHBV undergoes bacterial degradation in the environment.

Biodegradable additives are additives that enhance the biodegradation of polymers by allowing microorganisms to utilize the carbon within the polymer chain as a source of energy. Biodegradable additives attract microorganisms to the polymer through quorum sensing after biofilm creation on the plastic product. Additives are generally in masterbatch formation that use carrier resins such as polyethylene (PE), polypropylene (PP), polystyrene (PS) or polyethylene terephthalate (PET).

<span class="mw-page-title-main">Polybutylene succinate</span> Biodegradable polymer

Polybutylene succinate (PBS) is a thermoplastic polymer resin of the polyester family. PBS is a biodegradable aliphatic polyester with properties that are comparable to polypropylene.

<span class="mw-page-title-main">Synthetic microbial consortia</span>

Synthetic microbial consortia are multi-population systems that can contain a diverse range of microbial species, and are adjustable to serve a variety of industrial, ecological, and tautological interests. For synthetic biology, consortia take the ability to engineer novel cell behaviors to a population level.

β-Butyrolactone Chemical compound

β-Butyrolactone is the intramolecular carboxylic acid ester (lactone) of the optically active 3-hydroxybutanoic acid. It is produced during chemical synthesis as a racemate. β-Butyrolactone is suitable as a monomer for the production of the biodegradable polyhydroxyalkanoate poly(3-hydroxybutyrate) (PHB). Polymerisation of racemic (RS)-β-butyrolactone provides (RS)-polyhydroxybutyric acid, which, however, is inferior in essential properties (e.g. strength or degradation behaviour) to the (R)-poly-3-hydroxybutyrate originating from natural sources.

<span class="mw-page-title-main">Amar K. Mohanty</span> Material scientist and biomaterial engineer

Amar K. Mohanty is a material scientist and biobased material engineer, academic and author. He is a Professor and Distinguished Research Chair in Sustainable Biomaterials at the Ontario Agriculture College and is the Director of the Bioproducts Discovery and Development Centre at the University of Guelph.

<span class="mw-page-title-main">Plastic degradation by marine bacteria</span> Ability of bacteria to break down plastic polymers

Plastic degradation in marine bacteria describes when certain pelagic bacteria break down polymers and use them as a primary source of carbon for energy. Polymers such as polyethylene(PE), polypropylene (PP), and polyethylene terephthalate (PET) are incredibly useful for their durability and relatively low cost of production, however it is their persistence and difficulty to be properly disposed of that is leading to pollution of the environment and disruption of natural processes. It is estimated that each year there are 9-14 million metric tons of plastic that are entering the ocean due to inefficient solutions for their disposal. The biochemical pathways that allow for certain microbes to break down these polymers into less harmful byproducts has been a topic of study to develop a suitable anti-pollutant.

References

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  6. "Plastics You Could Eat" . Retrieved November 17, 2005.
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  8. Tepha Medical Devices Technology Overview
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